JPH10500951A - コードされた組合せライブラリー - Google Patents

コードされた組合せライブラリー

Info

Publication number: JPH10500951A
Authority: JP; Japan
Prior art keywords: beads; library; reaction; ala; gly
Prior art date: 1994-05-23
Legal status (The legal status 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 status listed.): Pending

Application number

JP7530459A

Other languages

English (en)

Japanese (ja)

Inventor

ヤマシタ，デニス・シンジ

ウェインストック，ジョゼフ

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

SmithKline Beecham Corp

Original Assignee

SmithKline Beecham Corp

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.)

1994-05-23

Filing date

1995-05-23

Publication date

1998-01-27

1995-05-23 Application filed by SmithKline Beecham Corp filed Critical SmithKline Beecham Corp

1998-01-27 Publication of JPH10500951A publication Critical patent/JPH10500951A/ja

Status Pending legal-status Critical Current

Links

239000011324 bead Substances 0.000 claims abstract description 145
238000000034 method Methods 0.000 claims abstract description 101
150000001875 compounds Chemical class 0.000 claims abstract description 34
238000000684 flow cytometry Methods 0.000 claims abstract description 25
238000006243 chemical reaction Methods 0.000 claims description 124
238000012360 testing method Methods 0.000 claims description 45
238000002360 preparation method Methods 0.000 claims description 10
238000003556 assay Methods 0.000 claims description 4
239000007787 solid Substances 0.000 claims description 4
239000007850 fluorescent dye Substances 0.000 claims 2
230000004913 activation Effects 0.000 claims 1
238000001215 fluorescent labelling Methods 0.000 claims 1
238000004519 manufacturing process Methods 0.000 abstract 1
BDNKZNFMNDZQMI-UHFFFAOYSA-N 1,3-diisopropylcarbodiimide Chemical compound CC(C)N=C=NC(C)C BDNKZNFMNDZQMI-UHFFFAOYSA-N 0.000 description 30
BGRWYRAHAFMIBJ-UHFFFAOYSA-N diisopropylcarbodiimide Natural products CC(C)NC(=O)NC(C)C BGRWYRAHAFMIBJ-UHFFFAOYSA-N 0.000 description 30
239000011521 glass Substances 0.000 description 29
239000000178 monomer Substances 0.000 description 28
FEMOMIGRRWSMCU-UHFFFAOYSA-N ninhydrin Chemical compound C1=CC=C2C(=O)C(O)(O)C(=O)C2=C1 FEMOMIGRRWSMCU-UHFFFAOYSA-N 0.000 description 27
239000000203 mixture Substances 0.000 description 20
108090000765 processed proteins & peptides Proteins 0.000 description 20
230000015572 biosynthetic process Effects 0.000 description 17
239000003153 chemical reaction reagent Substances 0.000 description 15
238000003786 synthesis reaction Methods 0.000 description 13
238000004458 analytical method Methods 0.000 description 10
230000004071 biological effect Effects 0.000 description 10
125000005647 linker group Chemical group 0.000 description 10
SJVFAHZPLIXNDH-QFIPXVFZSA-N (2s)-2-(9h-fluoren-9-ylmethoxycarbonylamino)-3-phenylpropanoic acid Chemical compound C([C@@H](C(=O)O)NC(=O)OCC1C2=CC=CC=C2C2=CC=CC=C21)C1=CC=CC=C1 SJVFAHZPLIXNDH-QFIPXVFZSA-N 0.000 description 9
QWXZOFZKSQXPDC-NSHDSACASA-N (2s)-2-(9h-fluoren-9-ylmethoxycarbonylamino)propanoic acid Chemical compound C1=CC=C2C(COC(=O)N[C@@H](C)C(O)=O)C3=CC=CC=C3C2=C1 QWXZOFZKSQXPDC-NSHDSACASA-N 0.000 description 9
230000004044 response Effects 0.000 description 9
230000000694 effects Effects 0.000 description 7
239000003446 ligand Substances 0.000 description 7
239000004472 Lysine Substances 0.000 description 6
KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 6
238000002474 experimental method Methods 0.000 description 6
XKUKSGPZAADMRA-UHFFFAOYSA-N glycyl-glycyl-glycine Chemical compound NCC(=O)NCC(=O)NCC(O)=O XKUKSGPZAADMRA-UHFFFAOYSA-N 0.000 description 6
102000004196 processed proteins & peptides Human genes 0.000 description 6
102000005962 receptors Human genes 0.000 description 6
108020003175 receptors Proteins 0.000 description 6
239000011347 resin Substances 0.000 description 6
229920005989 resin Polymers 0.000 description 6
239000000126 substance Substances 0.000 description 6
239000004793 Polystyrene Substances 0.000 description 5
WVDDGKGOMKODPV-UHFFFAOYSA-N hydroxymethyl benzene Natural products OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 5
239000002773 nucleotide Substances 0.000 description 5
125000003729 nucleotide group Chemical group 0.000 description 5
229920002223 polystyrene Polymers 0.000 description 5
AVFZOVWCLRSYKC-UHFFFAOYSA-N 1-methylpyrrolidine Chemical compound CN1CCCC1 AVFZOVWCLRSYKC-UHFFFAOYSA-N 0.000 description 4
PIPTUBPKYFRLCP-NHCYSSNCSA-N Ala-Ala-Phe Chemical compound C[C@H](N)C(=O)N[C@@H](C)C(=O)N[C@H](C(O)=O)CC1=CC=CC=C1 PIPTUBPKYFRLCP-NHCYSSNCSA-N 0.000 description 4
FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 4
AHVYPIQETPWLSZ-UHFFFAOYSA-N N-methyl-pyrrolidine Natural products CN1CC=CC1 AHVYPIQETPWLSZ-UHFFFAOYSA-N 0.000 description 4
239000002245 particle Substances 0.000 description 4
125000003088 (fluoren-9-ylmethoxy)carbonyl group Chemical group 0.000 description 3
MZMNEDXVUJLQAF-UHFFFAOYSA-N 1-o-tert-butyl 2-o-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate Chemical compound COC(=O)C1CC(O)CN1C(=O)OC(C)(C)C MZMNEDXVUJLQAF-UHFFFAOYSA-N 0.000 description 3
BYXHQQCXAJARLQ-ZLUOBGJFSA-N Ala-Ala-Ala Chemical compound C[C@H](N)C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(O)=O BYXHQQCXAJARLQ-ZLUOBGJFSA-N 0.000 description 3
RLMISHABBKUNFO-WHFBIAKZSA-N Ala-Ala-Gly Chemical compound C[C@H](N)C(=O)N[C@@H](C)C(=O)NCC(O)=O RLMISHABBKUNFO-WHFBIAKZSA-N 0.000 description 3
ZVFVBBGVOILKPO-WHFBIAKZSA-N Ala-Gly-Ala Chemical compound C[C@H](N)C(=O)NCC(=O)N[C@@H](C)C(O)=O ZVFVBBGVOILKPO-WHFBIAKZSA-N 0.000 description 3
VGPWRRFOPXVGOH-BYPYZUCNSA-N Ala-Gly-Gly Chemical compound C[C@H](N)C(=O)NCC(=O)NCC(O)=O VGPWRRFOPXVGOH-BYPYZUCNSA-N 0.000 description 3
QHASENCZLDHBGX-ONGXEEELSA-N Ala-Gly-Phe Chemical compound C[C@H](N)C(=O)NCC(=O)N[C@H](C(O)=O)CC1=CC=CC=C1 QHASENCZLDHBGX-ONGXEEELSA-N 0.000 description 3
108010011667 Ala-Phe-Ala Proteins 0.000 description 3
XRUJOVRWNMBAAA-NHCYSSNCSA-N Ala-Phe-Ala Chemical compound OC(=O)[C@H](C)NC(=O)[C@@H](NC(=O)[C@@H](N)C)CC1=CC=CC=C1 XRUJOVRWNMBAAA-NHCYSSNCSA-N 0.000 description 3
DHBKYZYFEXXUAK-ONGXEEELSA-N Ala-Phe-Gly Chemical compound OC(=O)CNC(=O)[C@@H](NC(=O)[C@@H](N)C)CC1=CC=CC=C1 DHBKYZYFEXXUAK-ONGXEEELSA-N 0.000 description 3
USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 3
239000005695 Ammonium acetate Substances 0.000 description 3
102000004190 Enzymes Human genes 0.000 description 3
108090000790 Enzymes Proteins 0.000 description 3
PYTZFYUXZZHOAD-WHFBIAKZSA-N Gly-Ala-Ala Chemical compound OC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)CN PYTZFYUXZZHOAD-WHFBIAKZSA-N 0.000 description 3
UGVQELHRNUDMAA-BYPYZUCNSA-N Gly-Ala-Gly Chemical compound [NH3+]CC(=O)N[C@@H](C)C(=O)NCC([O-])=O UGVQELHRNUDMAA-BYPYZUCNSA-N 0.000 description 3
