D-2-AMINO-3-(5-HYDROXYINDOLYL)PROPIONIC ACID

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D-2-AMINO-3-(5-HYDROXYINDOLYL)PROPIONIC ACID Basic information
Product Name:D-2-AMINO-3-(5-HYDROXYINDOLYL)PROPIONIC ACID
Synonyms:(2R)-2-amino-3-(5-hydroxy-1H-indol-3-yl)propionic acid;(2R)-2-azanyl-3-(5-hydroxy-1H-indol-3-yl)propanoic acid;D-2-AMINO-3-(5-HYDROXYINDOLYL)PROPIONIC ACID;D-5-HYDROXYTRYPTOPHAN;(2R)-2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid;(R)-2-Amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid;5-hydroxy-d-tryptopha;D-Tryptophan, 5-hydroxy-
CAS:4350-07-6
MF:C11H12N2O3
MW:220.22
EINECS:
Product Categories:
Mol File:4350-07-6.mol
D-2-AMINO-3-(5-HYDROXYINDOLYL)PROPIONIC ACID Structure
D-2-AMINO-3-(5-HYDROXYINDOLYL)PROPIONIC ACID Chemical Properties
Melting point 270C
Boiling point 520.6±50.0 °C(Predicted)
density 1.484±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,2-8°C
pka2.22±0.10(Predicted)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 20/21-20/21/22-36/37/38-65
Safety Statements 26-36
MSDS Information
D-2-AMINO-3-(5-HYDROXYINDOLYL)PROPIONIC ACID Usage And Synthesis
UsesD-5-Hydroxytryptophan (D-5-HTP) is the D-isomer of 5-HTP and can be isolated from DL-5-hydroxytryptophan by continuous separation. Compared with intraperitoneal administration of L-5-Hydroxytryptophan, which can induce dose-dependent backward walking behavior in mice, D-5-Hydroxytryptophan has no significant effect on mouse behavior and is a negative control. D-5-Hydroxytryptophan is also a 5-HT ligand, capable of binding to the 5-HT site with affinity in the micromolar range[1][2][3].
DefinitionChEBI: The D-enantiomer of 5-hydroxytryptophan.
in vivo

D-5-Hydroxytryptophan (100, 320 mg/kg; ip; single dose) cannot induce backward walking behavior in mice, while L-5-Hydroxytryptophan can do it[3].

References[1] J Arendt, et al. Alternative pathways of 5-hydroxyindole metabolism. II. The role transamination in the metabolism of D-5-hydroxytryptophan in the rat. Biochem Pharmacol. 1967 Mar;16(3):419-22. DOI:10.1016/0006-2952(67)90088-3
[2] Acton G. Effects of D-5-hydroxytryptophan and D-DOPA on binding at serotonin and dopamine receptors. Res Commun Chem Pathol Pharmacol. 1988 Apr;60(1):129-32. PMID:3132733
[3] Shimomura K, et al. Backward walking induced by L-5-hydroxytryptophan in mice. Jpn J Pharmacol. 1981 Feb;31(1):39-46. DOI:10.1254/jjp.31.39
D-2-AMINO-3-(5-HYDROXYINDOLYL)PROPIONIC ACID Preparation Products And Raw materials
Tag:D-2-AMINO-3-(5-HYDROXYINDOLYL)PROPIONIC ACID(4350-07-6) Related Product Information
5-Hydroxymethylfurfural Isoimperatorin Soapnut Extract 5-Hydroxytryptophan L-5-Hydroxytryptophan 2-(3-INDOLYLMETHYL)-L-TRYPTOPHAN 3-[(4-hydroxyphenyl)methyl]piperazine-2,5-dione 2-(1H-indol-3-yl)acetaldehyde N-Acetyl-L-tryptophan 2-Hydroxy-DL-tryptophan 3-(phenylamino)alanine HARMANE-1,2,3,4-TETRAHYDRO-3-CARBOXYLIC ACID Tryptophan Impurity 1(Tryptophan EP Impurity A) DL-METHIONINE SULFOXIDE L-2-hydroxyTryptophan hydrochloride Fmoc-Trp(Boc)-OH 5-(1H-indol-3-ylmethyl)-3-prop-2-enyl-2-sulfanylideneimidazolidin-4-one Tryptophan Impurity 3