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Sigma-Aldrich

5-Hydroxy-DL-tryptophan

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Synonym(s):
DL-2-Amino-3-(5-hydroxyindolyl)propionic acid, DL-5-HTP
Empirical Formula (Hill Notation):
C11H12N2O3
CAS Number:
Molecular Weight:
220.22
Beilstein:
88199
EC Number:
MDL number:
PubChem Substance ID:

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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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
Laura Rivard et al.
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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.
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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
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
Anthony Y Huang et al.
British journal of pharmacology, 173(21), 3121-3133 (2016-07-29)
Imiquimod is an immunomodulator approved for the treatment of basal cell carcinoma and has adverse side effects, including taste disturbances. Paracrine transmission, representing cell-cell communication within taste buds, has the potential to shape the final signals that taste buds transmit

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