Ac-Phe-OH

Acetylphenylalanine is a hazardous amphipathic metabolite of phenylalanine. It appears in large amount in urine of patients with phenylketonuria due to the lack of phenylalanine hydroxylase

General

Type : Product-like inhibitor,Peptide

Chemical_Nomenclature : (2S)-2-acetamido-3-phenylpropanoic acid

Canonical SMILES : CC(=O)NC(CC1=CC=CC=C1)C(=O)O

InChI : InChI=1S\/C11H13NO3\/c1-8(13)12-10(11(14)15)7-9-5-3-2-4-6-9\/h2-6,10H,7H2,1H3,(H,12,13)(H,14,15)\/t10-\/m0\/s1

InChIKey : CBQJSKKFNMDLON-JTQLQIEISA-N

Other name(s) : N-Acetyl-L-phenylalanine,Acetyl-L-phenylalanine,Acetylphenylalanine,L-N-Acetylphenylalanine


MW : 207.22

Formula : C11H13NO3

CAS_number : 2018-61-3

PubChem : 74839

UniChem : CBQJSKKFNMDLON-JTQLQIEISA-N

IUPHAR :

Wikipedia :

Target

Families : Ac-Phe-OH ligand of proteins in family: ACPH_Peptidase_S9

Stucture : 2HU7 Acylaminoacyl peptidase (ApAAP) Ac-Phe-OH complex

Protein : aerpe-APE1547

References (2)

Title : The acylaminoacyl peptidase from Aeropyrum pernix K1 thought to be an exopeptidase displays endopeptidase activity - Kiss_2007_J.Mol.Biol_368_509
Author(s) : Kiss AL , Hornung B , Radi K , Gengeliczki Z , Sztaray B , Juhasz T , Szeltner Z , Harmat V , Polgar L
Ref : Journal of Molecular Biology , 368 :509 , 2007
Abstract : Kiss_2007_J.Mol.Biol_368_509
ESTHER : Kiss_2007_J.Mol.Biol_368_509
PubMedSearch : Kiss_2007_J.Mol.Biol_368_509
PubMedID: 17350041
Gene_locus related to this paper: aerpe-APE1547

Title : Crystallization and preliminary crystallographic analysis of porcine acylaminoacyl peptidase - Wright_2005_Acta.Crystallogr.Sect.F.Struct.Biol.Cryst.Commun_61_942
Author(s) : Wright H , Kiss AL , Szeltner Z , Polgar L , Fulop V
Ref : Acta Crystallographica Sect F Struct Biol Cryst Commun , 61 :942 , 2005
Abstract : Wright_2005_Acta.Crystallogr.Sect.F.Struct.Biol.Cryst.Commun_61_942
ESTHER : Wright_2005_Acta.Crystallogr.Sect.F.Struct.Biol.Cryst.Commun_61_942
PubMedSearch : Wright_2005_Acta.Crystallogr.Sect.F.Struct.Biol.Cryst.Commun_61_942
PubMedID: 16511202
Gene_locus related to this paper: aerpe-APE1547