NL7905633A - Werkwijze voor het zuiveren van tryptofan en derivaten van tryptofan. - Google Patents

Werkwijze voor het zuiveren van tryptofan en derivaten van tryptofan. Download PDF

Info

Publication number: NL7905633A
Authority: NL; Netherlands
Prior art keywords: content; tryptophan; tryptofan; derivatives; acid
Prior art date: 1978-11-18

Application number

NL7905633A

Other languages

English (en)

Dutch (nl)

Original Assignee

Degussa

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.)

1978-11-18

Filing date

1979-07-19

Publication date

1980-05-20

1979-07-19 Application filed by Degussa filed Critical Degussa

1980-05-20 Publication of NL7905633A publication Critical patent/NL7905633A/nl

Links

238000000034 method Methods 0.000 title claims description 13
QIVBCDIJIAJPQS-VIFPVBQESA-N L-tryptophane Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-VIFPVBQESA-N 0.000 claims description 13
239000000758 substrate Substances 0.000 claims description 10
239000000203 mixture Substances 0.000 claims description 8
150000003839 salts Chemical class 0.000 claims description 7
JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 claims description 7
QIVBCDIJIAJPQS-UHFFFAOYSA-N Tryptophan Natural products C1=CC=C2C(CC(N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-UHFFFAOYSA-N 0.000 claims description 6
RMGVZKRVHHSUIM-UHFFFAOYSA-N dithionic acid Chemical compound OS(=O)(=O)S(O)(=O)=O RMGVZKRVHHSUIM-UHFFFAOYSA-N 0.000 claims description 6
239000012442 inert solvent Substances 0.000 claims description 4
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
150000007933 aliphatic carboxylic acids Chemical class 0.000 claims description 3
238000009835 boiling Methods 0.000 claims description 3
239000000706 filtrate Substances 0.000 claims 1
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 24
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 15
230000005540 biological transmission Effects 0.000 description 12
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
239000000047 product Substances 0.000 description 9
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
235000011054 acetic acid Nutrition 0.000 description 8
239000000463 material Substances 0.000 description 7
238000004448 titration Methods 0.000 description 7
229960004799 tryptophan Drugs 0.000 description 7
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
238000001816 cooling Methods 0.000 description 6
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
235000011121 sodium hydroxide Nutrition 0.000 description 3
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 2
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
239000002253 acid Substances 0.000 description 2
-1 aliphatic alcohols Chemical class 0.000 description 2
DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
238000011109 contamination Methods 0.000 description 2
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
235000019253 formic acid Nutrition 0.000 description 2
KXKVLQRXCPHEJC-UHFFFAOYSA-N methyl acetate Chemical compound COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 2
229910052708 sodium Inorganic materials 0.000 description 2
239000011734 sodium Substances 0.000 description 2
238000002834 transmittance Methods 0.000 description 2
FSTSRUZOPVDIDE-NSHDSACASA-N (2s)-2-amino-3-(5-ethyl-1h-indol-3-yl)propanoic acid Chemical compound CCC1=CC=C2NC=C(C[C@H](N)C(O)=O)C2=C1 FSTSRUZOPVDIDE-NSHDSACASA-N 0.000 description 1
DFGNDJBYANKHIO-INIZCTEOSA-N (2s)-2-azaniumyl-3-(5-phenylmethoxy-1h-indol-3-yl)propanoate Chemical compound C1=C2C(C[C@H]([NH3+])C([O-])=O)=CNC2=CC=C1OCC1=CC=CC=C1 DFGNDJBYANKHIO-INIZCTEOSA-N 0.000 description 1
WPBCXLCJWLNDPV-UHFFFAOYSA-N 2-benzamido-3-(1h-indol-3-yl)propanoic acid Chemical compound C=1NC2=CC=CC=C2C=1CC(C(=O)O)NC(=O)C1=CC=CC=C1 WPBCXLCJWLNDPV-UHFFFAOYSA-N 0.000 description 1
VAUYGGXCASQWHK-QMMMGPOBSA-N 2-hydroxy-L-tryptophan Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=C(O)NC2=C1 VAUYGGXCASQWHK-QMMMGPOBSA-N 0.000 description 1
TUKKZLIDCNWKIN-VIFPVBQESA-N 5-chloro-L-tryptophan zwitterion Chemical compound C1=C(Cl)C=C2C(C[C@H](N)C(O)=O)=CNC2=C1 TUKKZLIDCNWKIN-VIFPVBQESA-N 0.000 description 1
LDCYZAJDBXYCGN-VIFPVBQESA-N 5-hydroxy-L-tryptophan Chemical compound C1=C(O)C=C2C(C[C@H](N)C(O)=O)=CNC2=C1 LDCYZAJDBXYCGN-VIFPVBQESA-N 0.000 description 1
229940000681 5-hydroxytryptophan Drugs 0.000 description 1
DZTHIGRZJZPRDV-UHFFFAOYSA-N N-acetyltryptophan Chemical compound C1=CC=C2C(CC(NC(=O)C)C(O)=O)=CNC2=C1 DZTHIGRZJZPRDV-UHFFFAOYSA-N 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
238000002845 discoloration Methods 0.000 description 1
GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
125000000896 monocarboxylic acid group Chemical group 0.000 description 1
230000003287 optical effect Effects 0.000 description 1
LDCYZAJDBXYCGN-UHFFFAOYSA-N oxitriptan Natural products C1=C(O)C=C2C(CC(N)C(O)=O)=CNC2=C1 LDCYZAJDBXYCGN-UHFFFAOYSA-N 0.000 description 1
230000035699 permeability Effects 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
235000019260 propionic acid Nutrition 0.000 description 1
238000000746 purification Methods 0.000 description 1
239000012264 purified product Substances 0.000 description 1
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
IFGCUJZIWBUILZ-UHFFFAOYSA-N sodium 2-[[2-[[hydroxy-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyphosphoryl]amino]-4-methylpentanoyl]amino]-3-(1H-indol-3-yl)propanoic acid Chemical compound [Na+].C=1NC2=CC=CC=C2C=1CC(C(O)=O)NC(=O)C(CC(C)C)NP(O)(=O)OC1OC(C)C(O)C(O)C1O IFGCUJZIWBUILZ-UHFFFAOYSA-N 0.000 description 1
239000002904 solvent Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D209/20—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals substituted additionally by nitrogen atoms, e.g. tryptophane

