Z-Phe-Tyr(tBu)-diazomethylketone

• CAT Number: I038777
• CAS Number: 114014-15-2
• Molecular Formula: C31H34N4O5
• Molecular Weight: 542.64
• Purity: 98%
• Synonyms: Cbz-Phe-Tyr(O-t-Bu)-CHN2, Z-Phe-Tyr(tBu)-diazomethylketone, Z-Phe-Tyr(tBu)-CHN2
• Target: Anti-infection
• Solubility: Soluble in DMSO
• Appearance: Solid powder
• Storage: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
• IUPAC Name: N-[(1S)-2-[[(1S)-3-diazo-1-[[4-(1,1-dimethylethoxy)phenyl]methyl]-2-oxopropyl]amino]-2-oxo-1-(phenylmethyl)ethyl]-carbamic acid, phenylmethyl ester
• InChI: InChI=1S/C31H34N4O5/c1-31(2,3)40-25-16-14-23(15-17-25)18-26(28(36)20-33-32)34-29(37)27(19-22-10-6-4-7-11-22)35-30(38)39-21-24-12-8-5-9-13-24/h4-17,20,26-27H,18-19,21H2,1-3H3,(H,34,37)(H,35,38)/t26-,27-/m0/s1
• InChIKey: CGONKNHDBTYOOC-SVBPBHIXSA-N
• SMILES: O=C(N[C@@H](CC1=CC=CC=C1)C(N[C@H](C(C=[N+]=[N-])=O)CC2=CC=C(OC(C)(C)C)C=C2)=O)OCC3=CC=CC=C3

Z-Phe-Tyr(tBu)-diazomethylketone(CAT: I038777) is a synthetic, irreversible inhibitor of cysteine proteases, particularly within the cathepsin family. Its diazomethylketone group forms a covalent bond with the active site cysteine residue, effectively blocking enzymatic activity. The Z-Phe-Tyr(tBu) sequence ensures specificity for proteases recognizing aromatic residues. This compound is widely used in biochemical research to study protease-mediated processes, such as apoptosis, antigen processing, and tissue remodeling. It is also valuable for exploring the role of proteases in pathological conditions, including cancer, neurodegenerative diseases, and inflammatory disorders, contributing to the development of therapeutic strategies targeting aberrant protease activity.