MZZSCEANQDPJER-ONGXEEELSA-N Gly-Ala-Phe Chemical compound NCC(=O)N[C@@H](C)C(=O)N[C@H](C(O)=O)CC1=CC=CC=C1 MZZSCEANQDPJER-ONGXEEELSA-N 0.000 description 3
CCQOOWAONKGYKQ-BYPYZUCNSA-N Gly-Gly-Ala Chemical compound OC(=O)[C@H](C)NC(=O)CNC(=O)CN CCQOOWAONKGYKQ-BYPYZUCNSA-N 0.000 description 3
KAJAOGBVWCYGHZ-JTQLQIEISA-N Gly-Gly-Phe Chemical compound [NH3+]CC(=O)NCC(=O)N[C@H](C([O-])=O)CC1=CC=CC=C1 KAJAOGBVWCYGHZ-JTQLQIEISA-N 0.000 description 3
WMGHDYWNHNLGBV-ONGXEEELSA-N Gly-Phe-Ala Chemical compound OC(=O)[C@H](C)NC(=O)[C@@H](NC(=O)CN)CC1=CC=CC=C1 WMGHDYWNHNLGBV-ONGXEEELSA-N 0.000 description 3
IGOYNRWLWHWAQO-JTQLQIEISA-N Gly-Phe-Gly Chemical compound OC(=O)CNC(=O)[C@@H](NC(=O)CN)CC1=CC=CC=C1 IGOYNRWLWHWAQO-JTQLQIEISA-N 0.000 description 3
FEUPVVCGQLNXNP-IRXDYDNUSA-N Gly-Phe-Phe Chemical compound C([C@H](NC(=O)CN)C(=O)N[C@@H](CC=1C=CC=CC=1)C(O)=O)C1=CC=CC=C1 FEUPVVCGQLNXNP-IRXDYDNUSA-N 0.000 description 3
108010067902 Peptide Library Proteins 0.000 description 3
BJEYSVHMGIJORT-NHCYSSNCSA-N Phe-Ala-Ala Chemical compound OC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@@H](N)CC1=CC=CC=C1 BJEYSVHMGIJORT-NHCYSSNCSA-N 0.000 description 3
FPTXMUIBLMGTQH-ONGXEEELSA-N Phe-Ala-Gly Chemical compound OC(=O)CNC(=O)[C@H](C)NC(=O)[C@@H](N)CC1=CC=CC=C1 FPTXMUIBLMGTQH-ONGXEEELSA-N 0.000 description 3
LBSARGIQACMGDF-WBAXXEDZSA-N Phe-Ala-Phe Chemical compound C([C@H](N)C(=O)N[C@@H](C)C(=O)N[C@@H](CC=1C=CC=CC=1)C(O)=O)C1=CC=CC=C1 LBSARGIQACMGDF-WBAXXEDZSA-N 0.000 description 3
JJHVFCUWLSKADD-ONGXEEELSA-N Phe-Gly-Ala Chemical compound [H]N[C@@H](CC1=CC=CC=C1)C(=O)NCC(=O)N[C@@H](C)C(O)=O JJHVFCUWLSKADD-ONGXEEELSA-N 0.000 description 3
NAXPHWZXEXNDIW-JTQLQIEISA-N Phe-Gly-Gly Chemical compound OC(=O)CNC(=O)CNC(=O)[C@@H](N)CC1=CC=CC=C1 NAXPHWZXEXNDIW-JTQLQIEISA-N 0.000 description 3
NHCKESBLOMHIIE-IRXDYDNUSA-N Phe-Gly-Phe Chemical compound C([C@H](N)C(=O)NCC(=O)N[C@@H](CC=1C=CC=CC=1)C(O)=O)C1=CC=CC=C1 NHCKESBLOMHIIE-IRXDYDNUSA-N 0.000 description 3
JKJSIYKSGIDHPM-WBAXXEDZSA-N Phe-Phe-Ala Chemical compound C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](N)Cc1ccccc1)C(O)=O JKJSIYKSGIDHPM-WBAXXEDZSA-N 0.000 description 3
IWZRODDWOSIXPZ-IRXDYDNUSA-N Phe-Phe-Gly Chemical compound C([C@H](N)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)NCC(O)=O)C1=CC=CC=C1 IWZRODDWOSIXPZ-IRXDYDNUSA-N 0.000 description 3
CBENHWCORLVGEQ-HJOGWXRNSA-N Phe-Phe-Phe Chemical compound C([C@H](N)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CC=1C=CC=CC=1)C(O)=O)C1=CC=CC=C1 CBENHWCORLVGEQ-HJOGWXRNSA-N 0.000 description 3
239000002253 acid Substances 0.000 description 3
108010017893 alanyl-alanyl-alanine Proteins 0.000 description 3
108010076324 alanyl-glycyl-glycine Proteins 0.000 description 3
229940024606 amino acid Drugs 0.000 description 3
150000001413 amino acids Chemical class 0.000 description 3
229940043376 ammonium acetate Drugs 0.000 description 3
235000019257 ammonium acetate Nutrition 0.000 description 3
238000005828 desilylation reaction Methods 0.000 description 3
KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical compound [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 3
108010075431 glycyl-alanyl-phenylalanine Proteins 0.000 description 3
108010067216 glycyl-glycyl-glycine Proteins 0.000 description 3
108010077435 glycyl-phenylalanyl-glycine Proteins 0.000 description 3