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Indole Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Cosmetics (AREA)

NL7905633A 1978-11-18 1979-07-19 Werkwijze voor het zuiveren van tryptofan en derivaten van tryptofan. NL7905633A (nl)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE19782850074 DE2850074A1 (de)	1978-11-18	1978-11-18	Verfahren zur reinigung von tryptophan und derivaten des tryptophans
DE2850074		1978-11-18

Publications (1)

Publication Number	Publication Date
NL7905633A true NL7905633A (nl)	1980-05-20

Family

ID=6055006

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NL7905633A NL7905633A (nl)	1978-11-18	1979-07-19	Werkwijze voor het zuiveren van tryptofan en derivaten van tryptofan.

Country Status (13)

Country	Link
US (1)	US4283337A (de)
JP (1)	JPS5919937B2 (de)
AT (1)	AT373874B (de)
BE (1)	BE880009A (de)
CA (1)	CA1108157A (de)
CH (1)	CH642628A5 (de)
DE (1)	DE2850074A1 (de)
ES (1)	ES483076A1 (de)
FR (1)	FR2441612A1 (de)
GB (1)	GB2035319B (de)
IT (1)	IT1164760B (de)
NL (1)	NL7905633A (de)
SE (1)	SE436028B (de)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPH078357B2 (ja) *	1987-11-26	1995-02-01	松下電器産業株式会社	水殺菌浄化装置
KR101109737B1 (ko) *	2009-10-09	2012-02-15	미원상사주식회사	지방산 아미노에스테르 및 이를 함유하는 피부미백용 화장료
CN102146052B (zh) *	2010-12-24	2013-08-21	山东鲁抗医药股份有限公司	一种制备色氨酸的方法

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2435125A (en) *	1944-10-23	1948-01-27	Dow Chemical Co	Purification of tryptophane
US2565354A (en) *	1948-01-14	1951-08-21	Standard Oil Dev Co	Chemical process for removal of organic peroxides
CS150016B1 (de) *	1970-09-25	1973-09-04

1978
- 1978-11-18 DE DE19782850074 patent/DE2850074A1/de not_active Withdrawn
1979
- 1979-07-19 NL NL7905633A patent/NL7905633A/nl not_active Application Discontinuation
- 1979-08-02 ES ES483076A patent/ES483076A1/es not_active Expired
- 1979-08-27 FR FR7921436A patent/FR2441612A1/fr active Granted
- 1979-11-13 BE BE6/46998A patent/BE880009A/fr not_active IP Right Cessation
- 1979-11-14 GB GB7939470A patent/GB2035319B/en not_active Expired
- 1979-11-15 US US06/094,801 patent/US4283337A/en not_active Expired - Lifetime
- 1979-11-15 CA CA339,966A patent/CA1108157A/en not_active Expired
- 1979-11-16 SE SE7909498A patent/SE436028B/sv not_active IP Right Cessation
- 1979-11-16 AT AT0732179A patent/AT373874B/de active
- 1979-11-16 IT IT50846/79A patent/IT1164760B/it active
- 1979-11-16 CH CH1027079A patent/CH642628A5/de not_active IP Right Cessation
- 1979-11-19 JP JP54149015A patent/JPS5919937B2/ja not_active Expired

