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

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].

ChEBI: The D-enantiomer of 5-hydroxytryptophan.

[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