238000010647 peptide synthesis reaction Methods 0.000 description 3
108010070409 phenylalanyl-glycyl-glycine Proteins 0.000 description 3
108010084525 phenylalanyl-phenylalanyl-glycine Proteins 0.000 description 3
108010065135 phenylalanyl-phenylalanyl-phenylalanine Proteins 0.000 description 3
229920000642 polymer Polymers 0.000 description 3
239000000047 product Substances 0.000 description 3
125000006239 protecting group Chemical group 0.000 description 3
238000012216 screening Methods 0.000 description 3
JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 description 3
238000012546 transfer Methods 0.000 description 3
ILAOVOOZLVGAJF-UHFFFAOYSA-N 1-methylpyrrole-2-carboxylic acid Chemical compound CN1C=CC=C1C(O)=O ILAOVOOZLVGAJF-UHFFFAOYSA-N 0.000 description 2
BFHRKLXYYTUWFT-UHFFFAOYSA-N 4-perylen-1-ylbutanoic acid Chemical compound C1=CC(C=2C(CCCC(=O)O)=CC=C3C=2C2=CC=C3)=C3C2=CC=CC3=C1 BFHRKLXYYTUWFT-UHFFFAOYSA-N 0.000 description 2
QXYRRCOJHNZVDJ-UHFFFAOYSA-N 4-pyren-1-ylbutanoic acid Chemical compound C1=C2C(CCCC(=O)O)=CC=C(C=C3)C2=C2C3=CC=CC2=C1 QXYRRCOJHNZVDJ-UHFFFAOYSA-N 0.000 description 2
JAQNUEWEJWBVAY-WBAXXEDZSA-N Ala-Phe-Phe Chemical compound C([C@H](NC(=O)[C@@H](N)C)C(=O)N[C@@H](CC=1C=CC=CC=1)C(O)=O)C1=CC=CC=C1 JAQNUEWEJWBVAY-WBAXXEDZSA-N 0.000 description 2
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
238000005727 Friedel-Crafts reaction Methods 0.000 description 2
SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
150000001408 amides Chemical class 0.000 description 2
238000004140 cleaning Methods 0.000 description 2
230000021615 conjugation Effects 0.000 description 2
238000004163 cytometry Methods 0.000 description 2
229940079593 drug Drugs 0.000 description 2
239000003814 drug Substances 0.000 description 2
230000003993 interaction Effects 0.000 description 2
-1 peptidomimetics Chemical class 0.000 description 2
229920002401 polyacrylamide Polymers 0.000 description 2
238000003752 polymerase chain reaction Methods 0.000 description 2
238000012545 processing Methods 0.000 description 2
239000000376 reactant Substances 0.000 description 2
239000000758 substrate Substances 0.000 description 2
238000000967 suction filtration Methods 0.000 description 2
230000002194 synthesizing effect Effects 0.000 description 2
SVUOLADPCWQTTE-UHFFFAOYSA-N 1h-1,2-benzodiazepine Chemical compound N1N=CC=CC2=CC=CC=C12 SVUOLADPCWQTTE-UHFFFAOYSA-N 0.000 description 1
ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical group CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 description 1
NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
241001156002 Anthonomus pomorum Species 0.000 description 1
KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
108091033380 Coding strand Proteins 0.000 description 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 1
241000233805 Phoenix Species 0.000 description 1
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
239000004721 Polyphenylene oxide Substances 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
230000029936 alkylation Effects 0.000 description 1
238000005804 alkylation reaction Methods 0.000 description 1
125000000539 amino acid group Chemical group 0.000 description 1
238000013459 approach Methods 0.000 description 1
238000006254 arylation reaction Methods 0.000 description 1
229940049706 benzodiazepine Drugs 0.000 description 1
235000019445 benzyl alcohol Nutrition 0.000 description 1