Also Published As

Publication number	Publication date
SE436028B (sv)	1984-11-05
JPS5572164A (en)	1980-05-30
ES483076A1 (es)	1980-04-16
IT1164760B (it)	1987-04-15
DE2850074A1 (de)	1980-05-22
SE7909498L (sv)	1980-05-19
GB2035319A (en)	1980-06-18
IT7950846A0 (it)	1979-11-16
CA1108157A (en)	1981-09-01
GB2035319B (en)	1983-05-05
FR2441612B1 (de)	1982-11-19
AT373874B (de)	1984-02-27
FR2441612A1 (fr)	1980-06-13
JPS5919937B2 (ja)	1984-05-09
US4283337A (en)	1981-08-11
BE880009A (fr)	1980-05-13
ATA732179A (de)	1983-07-15
CH642628A5 (de)	1984-04-30

Legal Events

Date	Code	Title	Description
1981-02-10	DNT	Communications of changes of names of applicants whose applications have been laid open to public inspection	Free format text: DEGUSSA AKTIENGESELLSCHAFT
1985-01-01	A85	Still pending on 85-01-01
1986-08-01	BA	A request for search or an international-type search has been filed
1986-09-01	BB	A search report has been drawn up
1986-11-03	BC	A request for examination has been filed
1993-03-01	BI	The patent application has been withdrawn

Publication	Publication Date	Title
FI64796C (fi)	1984-01-10	Foerfarande foer resolvering av (+)-6-metoxi-alfa-metyl-2-naftalensyra som fri syra eller n-metyl-d-glukaminsalt ur en blandning och i foerfarande anvaent resolveringsmedium
Nozoe et al.	1962	Synthesis of 2-substituted azulenes by nucleophilic substitution reactions of 2-haloazulene derivatives
Boekelheide et al.	1951	A study of some quinolizone derivatives
NL7905633A (nl)	1980-05-20	Werkwijze voor het zuiveren van tryptofan en derivaten van tryptofan.
US5399713A (en)	1995-03-21	Process for the production of 5,6-dihydroxyindolines
JPH0390080A (ja)	1991-04-16	色彩的に改善された純粋なグアニンの製造方法
KR0172962B1 (ko)	1999-02-01	퀴놀린카르복실산의 제조 방법
US2583010A (en)	1952-01-22	Synthesis of tryptophane
US2557041A (en)	1951-06-12	Synthesis of tryptophane
Wierzchowski et al.	1963	PHOTOCHEMISTRY OF 4‐AMINOPYRIMIDINES 2, 6‐DIMETHYL‐4‐AMINOPYRIMIDINE
US5342950A (en)	1994-08-30	Preparation of quinophthalone derivatives
US2391853A (en)	1945-12-25	Process for production of sulphanilamide derivatives
US4970336A (en)	1990-11-13	Method of purifying α-substituted acetic acids
US2456742A (en)	1948-12-21	Separation of isomers of amino acids
US3002974A (en)	1961-10-03	Preparation of 8-chloroalloxazine
JP2957273B2 (ja)	1999-10-04	７―クロル―キノリン―８―カルボン酸の精製方法
Wolfrom et al.	1946	Sugar Interconversion under Reducing Conditions. IV. 1 D, L-Glucitol2
HU201011B (en)	1990-09-28	Process for producing optically active oxoisoindolinyl derivatives and pharmaceutical compositions comprising such compounds
US3717673A (en)	1973-02-20	Process for the preparation of l-dopa
SU429058A1 (de)	1974-05-25
US2735865A (en)	1956-02-21	Process for purifying p-aminobenzoic
Foster et al.	1946	Some γ-Substituted Benzoquinoline Derivatives1
Zanetti	1925	Esters of furfuryl alcohol
FI91749C (fi)	1994-08-10	Menetelmä kinoliini-karboksyylihappojohdannaisten valmistamiseksi
US4799966A (en)	1989-01-24	Process for converting alpha to beta-lactose