NO328611B1 - Nytt peptid med angiotensinkonvertasehemmende effekt - Google Patents

Nytt peptid med angiotensinkonvertasehemmende effekt Download PDF

Info

Publication number: NO328611B1
Authority: NO; Norway
Prior art keywords: angiotensin; peptide; converting enzyme; present; enzyme
Prior art date: 2001-11-21

Application number

NO20042601A

Other languages

English (en)

Norwegian (no)

Other versions

NO20042601L (no

Inventor

Hiroshi Miyakawa

Akio Yamada

Yoshitaka Tamura

Hiroshi Ochi

Hitoshi Saito

Yasushi Kawaguchi

Tomoko Ide

Eri Inoue

Original Assignee

Morinaga Milk Industry Co Ltd

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2001-11-21

Filing date

2004-06-21

Publication date

2010-03-29

Family has litigation

First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=19167543&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=NO328611(B1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

2004-06-21 Application filed by Morinaga Milk Industry Co Ltd filed Critical Morinaga Milk Industry Co Ltd

2004-08-18 Publication of NO20042601L publication Critical patent/NO20042601L/no

2010-03-29 Publication of NO328611B1 publication Critical patent/NO328611B1/no

Links

108090000765 processed proteins & peptides Proteins 0.000 title claims description 69
230000002401 inhibitory effect Effects 0.000 title description 21
108010064733 Angiotensins Proteins 0.000 title 1
102000015427 Angiotensins Human genes 0.000 title 1
108010022588 methionyl-lysyl-proline Proteins 0.000 claims abstract description 18
239000005541 ACE inhibitor Substances 0.000 claims abstract description 16
229940044094 angiotensin-converting-enzyme inhibitor Drugs 0.000 claims abstract description 16
IRVONVRHHJXWTK-RWMBFGLXSA-N Met-Lys-Pro Chemical compound CSCC[C@@H](C(=O)N[C@@H](CCCCN)C(=O)N1CCC[C@@H]1C(=O)O)N IRVONVRHHJXWTK-RWMBFGLXSA-N 0.000 claims description 17
101710129690 Angiotensin-converting enzyme inhibitor Proteins 0.000 claims description 11
101710086378 Bradykinin-potentiating and C-type natriuretic peptides Proteins 0.000 claims description 11
239000004615 ingredient Substances 0.000 claims description 7
239000002220 antihypertensive agent Substances 0.000 claims description 6
239000005018 casein Substances 0.000 abstract description 24
BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 abstract description 24
235000021240 caseins Nutrition 0.000 abstract description 24
238000006460 hydrolysis reaction Methods 0.000 abstract description 9
230000007062 hydrolysis Effects 0.000 abstract description 8
230000001077 hypotensive effect Effects 0.000 abstract description 8
239000000126 substance Substances 0.000 abstract description 6
238000003786 synthesis reaction Methods 0.000 abstract description 5
239000004480 active ingredient Substances 0.000 abstract description 3
208000001953 Hypotension Diseases 0.000 abstract 1
208000021822 hypotensive Diseases 0.000 abstract 1
UUUHXMGGBIUAPW-UHFFFAOYSA-N 1-[1-[2-[[5-amino-2-[[1-[5-(diaminomethylideneamino)-2-[[1-[3-(1h-indol-3-yl)-2-[(5-oxopyrrolidine-2-carbonyl)amino]propanoyl]pyrrolidine-2-carbonyl]amino]pentanoyl]pyrrolidine-2-carbonyl]amino]-5-oxopentanoyl]amino]-3-methylpentanoyl]pyrrolidine-2-carbon Chemical compound C1CCC(C(=O)N2C(CCC2)C(O)=O)N1C(=O)C(C(C)CC)NC(=O)C(CCC(N)=O)NC(=O)C1CCCN1C(=O)C(CCCN=C(N)N)NC(=O)C1CCCN1C(=O)C(CC=1C2=CC=CC=C2NC=1)NC(=O)C1CCC(=O)N1 UUUHXMGGBIUAPW-UHFFFAOYSA-N 0.000 description 24
102000004270 Peptidyl-Dipeptidase A Human genes 0.000 description 24
108090000882 Peptidyl-Dipeptidase A Proteins 0.000 description 24
102000011632 Caseins Human genes 0.000 description 23
108010076119 Caseins Proteins 0.000 description 23
235000018102 proteins Nutrition 0.000 description 20
102000004169 proteins and genes Human genes 0.000 description 20
108090000623 proteins and genes Proteins 0.000 description 20
102000004190 Enzymes Human genes 0.000 description 19
108090000790 Enzymes Proteins 0.000 description 19
229940088598 enzyme Drugs 0.000 description 19
239000000047 product Substances 0.000 description 17
235000013305 food Nutrition 0.000 description 13
102000004196 processed proteins & peptides Human genes 0.000 description 13
238000000034 method Methods 0.000 description 12
102000004157 Hydrolases Human genes 0.000 description 10