150000005347 biaryls Chemical group 0.000 description 1
230000001588 bifunctional effect Effects 0.000 description 1
238000004166 bioassay Methods 0.000 description 1
CSSAHMVUIOUXGE-UHFFFAOYSA-N butanoic acid;perylene Chemical compound CCCC(O)=O.C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSSAHMVUIOUXGE-UHFFFAOYSA-N 0.000 description 1
210000000349 chromosome Anatomy 0.000 description 1
238000003776 cleavage reaction Methods 0.000 description 1
238000010276 construction Methods 0.000 description 1
230000008878 coupling Effects 0.000 description 1
238000010168 coupling process Methods 0.000 description 1
238000005859 coupling reaction Methods 0.000 description 1
238000010511 deprotection reaction Methods 0.000 description 1
238000001514 detection method Methods 0.000 description 1
238000011161 development Methods 0.000 description 1
230000018109 developmental process Effects 0.000 description 1
MGHPNCMVUAKAIE-UHFFFAOYSA-N diphenylmethanamine Chemical compound C=1C=CC=CC=1C(N)C1=CC=CC=C1 MGHPNCMVUAKAIE-UHFFFAOYSA-N 0.000 description 1
238000006266 etherification reaction Methods 0.000 description 1
239000012467 final product Substances 0.000 description 1
238000005206 flow analysis Methods 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
230000026030 halogenation Effects 0.000 description 1
238000005658 halogenation reaction Methods 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical group [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
230000006698 induction Effects 0.000 description 1
238000002372 labelling Methods 0.000 description 1
150000002611 lead compounds Chemical class 0.000 description 1
239000007791 liquid phase Substances 0.000 description 1
SIAPCJWMELPYOE-UHFFFAOYSA-N lithium hydride Chemical compound [LiH] SIAPCJWMELPYOE-UHFFFAOYSA-N 0.000 description 1
229910000103 lithium hydride Inorganic materials 0.000 description 1
238000011068 loading method Methods 0.000 description 1
239000003550 marker Substances 0.000 description 1
239000000463 material Substances 0.000 description 1
238000005259 measurement Methods 0.000 description 1
230000001404 mediated effect Effects 0.000 description 1
238000001465 metallisation Methods 0.000 description 1
MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 description 1
238000002156 mixing Methods 0.000 description 1
CMWYAOXYQATXSI-UHFFFAOYSA-N n,n-dimethylformamide;piperidine Chemical compound CN(C)C=O.C1CCNCC1 CMWYAOXYQATXSI-UHFFFAOYSA-N 0.000 description 1
238000006396 nitration reaction Methods 0.000 description 1
238000010534 nucleophilic substitution reaction Methods 0.000 description 1
238000005457 optimization Methods 0.000 description 1
150000002894 organic compounds Chemical class 0.000 description 1
238000006053 organic reaction Methods 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
229910052763 palladium Inorganic materials 0.000 description 1
102000014187 peptide receptors Human genes 0.000 description 1
108010011903 peptide receptors Proteins 0.000 description 1
239000000816 peptidomimetic Substances 0.000 description 1
230000000144 pharmacologic effect Effects 0.000 description 1
229910052698 phosphorus Inorganic materials 0.000 description 1
239000011574 phosphorus Substances 0.000 description 1
229920000570 polyether Polymers 0.000 description 1
229920001184 polypeptide Polymers 0.000 description 1
