Z-Gly-Gly-Phe-chloromethyl-ketone
Peptide and amino acid chloromethyl ketones (CMK's) are irreversible inhibitors of cysteine proteases, but they also react with serine proteases.
General
Type : Benzyloxycarbonyl, Carbamate, Peptide, Ketone, Carboxamide
Chemical_Nomenclature : benzyl N-[2-[[2-[[(2S)-4-chloro-3-oxo-1-phenylbutan-2-yl]amino]-2-oxoethyl]amino]-2-oxoethyl]carbamate
Canonical SMILES : C1=CC=C(C=C1)CC(C(=O)CCl)NC(=O)CNC(=O)CNC(=O)OCC2=CC=CC=C2
InChI : InChI=1S\/C22H24ClN3O5\/c23-12-19(27)18(11-16-7-3-1-4-8-16)26-21(29)14-24-20(28)13-25-22(30)31-15-17-9-5-2-6-10-17\/h1-10,18H,11-15H2,(H,24,28)(H,25,30)(H,26,29)\/t18-\/m0\/s1
InChIKey : JVPOZEGMCMVPAF-SFHVURJKSA-N
Other name(s) : Z-GLY-GLY-PHE-chloromethylketone || Z-Gly-Gly-Phe chloromethyl ketone || ZINC5179489 || Cbz-Gly-Gly-Phe-CH2-Cl
MW : 445.89
Formula : C22H24ClN3O5
CAS_number : 35172-59-9
PubChem : 10388837
UniChem : JVPOZEGMCMVPAF-SFHVURJKSA-N
Target
Families : Z-Gly-Gly-Phe-chloromethyl-ketone ligand of proteins in family
ACPH_Peptidase_S9
Protein :
aerpe-APE1547
pyrho-PH0594
References (2)
| Title : Catalytically distinct states captured in a crystal lattice: the substrate-bound and scavenger states of acylaminoacyl peptidase and their implications for functionality - Menyhard_2015_Acta.Crystallogr.D.Biol.Crystallogr_71_461 |
| Author(s) : Menyhard DK , Orgovan Z , Szeltner Z , Szamosi I , Harmat V |
| Ref : Acta Crystallographica D Biol Crystallogr , 71 :461 , 2015 |
| Abstract : |
| PubMedSearch : Menyhard_2015_Acta.Crystallogr.D.Biol.Crystallogr_71_461 |
| PubMedID: 25760596 |
| Gene_locus related to this paper: aerpe-APE1547 |
| Title : A self-compartmentalizing hexamer serine protease from Pyrococcus horikoshii: substrate selection achieved through multimerization - Menyhard_2013_J.Biol.Chem_288_17884 |
| Author(s) : Menyhard DK , Kiss-Szeman AJ , Tichy-Racs E , Hornung B , Radi K , Szeltner Z , Domokos K , Szamosi I , Naray-Szabo G , Polgar L , Harmat V |
| Ref : Journal of Biological Chemistry , 288 :17884 , 2013 |
| Abstract : |
| PubMedSearch : Menyhard_2013_J.Biol.Chem_288_17884 |
| PubMedID: 23632025 |
| Gene_locus related to this paper: pyrho-PH0594 |