D-Phenylalanine

D-Phenylalanine (DPA, D-Phe), sold under the brand names Deprenon, Sabiben, and Sabiden, is an enantiomer of phenylalanine which is described as an antidepressant and is marketed as a prescription drug for medical use in Argentina.^[1][2] The medication has been marketed since at least the 1970s^[3] and continued to be available by the 2000s.^[1]

D-Phenylalanine

Clinical data
Trade names	Deprenon, Sabiben, Sabiden
Other names	D-(+)-Phenylalanine; (R)-(+)-Phenylalanine; (R)-Phenylalanine; D-β-Phenylalanine; DPA; D-Phe
Routes of administration	By mouth
Drug class	Antidepressants; Enkephalinase inhibitors
Identifiers
IUPAC name (2R)-2-amino-3-phenylpropanoic acid
CAS Number	673-06-3
PubChem CID	71567
DrugBank	DB02556
ChemSpider	64639
UNII	032K16VRCU
KEGG	C02265
ChEBI	CHEBI:16998
ChEMBL	ChEMBL379630
CompTox Dashboard (EPA)	DTXSID4025876
ECHA InfoCard	100.010.549
Chemical and physical data
Formula	C9H11NO2
Molar mass	165.192 g·mol−1
3D model (JSmol)	Interactive image
SMILES C1=CC=C(C=C1)C[C@H](C(=O)O)N
InChI InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m1/s1 Key:COLNVLDHVKWLRT-MRVPVSSYSA-N

D-Phenylalanine has been found to act as an enkephalinase inhibitor, an inhibitor of enkephalinase enzymes that break down endogenous opioid peptides called enkephalins.^[4][5] It has been found to produce anti-inflammatory, analgesic, and anti-craving effects in animal studies.^[4][6][7][8]

See also

• Phenylalanine § D-, L- and DL-phenylalanine