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Key Documents

797103

Sigma-Aldrich

5-Hydroxy-DL-tryptophan

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C11H12N2O3
CAS Number:
Molecular Weight:
220.22
Beilstein:
88199
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

form

solid

mp

298-300 °C (dec.) (lit.)

SMILES string

NC(Cc1c[nH]c2ccc(O)cc12)C(O)=O

InChI

1S/C11H12N2O3/c12-9(11(15)16)3-6-5-13-10-2-1-7(14)4-8(6)10/h1-2,4-5,9,13-14H,3,12H2,(H,15,16)

InChI key

LDCYZAJDBXYCGN-UHFFFAOYSA-N

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Related Categories

Biochem/physiol Actions

Immediate precursor of serotonin; L-aromatic amino acid decarboxylase substrate.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Md Sharif Shajib et al.
PloS one, 8(8), e72774-e72774 (2013-09-10)
Infiltration of activated immune cells and increased cytokine production define the immunophenotype of gastrointestinal (GI) inflammation. In addition, intestinal inflammation is accompanied by alteration in the numbers of serotonin (5-hydroxytryptamine; 5-HT) synthesizing enterochromaffin (EC) cells and in 5-HT amount. It
Jian Zhang et al.
PloS one, 7(1), e30181-e30181 (2012-02-01)
Esophageal adenocarcinoma (EAC) is a rarely curable disease and is rapidly rising worldwide in incidence. Barret's esophagus (BE) and high-grade dysplasia (HGD) are considered major risk factors for invasive adenocarcinoma. In the current study, unbiased global metabolic profiling methods were
Laura Rivard et al.
BMC neuroscience, 11, 22-22 (2010-02-20)
Survival of an animal depends on its ability to match its responses to environmental conditions. To generate an optimal behavioral output, the nervous system must process sensory information and generate a directed motor output in response to stimuli. The nervous
Ping Chen et al.
PloS one, 8(8), e71984-e71984 (2013-08-31)
Pigmentation during insect development is a primal adaptive requirement. In the silkworm, melanin is the primary component of larval pigments. The rate limiting substrate in melanin synthesis is tyrosine, which is converted from phenylalanine by the rate-limiting enzyme phenylalanine hydroxylase
Steven Moylan et al.
Brain and behavior, 3(3), 302-326 (2013-06-21)
Multiple studies have demonstrated an association between cigarette smoking and increased anxiety symptoms or disorders, with early life exposures potentially predisposing to enhanced anxiety responses in later life. Explanatory models support a potential role for neurotransmitter systems, inflammation, oxidative and

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