230000008569 process Effects 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
230000009257 reactivity Effects 0.000 description 1
238000001525 receptor binding assay Methods 0.000 description 1
230000009467 reduction Effects 0.000 description 1
238000011160 research Methods 0.000 description 1
150000003839 salts Chemical group 0.000 description 1
230000007017 scission Effects 0.000 description 1
238000007423 screening assay Methods 0.000 description 1
238000000926 separation method Methods 0.000 description 1
238000010532 solid phase synthesis reaction Methods 0.000 description 1
239000002904 solvent Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
238000005556 structure-activity relationship Methods 0.000 description 1
238000006277 sulfonation reaction Methods 0.000 description 1
230000001629 suppression Effects 0.000 description 1
FGTJJHCZWOVVNH-UHFFFAOYSA-N tert-butyl-[tert-butyl(dimethyl)silyl]oxy-dimethylsilane Chemical compound CC(C)(C)[Si](C)(C)O[Si](C)(C)C(C)(C)C FGTJJHCZWOVVNH-UHFFFAOYSA-N 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/04—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length on carriers
- C07K1/047—Simultaneous synthesis of different peptide species; Peptide libraries
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/0046—Sequential or parallel reactions, e.g. for the synthesis of polypeptides or polynucleotides; Apparatus and devices for combinatorial chemistry or for making molecular arrays
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/00274—Sequential or parallel reactions; Apparatus and devices for combinatorial chemistry or for making arrays; Chemical library technology
- B01J2219/00277—Apparatus
- B01J2219/00497—Features relating to the solid phase supports
- B01J2219/005—Beads
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/00274—Sequential or parallel reactions; Apparatus and devices for combinatorial chemistry or for making arrays; Chemical library technology
- B01J2219/00277—Apparatus
- B01J2219/0054—Means for coding or tagging the apparatus or the reagents
- B01J2219/00572—Chemical means
- B01J2219/00576—Chemical means fluorophore
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/00274—Sequential or parallel reactions; Apparatus and devices for combinatorial chemistry or for making arrays; Chemical library technology
- B01J2219/00583—Features relative to the processes being carried out
- B01J2219/00592—Split-and-pool, mix-and-divide processes
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/00274—Sequential or parallel reactions; Apparatus and devices for combinatorial chemistry or for making arrays; Chemical library technology
- B01J2219/00583—Features relative to the processes being carried out
- B01J2219/00596—Solid-phase processes
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/00274—Sequential or parallel reactions; Apparatus and devices for combinatorial chemistry or for making arrays; Chemical library technology
- B01J2219/00718—Type of compounds synthesised
- B01J2219/0072—Organic compounds
- B01J2219/00725—Peptides
- C—CHEMISTRY; METALLURGY
- C40—COMBINATORIAL TECHNOLOGY
- C40B—COMBINATORIAL CHEMISTRY; LIBRARIES, e.g. CHEMICAL LIBRARIES
- C40B40/00—Libraries per se, e.g. arrays, mixtures
- C40B40/04—Libraries containing only organic compounds
- C40B40/10—Libraries containing peptides or polypeptides, or derivatives thereof