108090000604 Hydrolases Proteins 0.000 description 10
230000000694 effects Effects 0.000 description 10
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
239000000243 solution Substances 0.000 description 9
241001465754 Metazoa Species 0.000 description 8
102000035195 Peptidases Human genes 0.000 description 8
108091005804 Peptidases Proteins 0.000 description 8
230000015556 catabolic process Effects 0.000 description 8
238000006731 degradation reaction Methods 0.000 description 8
238000004128 high performance liquid chromatography Methods 0.000 description 8
238000012360 testing method Methods 0.000 description 7
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
239000004365 Protease Substances 0.000 description 6
241000700159 Rattus Species 0.000 description 6
230000036772 blood pressure Effects 0.000 description 6
239000003795 chemical substances by application Substances 0.000 description 6
239000003814 drug Substances 0.000 description 6
235000013336 milk Nutrition 0.000 description 6
239000008267 milk Substances 0.000 description 6
210000004080 milk Anatomy 0.000 description 6
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
206010020772 Hypertension Diseases 0.000 description 5
235000009508 confectionery Nutrition 0.000 description 5
239000000203 mixture Substances 0.000 description 5
235000019419 proteases Nutrition 0.000 description 5
230000035488 systolic blood pressure Effects 0.000 description 5
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
230000002378 acidificating effect Effects 0.000 description 4
238000004458 analytical method Methods 0.000 description 4
238000006243 chemical reaction Methods 0.000 description 4
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 4
235000013611 frozen food Nutrition 0.000 description 4
230000003301 hydrolyzing effect Effects 0.000 description 4
229930014626 natural product Natural products 0.000 description 4
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
241000193830 Bacillus <bacterium> Species 0.000 description 3
241000894006 Bacteria Species 0.000 description 3
108010067035 Pancrelipase Proteins 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
238000002835 absorbance Methods 0.000 description 3
239000007864 aqueous solution Substances 0.000 description 3
230000037396 body weight Effects 0.000 description 3
238000004587 chromatography analysis Methods 0.000 description 3
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
230000009849 deactivation Effects 0.000 description 3
201000010099 disease Diseases 0.000 description 3
229940079593 drug Drugs 0.000 description 3
238000006911 enzymatic reaction Methods 0.000 description 3
235000015203 fruit juice Nutrition 0.000 description 3
238000010438 heat treatment Methods 0.000 description 3
150000002500 ions Chemical class 0.000 description 3
239000000463 material Substances 0.000 description 3
238000005259 measurement Methods 0.000 description 3
229910052757 nitrogen Inorganic materials 0.000 description 3
235000012149 noodles Nutrition 0.000 description 3
210000000496 pancreas Anatomy 0.000 description 3
108010043393 protease N Proteins 0.000 description 3
235000014102 seafood Nutrition 0.000 description 3
235000014347 soups Nutrition 0.000 description 3
238000004885 tandem mass spectrometry Methods 0.000 description 3
241000251468 Actinopterygii Species 0.000 description 2
206010002383 Angina Pectoris Diseases 0.000 description 2
102400000345 Angiotensin-2 Human genes 0.000 description 2
101800000733 Angiotensin-2 Proteins 0.000 description 2
BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 2
101800004538 Bradykinin Proteins 0.000 description 2
102400000967 Bradykinin Human genes 0.000 description 2
206010007572 Cardiac hypertrophy Diseases 0.000 description 2
208000006029 Cardiomegaly Diseases 0.000 description 2
108010059378 Endopeptidases Proteins 0.000 description 2
102000005593 Endopeptidases Human genes 0.000 description 2
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 2
244000068988 Glycine max Species 0.000 description 2
235000010469 Glycine max Nutrition 0.000 description 2
QXZGBUJJYSLZLT-UHFFFAOYSA-N H-Arg-Pro-Pro-Gly-Phe-Ser-Pro-Phe-Arg-OH Natural products NC(N)=NCCCC(N)C(=O)N1CCCC1C(=O)N1C(C(=O)NCC(=O)NC(CC=2C=CC=CC=2)C(=O)NC(CO)C(=O)N2C(CCC2)C(=O)NC(CC=2C=CC=CC=2)C(=O)NC(CCCN=C(N)N)C(O)=O)CCC1 QXZGBUJJYSLZLT-UHFFFAOYSA-N 0.000 description 2
