D-2-AMINO-3-(5-HYDROXYINDOLYL)PROPIONIC ACID
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-HTP
- 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
- CAS:
- 4350-07-6
- MF:
- C11H12N2O3
- MW:
- 220.22
- Mol File:
- 4350-07-6.mol
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
- pka
- 2.22±0.10(Predicted)
Safety Information
- Hazard Codes
- Xn,Xi
- Risk Statements
- 20/21-20/21/22-36/37/38-65
- Safety Statements
- 26-36
D-2-AMINO-3-(5-HYDROXYINDOLYL)PROPIONIC ACID Usage And Synthesis
Uses
D-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].
Definition
ChEBI: 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
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D-2-AMINO-3-(5-HYDROXYINDOLYL)PROPIONIC ACID(4350-07-6)Related Product Information
- L-2-AMINO-3-(5-HYDROXYINDOLYL)PROPIONIC ACID,L-2-Amino-3-(5-hydroxyindolyl)propionic acid, L-5-HTP
- 5-Hydroxymethylfurfural
- Isoimperatorin
- Soapnut Extract
- DL-2-AMINO-3-(5-HYDROXYINDOLYL)PROPIONIC ACID,DL-2-Amino-3-(5-hydroxyindolyl)propionic acid, DL-5-HTP
- 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