Term: | Z-DEVD-FMK |
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Accession: | CHEBI:138013
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Definition: | A tetrapeptide consisting of Fmoc-L-aspartic acid 4-methyl ester, methyl L-alpha-glutamic acid 5-methyl ester, L-valine and the fluoromethyl ketone derived from the 1-carboxy group of L-aspartic acid 4-methyl ester coupled in sequence. It is a specific, irreversible caspase-3 inhibitor that also shows potent inhibition of caspase-6, caspase-7, caspase-8, and caspase-10. |
Synonyms: | related_synonym: | Formula=C30H41FN4O12; InChI=1S/C30H41FN4O12/c1-17(2)26(29(42)33-20(22(36)15-31)13-24(38)45-4)35-27(40)19(11-12-23(37)44-3)32-28(41)21(14-25(39)46-5)34-30(43)47-16-18-9-7-6-8-10-18/h6-10,17,19-21,26H,11-16H2,1-5H3,(H,32,41)(H,33,42)(H,34,43)(H,35,40)/t19-,20-,21-,26-/m0/s1; InChIKey=GBJVAVGBSGRRKN-JYEBCORGSA-N; N-[(phenylmethoxy)carbonyl]-L-alpha-aspartyl-L-alpha-glutamyl-N-[(1S)-3-fluoro-1-(2-methoxy-2-oxoethyl)-2-oxopropyl]-L-valinamide, 1,2-dimethyl ester; SMILES=N([C@H](C(N[C@H](C(N[C@H](C(N[C@H](C(CF)=O)CC(=O)OC)=O)C(C)C)=O)CCC(OC)=O)=O)CC(OC)=O)C(OCC=1C=CC=CC1)=O; Z-Asp(OMe)-Glu(OMe)-Val-Asp(OMe)-fluoromethylketone; Z-DEVD-fluoromethylketone; benzyloxycarbonyl-Asp(OMe)-Glu(OMe)-Val-Asp(OMe)-fluoromethylketone; benzyloxycarbonyl-Asp-Glu-Val-Asp-fluoromethylketone; methyl (4S)-5-{[(2S)-1-amino-3-methyl-1-oxobutan-2-yl]amino}-4-{[(2S)-2-{[(benzyloxy)carbonyl]amino}-4-methoxy-4-oxobutanoyl]amino}-5-oxopentanoate; methyl (5S,8S,11S,14S)-14-(fluoroacetyl)-11-isopropyl-5-(2-methoxy-2-oxoethyl)-8-(3-methoxy-3-oxopropyl)-3,6,9,12-tetraoxo-1-phenyl-2-oxa-4,7,10,13-tetraazahexadecan-16-oate; specific inhibitor of caspase-3 |
| xref: | PMID:15529012; PMID:16099247; PMID:16756133; PMID:18040669; PMID:21211221; PMID:24101734; PMID:24724067; PMID:25492116; PMID:25588462; PMID:26170924; PMID:27058316; PMID:28278848; Reaxys:9977166 |
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