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Analytical Chemistry (AREA)
Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Biochemistry (AREA)
Biophysics (AREA)
General Health & Medical Sciences (AREA)
Genetics & Genomics (AREA)
Medicinal Chemistry (AREA)
Molecular Biology (AREA)
Proteomics, Peptides & Aminoacids (AREA)
Investigating Or Analysing Biological Materials (AREA)
Peptides Or Proteins (AREA)

JP7530459A 1994-05-23 1995-05-23 コードされた組合せライブラリー Pending JPH10500951A (ja)

Applications Claiming Priority (9)

Application Number	Priority Date	Filing Date	Title
US24779394A	1994-05-23	1994-05-23
US26733394A	1994-06-28	1994-06-28
US38254295A	1995-02-01	1995-02-01
US41043695A	1995-03-23	1995-03-23
US08/267,333		1995-03-23
US08/382,542		1995-03-23
US08/410,436		1995-03-23
US08/247,793		1995-03-23
PCT/US1995/006392 WO1995032425A1 (fr)	1994-05-23	1995-05-23	Bibliotheques combinatoires codees

Publications (1)

Publication Number	Publication Date
JPH10500951A true JPH10500951A (ja)	1998-01-27

Family

ID=27500266

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP7530459A Pending JPH10500951A (ja)	1994-05-23	1995-05-23	コードされた組合せライブラリー

Country Status (3)

Country	Link
EP (1)	EP0763202A4 (fr)
JP (1)	JPH10500951A (fr)
WO (1)	WO1995032425A1 (fr)

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US6054047A (en) *	1998-03-27	2000-04-25	Synsorb Biotech, Inc.	Apparatus for screening compound libraries
WO2001059454A1 (fr) *	2000-02-07	2001-08-16	Kyowa Medex Co., Ltd.	Procede de detection d'une substance
JP2002542463A (ja) *	1999-04-15	2002-12-10	バーチャル・アレイズ・インコーポレーテッド	コード位置に指標を有するコンビナトリアルケミカルライブラリー
US6607921B1 (en)	1998-03-27	2003-08-19	Ole Hindsgaul	Methods for screening compound libraries
US6613575B1 (en)	1998-03-27	2003-09-02	Ole Hindsgaul	Methods for screening compound libraries
US6627453B1 (en)	1998-03-27	2003-09-30	Ole Hindsgaul	Methods for screening compound libraries

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US5712171A (en)	1995-01-20	1998-01-27	Arqule, Inc.	Method of generating a plurality of chemical compounds in a spatially arranged array
US5866341A (en) *	1996-04-03	1999-02-02	Chugai Pharmaceutical Co., Ltd.	Compositions and methods for screening drug libraries
US6096496A (en) *	1997-06-19	2000-08-01	Frankel; Robert D.	Supports incorporating vertical cavity emitting lasers and tracking apparatus for use in combinatorial synthesis
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US6642062B2 (en) *	1998-09-03	2003-11-04	Trellis Bioinformatics, Inc.	Multihued labels
AUPP737298A0 (en) *	1998-11-30	1998-12-24	University Of Queensland, The	Combinatorial libraries
CZ20013647A3 (cs) *	1999-04-09	2002-04-17	Glaxo Group Limited	Chemická knihovna
US7022479B2 (en)	2000-01-24	2006-04-04	Compound Therapeutics, Inc.	Sensitive, multiplexed diagnostic assays for protein analysis
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1995
- 1995-05-23 WO PCT/US1995/006392 patent/WO1995032425A1/fr not_active Ceased
- 1995-05-23 JP JP7530459A patent/JPH10500951A/ja active Pending
- 1995-05-23 EP EP95920576A patent/EP0763202A4/fr not_active Withdrawn