CZGUSIXMZVURDU-JZXHSEFVSA-N Ile(5)-angiotensin II Chemical compound C([C@@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CC=1NC=NC=1)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CC=1C=CC=CC=1)C([O-])=O)NC(=O)[C@@H](NC(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@@H]([NH3+])CC([O-])=O)C(C)C)C1=CC=C(O)C=C1 CZGUSIXMZVURDU-JZXHSEFVSA-N 0.000 description 2
125000000174 L-prolyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])([H])[C@@]1([H])C(*)=O 0.000 description 2
244000294411 Mirabilis expansa Species 0.000 description 2
235000015429 Mirabilis expansa Nutrition 0.000 description 2
QIAFMBKCNZACKA-UHFFFAOYSA-N N-benzoylglycine Chemical compound OC(=O)CNC(=O)C1=CC=CC=C1 QIAFMBKCNZACKA-UHFFFAOYSA-N 0.000 description 2
102000015636 Oligopeptides Human genes 0.000 description 2
108010038807 Oligopeptides Proteins 0.000 description 2
240000007594 Oryza sativa Species 0.000 description 2
235000007164 Oryza sativa Nutrition 0.000 description 2
235000010627 Phaseolus vulgaris Nutrition 0.000 description 2
244000046052 Phaseolus vulgaris Species 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
UUUHXMGGBIUAPW-CSCXCSGISA-N Teprotide Chemical compound N([C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCN=C(N)N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N1[C@@H](CCC1)C(=O)N1[C@@H](CCC1)C(O)=O)C(=O)[C@@H]1CCC(=O)N1 UUUHXMGGBIUAPW-CSCXCSGISA-N 0.000 description 2
244000269722 Thea sinensis Species 0.000 description 2
241000209140 Triticum Species 0.000 description 2
235000021307 Triticum Nutrition 0.000 description 2
238000010521 absorption reaction Methods 0.000 description 2
229950006323 angiotensin ii Drugs 0.000 description 2
QXZGBUJJYSLZLT-FDISYFBBSA-N bradykinin Chemical compound NC(=N)NCCC[C@H](N)C(=O)N1CCC[C@H]1C(=O)N1[C@H](C(=O)NCC(=O)N[C@@H](CC=2C=CC=CC=2)C(=O)N[C@@H](CO)C(=O)N2[C@@H](CCC2)C(=O)N[C@@H](CC=2C=CC=CC=2)C(=O)N[C@@H](CCCNC(N)=N)C(O)=O)CCC1 QXZGBUJJYSLZLT-FDISYFBBSA-N 0.000 description 2
235000008429 bread Nutrition 0.000 description 2
235000013351 cheese Nutrition 0.000 description 2
150000001875 compounds Chemical class 0.000 description 2
238000010411 cooking Methods 0.000 description 2
235000011850 desserts Nutrition 0.000 description 2
239000012153 distilled water Substances 0.000 description 2
235000013410 fast food Nutrition 0.000 description 2
235000019688 fish Nutrition 0.000 description 2
235000019256 formaldehyde Nutrition 0.000 description 2
229960004279 formaldehyde Drugs 0.000 description 2
230000006870 function Effects 0.000 description 2
230000001631 hypertensive effect Effects 0.000 description 2
JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
239000007791 liquid phase Substances 0.000 description 2
230000014759 maintenance of location Effects 0.000 description 2
238000004949 mass spectrometry Methods 0.000 description 2
235000020124 milk-based beverage Nutrition 0.000 description 2
235000013536 miso Nutrition 0.000 description 2
239000008194 pharmaceutical composition Substances 0.000 description 2
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
239000000843 powder Substances 0.000 description 2
230000003449 preventive effect Effects 0.000 description 2
235000019833 protease Nutrition 0.000 description 2
238000000746 purification Methods 0.000 description 2
235000009566 rice Nutrition 0.000 description 2
235000015067 sauces Nutrition 0.000 description 2
235000013580 sausages Nutrition 0.000 description 2
238000012216 screening Methods 0.000 description 2
239000011780 sodium chloride Substances 0.000 description 2
235000014214 soft drink Nutrition 0.000 description 2
238000010532 solid phase synthesis reaction Methods 0.000 description 2
239000002904 solvent Substances 0.000 description 2
235000013616 tea Nutrition 0.000 description 2
229940124597 therapeutic agent Drugs 0.000 description 2
230000001225 therapeutic effect Effects 0.000 description 2
NZCTZTWRZJGYDN-UHFFFAOYSA-N $l^{1}-azanylformaldehyde Chemical compound [N]C=O NZCTZTWRZJGYDN-UHFFFAOYSA-N 0.000 description 1
AAXWBCKQYLBQKY-IRXDYDNUSA-N (2s)-2-[[(2s)-2-[(2-benzamidoacetyl)amino]-3-(1h-imidazol-5-yl)propanoyl]amino]-4-methylpentanoic acid Chemical compound C([C@@H](C(=O)N[C@@H](CC(C)C)C(O)=O)NC(=O)CNC(=O)C=1C=CC=CC=1)C1=CN=CN1 AAXWBCKQYLBQKY-IRXDYDNUSA-N 0.000 description 1
