5-Hydroxytryptophan

5-Hydroxytryptophan 구조식 이미지
카스 번호:
56-69-9
상품명:
5-Hydroxytryptophan
동의어(영문):
HYDROXYTRYPTOPHAN;5-HYDROXY-DL-TRYPTOPHAN;2-AMINO-3-(5-HYDROXY-1H-INDOL-3-YL)PROPANOIC ACID;DL-5-HTP;DL-5-HYDROXYTRYPTOPHAN;NSC-92523;USAF CB-96;nci-c56644;JACS-56-69-9;5-HTP AMino acid
CBNumber:
CB0110022
분자식:
C11H12N2O3
포뮬러 무게:
220.22
MOL 파일:
56-69-9.mol
MSDS 파일:
SDS

5-Hydroxytryptophan 속성

녹는점
298-300°C
끓는 점
361.16°C (rough estimate)
밀도
1.484
굴절률
1.5200 (estimate)
저장 조건
Keep in dark place,Sealed in dry,Room Temperature
용해도
DMSO(약간 용해됨), 메탄올(약간 용해됨)
물리적 상태
고체
물리적 상태
단단한 모양
산도 계수 (pKa)
2.22±0.10(Predicted)
색상
미색부터 페일 베이지까지
수용성
물에 불용성(25°C에서 4mg/ml), 메탄올.
Merck
14,4847
BRN
88199
InChIKey
LDCYZAJDBXYCGN-UHFFFAOYSA-N
LogP
-0.292 (est)
CAS 데이터베이스
56-69-9(CAS DataBase Reference)
EPA
Tryptophan, 5-hydroxy- (56-69-9)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
안전지침서 26
WGK 독일 3
RTECS 번호 YN7100000
포장분류 III
유해 물질 데이터 56-69-9(Hazardous Substances Data)
기존화학 물질 KE-20924
그림문자(GHS): GHS hazard pictograms
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H302 삼키면 유해함 급성 독성 물질 - 경구 구분 4 경고 GHS hazard pictograms P264, P270, P301+P312, P330, P501
H332 흡입하면 유해함 급성 독성 물질 흡입 구분 4 경고 GHS hazard pictograms P261, P271, P304+P340, P312
예방조치문구:
P261 분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.
P264 취급 후에는 손을 철저히 씻으시오.
P264 취급 후에는 손을 철저히 씻으시오.
P270 이 제품을 사용할 때에는 먹거나, 마시거나 흡연하지 마시오.
P271 옥외 또는 환기가 잘 되는 곳에서만 취급하시오.
P301+P312 삼켜서 불편함을 느끼면 의료기관(의사)의 진찰을 받으시오.
P304+P340 흡입하면 신선한 공기가 있는 곳으로 옮기고 호흡하기 쉬운 자세로 안정을 취하시오.
P312 불편함을 느끼면 의료기관(의사)의 진찰을 받으시오.
P330 입을 씻어내시오.
P501 ...에 내용물 / 용기를 폐기 하시오.
NFPA 704
1
0 0

5-Hydroxytryptophan MSDS


DL-2-Amino-3-(5-hydroxyindolyl)propionic acid

5-Hydroxytryptophan C화학적 특성, 용도, 생산

개요

5-Hydroxytryptophan (5-HTP) is an aromatic amino acid naturally produced by the body from the essential amino acid L-tryptophan (LT). Produced commercially by extraction from the seeds of the African plant, Griffonia simplicifolia, 5-HTP has been used clinically for over 30 years. The clinical efficacy of 5-HTP is due to its ability to increase production of serotonin in the brain.

화학적 성질

Off-White to Pale Beige Solid, slightly salty in taste, soluble in methanol, ethanol, DMSO and other organic solvents, derived from African Ghana seeds.

용도

5-Hydroxytryptophan (5-HTP) is an intermediate in the natural synthesis of the essential amino acid, tryptophan, to serotonin. Clinical studies suggest that 5-HTP supports healthy serotonin levels. In the body, 5-HTP converts to serotonin with the enzymatic removal of a carboxyl group (COOH). Serotonin is an important neurotransmitter involved in the regulation of endocrine and brain activity responsible for emotion, appetite and sleep/wake cycles.

제조 방법

The synthesis of 5-hydroxytryptophan (5-HTP) by the condensation of 5-benzyloxygramine with diethyl formaminomalonate, followed by saponification, decarboxylation, and hydrogenolysis was described in 1951 and 1954 and was an application of gramine synthesis, developed by Snyder and Smith ten years before. A few years later, another application of gramine synthesis was reported. In the same year, Frangatos and Chubb reported an application of the convenient tryptophan synthesis developed ten years before by eliminating the difficult and tedious preparation of 5-benzyloxyindole. The p-benzyloxyphenylhydrazone of γ,γ-dicarbethoxy-γ-acetamido-butyraldehyde (I) was prepared and cyclized, without isolation, to form ethyl β-(5-benzyloxyindol-3-)-αcarbethoxy-α-acetamidopropioilate (II). Saponification and partial decarboxylation of II, followed by hydrolysis of the acetamido group, gave 5-benzyloxytryptophan (III). 5-HTP was obtained by hydrogenolysis of III (Figure 1). However, this synthetic method suffers from the difficulty involved in the regioselective hydroxylation of tryptophan.
synthesis of 5-hydroxytryptophan
synthesis of 5-hydroxytryptophan (5-HTP)

정의

ChEBI: 5-hydroxytryptophan is a tryptophan derivative that is tryptophan substituted by a hydroxy group at position 5. It has a role as a human metabolite and a neurotransmitter.

주요 응용

5-hydroxytryptophan is a dietary supplement made from the seeds of the African plant Griffonia simplicifolia.
5-hydroxytryptophan has been used in alternative medicine as a possibly effective aid in treating depression or fibromyalgia.
Other uses not proven with research have included insomnia, alcohol withdrawal, headaches, premenstrual syndrome, binge-eating related to obesity, attention deficit disorder, and muscle spasms in the mouth.
5-hydroxytryptophan is often sold as an herbal supplement. There are no regulated manufacturing standards in place for many herbal compounds and some marketed supplements have been found to be contaminated with toxic metals or other drugs. Herbal/health supplements should be purchased from a reliable source to minimize the risk of contamination.

Biosynthesis

5-Hydroxytryptophan, an intermediate molecule in the serotonin biosynthesis pathway, is formed by the addition of a hydroxyl (OH) group to the fifth carbon of the indole ring of tryptophan. It is used as an antiepileptic and antidepressant.

5-Hydroxytryptophan 준비 용품 및 원자재

원자재

준비 용품


5-Hydroxytryptophan 공급 업체

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