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US6607921B1 (en)	1998-03-27	2003-08-19	Ole Hindsgaul	Methods for screening compound libraries
US6355163B2 (en)	1998-03-27	2002-03-12	Ole Hindsgaul	Apparatus for screening compound libraries
US6387257B1 (en)	1998-03-27	2002-05-14	Ole Hindsgaul	Apparatus for screening compound libraries
US6395169B1 (en)	1998-03-27	2002-05-28	Ole Hindgual	Apparatus for screening compound libraries
US6054047A (en) *	1998-03-27	2000-04-25	Synsorb Biotech, Inc.	Apparatus for screening compound libraries
US6613575B1 (en)	1998-03-27	2003-09-02	Ole Hindsgaul	Methods for screening compound libraries
US6627453B1 (en)	1998-03-27	2003-09-30	Ole Hindsgaul	Methods for screening compound libraries
US6649415B1 (en)	1998-03-27	2003-11-18	Ole Hindsgaul	Methods for screening compound libraries
US6656739B2 (en)	1998-03-27	2003-12-02	Ole Hindsgaul	Methods for screening compound libraries
US6720190B1 (en)	1998-03-27	2004-04-13	Ole Hindsgaul	Methods for screening compound libraries
US6723235B2 (en)	1998-03-27	2004-04-20	Ole Hindsgaul	Apparatus for screening compound libraries
JP2002542463A (ja) *	1999-04-15	2002-12-10	バーチャル・アレイズ・インコーポレーテッド	コード位置に指標を有するコンビナトリアルケミカルライブラリー
WO2001059454A1 (fr) *	2000-02-07	2001-08-16	Kyowa Medex Co., Ltd.	Procede de detection d'une substance

Also Published As

Publication number	Publication date
EP0763202A4 (fr)	1998-12-09
EP0763202A1 (fr)	1997-03-19
WO1995032425A1 (fr)	1995-11-30

Publication	Publication Date	Title
JPH10500951A (ja)	1998-01-27	コードされた組合せライブラリー
US6210900B1 (en)	2001-04-03	Method of encoding a series of combinatorial libraries and developing structure activity relationships
US5708153A (en)	1998-01-13	Method of synthesizing diverse collections of tagged compounds
US5541061A (en)	1996-07-30	Methods for screening factorial chemical libraries
Lebl et al.	1995	One‐bead–one‐structure combinatorial libraries
EP1310510B1 (fr)	2007-07-11	Banques en phase solide codées à ségrégation topologique
AU686186B2 (en)	1998-02-05	Topologically segregated, encoded solid phase libraries
JP4278872B2 (ja)	2009-06-17	蛋白質・核酸融合分子ライブラリーを用いた化合物・蛋白質相互作用の同定
EP1034183A1 (fr)	2000-09-13	Ensemble support-billes de marquage
US6864048B2 (en)	2005-03-08	Factorial chemical libraries
US20050100968A1 (en)	2005-05-12	Self-encoded combinatorial synthesis of compound multiplets
WO2023100976A1 (fr)	2023-06-08	Banque de billes immobilisée par un peptide
Kassem et al.	2009	To rink or not to rink amide link, that is the question to address for more economical and environmentally sound solid-phase peptide synthesis
JP2000510819A (ja)	2000-08-22	コンビナトリアルライブラリーについての硫黄比率標識法
US20090012265A1 (en)	2009-01-08	Purification of polymers carrying a lipophilic group
AU742678B2 (en)	2002-01-10	Carrier-reporter bead assemblies
WO2020264441A1 (fr)	2020-12-30	Banques de peptides ayant une diversité de sous-séquence améliorée et leurs procédés d'utilisation
Lebl et al.	1995	Felder zyxwvutsrqponmlkj
Lowe et al.	1999	Combinatorial Libraries for Studying Molecular Recognition