241000186046 Actinomyces Species 0.000 description 1
102400000344 Angiotensin-1 Human genes 0.000 description 1
101800000734 Angiotensin-1 Proteins 0.000 description 1
102000004881 Angiotensinogen Human genes 0.000 description 1
108090001067 Angiotensinogen Proteins 0.000 description 1
208000035143 Bacterial infection Diseases 0.000 description 1
241000283690 Bos taurus Species 0.000 description 1
206010008111 Cerebral haemorrhage Diseases 0.000 description 1
241000555825 Clupeidae Species 0.000 description 1
241001137251 Corvidae Species 0.000 description 1
239000004375 Dextrin Substances 0.000 description 1
229920001353 Dextrin Polymers 0.000 description 1
108010082495 Dietary Plant Proteins Proteins 0.000 description 1
108010028690 Fish Proteins Proteins 0.000 description 1
235000019733 Fish meal Nutrition 0.000 description 1
108010010803 Gelatin Proteins 0.000 description 1
FQYQMFCIJNWDQZ-CYDGBPFRSA-N Ile-Pro-Pro Chemical compound CC[C@H](C)[C@H](N)C(=O)N1CCC[C@H]1C(=O)N1[C@H](C(O)=O)CCC1 FQYQMFCIJNWDQZ-CYDGBPFRSA-N 0.000 description 1
238000007696 Kjeldahl method Methods 0.000 description 1
125000001176 L-lysyl group Chemical group [H]N([H])[C@]([H])(C(=O)[*])C([H])([H])C([H])([H])C([H])([H])C(N([H])[H])([H])[H] 0.000 description 1
125000000393 L-methionino group Chemical group [H]OC(=O)[C@@]([H])(N([H])[*])C([H])([H])C(SC([H])([H])[H])([H])[H] 0.000 description 1
FOBUGKUBUJOWAD-IHPCNDPISA-N Leu-Leu-Trp Chemical compound C1=CC=C2C(C[C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](N)CC(C)C)C(O)=O)=CNC2=C1 FOBUGKUBUJOWAD-IHPCNDPISA-N 0.000 description 1
KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 1
241000283973 Oryctolagus cuniculus Species 0.000 description 1
208000001647 Renal Insufficiency Diseases 0.000 description 1
108090000783 Renin Proteins 0.000 description 1
102100028255 Renin Human genes 0.000 description 1
241000187747 Streptomyces Species 0.000 description 1
108010045759 Teprotide Proteins 0.000 description 1
108090001109 Thermolysin Proteins 0.000 description 1
108090000631 Trypsin Proteins 0.000 description 1
102000004142 Trypsin Human genes 0.000 description 1
DOFAQXCYFQKSHT-SRVKXCTJSA-N Val-Pro-Pro Chemical compound CC(C)[C@H](N)C(=O)N1CCC[C@H]1C(=O)N1[C@H](C(O)=O)CCC1 DOFAQXCYFQKSHT-SRVKXCTJSA-N 0.000 description 1
108010046377 Whey Proteins Proteins 0.000 description 1
102000007544 Whey Proteins Human genes 0.000 description 1
240000008042 Zea mays Species 0.000 description 1
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
235000002017 Zea mays subsp mays Nutrition 0.000 description 1
235000013334 alcoholic beverage Nutrition 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
229940024606 amino acid Drugs 0.000 description 1
235000001014 amino acid Nutrition 0.000 description 1
150000001413 amino acids Chemical class 0.000 description 1
ORWYRWWVDCYOMK-HBZPZAIKSA-N angiotensin I Chemical compound C([C@@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CC=1NC=NC=1)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CC=1NC=NC=1)C(=O)N[C@@H](CC(C)C)C(O)=O)NC(=O)[C@@H](NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H](N)CC(O)=O)C(C)C)C1=CC=C(O)C=C1 ORWYRWWVDCYOMK-HBZPZAIKSA-N 0.000 description 1
235000021120 animal protein Nutrition 0.000 description 1
235000008452 baby food Nutrition 0.000 description 1
208000022362 bacterial infectious disease Diseases 0.000 description 1
235000021028 berry Nutrition 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
235000015895 biscuits Nutrition 0.000 description 1
238000009530 blood pressure measurement Methods 0.000 description 1
235000012813 breadcrumbs Nutrition 0.000 description 1
235000014121 butter Nutrition 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
235000012970 cakes Nutrition 0.000 description 1
235000013574 canned fruits Nutrition 0.000 description 1
235000014613 canned/preserved soup Nutrition 0.000 description 1
239000002775 capsule Substances 0.000 description 1
FAKRSMQSSFJEIM-RQJHMYQMSA-N captopril Chemical compound SC[C@@H](C)C(=O)N1CCC[C@H]1C(O)=O FAKRSMQSSFJEIM-RQJHMYQMSA-N 0.000 description 1
229960000830 captopril Drugs 0.000 description 1
235000013736 caramel Nutrition 0.000 description 1
238000005119 centrifugation Methods 0.000 description 1
235000013339 cereals Nutrition 0.000 description 1
206010008118 cerebral infarction Diseases 0.000 description 1
208000026106 cerebrovascular disease Diseases 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
235000015218 chewing gum Nutrition 0.000 description 1
229940112822 chewing gum Drugs 0.000 description 1
235000019219 chocolate Nutrition 0.000 description 1
235000013353 coffee beverage Nutrition 0.000 description 1
235000014510 cooky Nutrition 0.000 description 1
238000001816 cooling Methods 0.000 description 1
235000005822 corn Nutrition 0.000 description 1
235000012495 crackers Nutrition 0.000 description 1
239000006071 cream Substances 0.000 description 1
235000021438 curry Nutrition 0.000 description 1
235000013365 dairy product Nutrition 0.000 description 1
238000010511 deprotection reaction Methods 0.000 description 1
235000019425 dextrin Nutrition 0.000 description 1
230000029087 digestion Effects 0.000 description 1
238000009826 distribution Methods 0.000 description 1
235000015071 dressings Nutrition 0.000 description 1
235000013399 edible fruits Nutrition 0.000 description 1
229940066758 endopeptidases Drugs 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
230000007515 enzymatic degradation Effects 0.000 description 1
238000000605 extraction Methods 0.000 description 1
239000003925 fat Substances 0.000 description 1
235000019197 fats Nutrition 0.000 description 1
239000010685 fatty oil Substances 0.000 description 1
239000004467 fishmeal Substances 0.000 description 1
235000021554 flavoured beverage Nutrition 0.000 description 1
235000013312 flour Nutrition 0.000 description 1
238000004186 food analysis Methods 0.000 description 1
235000003599 food sweetener Nutrition 0.000 description 1
238000004108 freeze drying Methods 0.000 description 1
235000012020 french fries Nutrition 0.000 description 1
238000001641 gel filtration chromatography Methods 0.000 description 1
239000008273 gelatin Substances 0.000 description 1
229920000159 gelatin Polymers 0.000 description 1
235000019322 gelatine Nutrition 0.000 description 1
235000011852 gelatine desserts Nutrition 0.000 description 1
238000007429 general method Methods 0.000 description 1
235000011868 grain product Nutrition 0.000 description 1
239000008187 granular material Substances 0.000 description 1
235000013402 health food Nutrition 0.000 description 1
108010016268 hippuryl-histidyl-leucine Proteins 0.000 description 1
235000015243 ice cream Nutrition 0.000 description 1
230000002779 inactivation Effects 0.000 description 1
239000003112 inhibitor Substances 0.000 description 1
230000005764 inhibitory process Effects 0.000 description 1
238000002347 injection Methods 0.000 description 1
239000007924 injection Substances 0.000 description 1
235000008446 instant noodles Nutrition 0.000 description 1
235000014109 instant soup Nutrition 0.000 description 1
238000010253 intravenous injection Methods 0.000 description 1
238000004255 ion exchange chromatography Methods 0.000 description 1
238000002955 isolation Methods 0.000 description 1
108010031424 isoleucyl-prolyl-proline Proteins 0.000 description 1
201000006370 kidney failure Diseases 0.000 description 1
239000004310 lactic acid Substances 0.000 description 1
235000014655 lactic acid Nutrition 0.000 description 1
239000007788 liquid Substances 0.000 description 1
235000020888 liquid diet Nutrition 0.000 description 1
231100000053 low toxicity Toxicity 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
235000013310 margarine Nutrition 0.000 description 1
239000003264 margarine Substances 0.000 description 1
239000012528 membrane Substances 0.000 description 1
239000002207 metabolite Substances 0.000 description 1
125000001360 methionine group Chemical group N[C@@H](CCSC)C(=O)* 0.000 description 1
208000010125 myocardial infarction Diseases 0.000 description 1
235000016709 nutrition Nutrition 0.000 description 1
239000002674 ointment Substances 0.000 description 1
238000001543 one-way ANOVA Methods 0.000 description 1
235000021485 packed food Nutrition 0.000 description 1
238000007911 parenteral administration Methods 0.000 description 1
235000015927 pasta Nutrition 0.000 description 1
239000006072 paste Substances 0.000 description 1
238000010647 peptide synthesis reaction Methods 0.000 description 1
239000000546 pharmaceutical excipient Substances 0.000 description 1
235000021110 pickles Nutrition 0.000 description 1
235000015108 pies Nutrition 0.000 description 1
235000015277 pork Nutrition 0.000 description 1
229910000027 potassium carbonate Inorganic materials 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
235000013324 preserved food Nutrition 0.000 description 1
230000000069 prophylactic effect Effects 0.000 description 1
238000000734 protein sequencing Methods 0.000 description 1
239000012460 protein solution Substances 0.000 description 1
230000002685 pulmonary effect Effects 0.000 description 1
239000002994 raw material Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
235000015504 ready meals Nutrition 0.000 description 1
238000004366 reverse phase liquid chromatography Methods 0.000 description 1
238000004007 reversed phase HPLC Methods 0.000 description 1
235000019685 rice crackers Nutrition 0.000 description 1
235000019991 rice wine Nutrition 0.000 description 1
238000009938 salting Methods 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
235000019512 sardine Nutrition 0.000 description 1
230000000391 smoking effect Effects 0.000 description 1
235000011888 snacks Nutrition 0.000 description 1
239000007787 solid Substances 0.000 description 1
235000013555 soy sauce Nutrition 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
235000013599 spices Nutrition 0.000 description 1
235000011496 sports drink Nutrition 0.000 description 1
238000007619 statistical method Methods 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000000758 substrate Substances 0.000 description 1
239000003765 sweetening agent Substances 0.000 description 1
208000024891 symptom Diseases 0.000 description 1
230000002194 synthesizing effect Effects 0.000 description 1
239000006188 syrup Substances 0.000 description 1
235000020357 syrup Nutrition 0.000 description 1
229950010186 teprotide Drugs 0.000 description 1
238000004448 titration Methods 0.000 description 1
239000012588 trypsin Substances 0.000 description 1
108010015385 valyl-prolyl-proline Proteins 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
235000013311 vegetables Nutrition 0.000 description 1
239000000052 vinegar Substances 0.000 description 1
235000021419 vinegar Nutrition 0.000 description 1
239000008215 water for injection Substances 0.000 description 1
235000021119 whey protein Nutrition 0.000 description 1
235000013618 yogurt Nutrition 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/08—Tripeptides
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- C07K14/435—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
- C07K14/46—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans from vertebrates
- C07K14/47—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans from vertebrates from mammals
- C07K14/4701—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans from vertebrates from mammals not used
- C07K14/4732—Casein
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/08—Tripeptides
- C07K5/0802—Tripeptides with the first amino acid being neutral
- C07K5/0804—Tripeptides with the first amino acid being neutral and aliphatic
- C07K5/081—Tripeptides with the first amino acid being neutral and aliphatic the side chain containing O or S as heteroatoms, e.g. Cys, Ser
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
General Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Proteomics, Peptides & Aminoacids (AREA)
Molecular Biology (AREA)
Genetics & Genomics (AREA)
Biophysics (AREA)
Biochemistry (AREA)
Veterinary Medicine (AREA)
Animal Behavior & Ethology (AREA)
Public Health (AREA)
Engineering & Computer Science (AREA)
Pharmacology & Pharmacy (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
General Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Bioinformatics & Cheminformatics (AREA)
Cardiology (AREA)
Heart & Thoracic Surgery (AREA)
Toxicology (AREA)
Zoology (AREA)
Gastroenterology & Hepatology (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Peptides Or Proteins (AREA)
Coloring Foods And Improving Nutritive Qualities (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)
Medicines Containing Material From Animals Or Micro-Organisms (AREA)

NO20042601A 2001-11-21 2004-06-21 Nytt peptid med angiotensinkonvertasehemmende effekt NO328611B1 (no)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
JP2001355923		2001-11-21
PCT/JP2002/012197 WO2003044044A1 (en)	2001-11-21	2002-11-21	Novel peptide having angiotensin convertase inhibitory effect

Publications (2)

Publication Number	Publication Date
NO20042601L NO20042601L (no)	2004-08-18
NO328611B1 true NO328611B1 (no)	2010-03-29

Family

ID=19167543

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO20042601A NO328611B1 (no)	2001-11-21	2004-06-21	Nytt peptid med angiotensinkonvertasehemmende effekt

Country Status (18)

Country	Link
US (1)	US7022676B2 (de)
EP (1)	EP1457498B9 (de)
JP (1)	JP3816921B2 (de)
KR (1)	KR100615844B1 (de)
CN (1)	CN1240711C (de)
AT (1)	ATE353336T1 (de)
AU (1)	AU2002366037B2 (de)
BR (1)	BR0214299A (de)
CA (1)	CA2468039C (de)
CY (1)	CY1106557T1 (de)
DE (1)	DE60218064T2 (de)
DK (1)	DK1457498T3 (de)
ES (1)	ES2281567T3 (de)
MX (1)	MXPA04004805A (de)
NO (1)	NO328611B1 (de)
NZ (1)	NZ533544A (de)
PT (1)	PT1457498E (de)
WO (1)	WO2003044044A1 (de)

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
PT1669463E (pt)	2003-08-01	2009-01-23	Calpis Co Ltd	Hidrolisado de caseína, processo para produção do mesmo e sua utilização
ATE458747T1 (de)	2003-12-01	2010-03-15	Meiji Dairies Corp	Angiontensin converting enzyme hemmendes peptid
CN100503633C (zh) *	2004-12-29	2009-06-24	山东大学	中国毛虾蛋白降压肽及其制备方法与应用
CN102276690B (zh) *	2011-08-05	2013-03-20	成都中医药大学	降血压功能性多肽及其用途
CN102304169B (zh) *	2011-08-05	2013-03-20	成都中医药大学	降血压多肽及其用途
JP5926363B2 (ja) *	2012-02-22	2016-05-25	森永乳業株式会社	ジペプチジルペプチダーゼ−ｉｖ阻害剤
MX2014008420A (es)	2012-03-09	2015-03-03	Morinaga Milk Industry Co Ltd	Inhibidor de dipeptidil peptidasa-iv.
US9138455B2 (en)	2013-03-15	2015-09-22	Mead Johnson Nutrition Company	Activating adiponectin by casein hydrolysate
US9345727B2 (en)	2013-03-15	2016-05-24	Mead Johnson Nutrition Company	Nutritional compositions containing a peptide component and uses thereof
US9289461B2 (en)	2013-03-15	2016-03-22	Mead Johnson Nutrition Company	Reducing the risk of autoimmune disease
US8889633B2 (en)	2013-03-15	2014-11-18	Mead Johnson Nutrition Company	Nutritional compositions containing a peptide component with anti-inflammatory properties and uses thereof
US9345741B2 (en)	2013-03-15	2016-05-24	Mead Johnson Nutrition Company	Nutritional composition containing a peptide component with adiponectin simulating properties and uses thereof
US9352020B2 (en)	2013-03-15	2016-05-31	Mead Johnson Nutrition Company	Reducing proinflammatory response
JP6344796B2 (ja) *	2014-09-30	2018-06-20	森永乳業株式会社	高齢者用アルツハイマー型認知症改善剤
JP2018057346A (ja) *	2016-10-07	2018-04-12	森永乳業株式会社	カゼイン酵素処理物及びその製造方法
CN107337710A (zh) *	2017-07-26	2017-11-10	盐城卫生职业技术学院	一种抗高血压活性肽The‑The‑Pro及应用和药物组合物
JP7358239B2 (ja)	2017-09-19	2023-10-10	森永乳業株式会社	エネルギー消費促進用組成物
SG11202007786WA (en) *	2018-02-16	2020-09-29	Morinaga Milk Industry Co Ltd	Composition and composition for lowering blood pressure and/or reducing neutral fats
JP2019142791A (ja) *	2018-02-16	2019-08-29	森永乳業株式会社	血圧降下用及び／又は中性脂肪低減用の組成物
JP6589011B2 (ja) *	2018-05-17	2019-10-09	森永乳業株式会社	脳機能障害改善用経口組成物
CN113321719B (zh) *	2021-05-20	2022-03-18	澳优乳业（中国）有限公司	一种寡肽及其制备方法与应用

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPH07313185A (ja) *	1992-08-20	1995-12-05	Marino Forum 21	ぺプチドの製造方法
JP3040389B2 (ja) *	1999-01-18	2000-05-15	日本合成化学工業株式会社	ペプチドの製造法

2002
- 2002-11-21 CA CA2468039A patent/CA2468039C/en not_active Expired - Lifetime
- 2002-11-21 EP EP02803562A patent/EP1457498B9/de not_active Expired - Lifetime
- 2002-11-21 PT PT02803562T patent/PT1457498E/pt unknown
- 2002-11-21 CN CNB028270266A patent/CN1240711C/zh not_active Expired - Lifetime
- 2002-11-21 ES ES02803562T patent/ES2281567T3/es not_active Expired - Lifetime
- 2002-11-21 US US10/496,200 patent/US7022676B2/en not_active Expired - Lifetime
- 2002-11-21 AT AT02803562T patent/ATE353336T1/de active
- 2002-11-21 DK DK02803562T patent/DK1457498T3/da active
- 2002-11-21 AU AU2002366037A patent/AU2002366037B2/en not_active Expired
- 2002-11-21 WO PCT/JP2002/012197 patent/WO2003044044A1/ja not_active Ceased
- 2002-11-21 MX MXPA04004805A patent/MXPA04004805A/es active IP Right Grant
- 2002-11-21 BR BR0214299-6A patent/BR0214299A/pt not_active Application Discontinuation
- 2002-11-21 JP JP2003545680A patent/JP3816921B2/ja not_active Expired - Lifetime
- 2002-11-21 DE DE60218064T patent/DE60218064T2/de not_active Expired - Lifetime
- 2002-11-21 KR KR1020047007652A patent/KR100615844B1/ko not_active Expired - Lifetime
- 2002-11-21 NZ NZ533544A patent/NZ533544A/en not_active IP Right Cessation
2004
- 2004-06-21 NO NO20042601A patent/NO328611B1/no not_active IP Right Cessation
2007
- 2007-05-03 CY CY20071100587T patent/CY1106557T1/el unknown

Also Published As

Publication number	Publication date
CN1612892A (zh)	2005-05-04
JPWO2003044044A1 (ja)	2005-03-10
KR100615844B1 (ko)	2006-08-25
BR0214299A (pt)	2004-12-14
EP1457498A4 (de)	2005-10-19
EP1457498B1 (de)	2007-02-07
NO20042601L (no)	2004-08-18
CY1106557T1 (el)	2012-01-25
CA2468039A1 (en)	2003-05-30
EP1457498B9 (de)	2009-09-02
US7022676B2 (en)	2006-04-04
KR20050044541A (ko)	2005-05-12
JP3816921B2 (ja)	2006-08-30
DE60218064D1 (de)	2007-03-22
CN1240711C (zh)	2006-02-08
EP1457498A1 (de)	2004-09-15
PT1457498E (pt)	2007-05-31
AU2002366037A1 (en)	2003-06-10
DE60218064T2 (de)	2007-11-15
AU2002366037B2 (en)	2005-11-03
DK1457498T3 (da)	2007-06-04
ATE353336T1 (de)	2007-02-15
WO2003044044A1 (en)	2003-05-30
CA2468039C (en)	2011-01-04
HK1076114A1 (en)	2006-01-06
US20050004041A1 (en)	2005-01-06
NZ533544A (en)	2005-02-25
MXPA04004805A (es)	2004-08-11
ES2281567T3 (es)	2007-10-01

Legal Events

Date	Code	Title	Description
2022-06-27	MM1K	Lapsed by not paying the annual fees

Publication	Publication Date	Title
US7022676B2 (en)	2006-04-04	Peptide having angiotensin converting enzyme inhibitory effect
EP1661909B1 (de)	2009-09-16	Biologisch nicht-abbaubares peptid, inhibitor des angiotensinumwandelnden enzyms, arzneimittel und funktionelles nahrungsmittel
US20120040055A1 (en)	2012-02-16	Collagen peptide composition having good ability to enter the blood and food or beverage containing the same
JP6189994B2 (ja)	2017-08-30	ジペプチジルペプチダーゼ−ｉｖ阻害用飲食品組成物
EP4317173A1 (de)	2024-02-07	Peptid und zusammensetzung mit peptid als wirkstoff
JP5877560B2 (ja)	2016-03-08	ジペプチジルペプチダーゼ−ｉｖ阻害剤
JP7132382B2 (ja)	2022-09-06	カゼイン酵素処理物及びその製造方法
JP6589011B2 (ja)	2019-10-09	脳機能障害改善用経口組成物
JP7847653B2 (ja)	2026-04-17	組成物
JP2006219420A (ja)	2006-08-24	抗高血圧剤
JP7620606B2 (ja)	2025-01-23	血圧降下用及び／又は中性脂肪低減用の組成物
JP7344722B2 (ja)	2023-09-14	構成行為改善用組成物
JP2025137253A (ja)	2025-09-19	ラクトフェリン加水分解物の製造方法
JP2021024847A (ja)	2021-02-22	脳機能障害改善用組成物
JP6309367B2 (ja)	2018-04-11	カゼイン加水分解物の製造方法
HK1076114B (en)	2006-08-25	Novel peptide having angiotensin convertase inhibitory effect
JPWO2007119590A1 (ja)	2009-08-27	小麦由来の血圧低下用組成物
JP2021036832A (ja)	2021-03-11	見当識改善用組成物
JP2008156307A (ja)	2008-07-10	アンジオテンシン変換酵素阻害剤、アンジオテンシン変換酵素阻害組成物及びそれらを含有する飲食品