Gly-Phe-beta-naphthylamide

Cathepsin C is a lysosomal cysteine protease with broad exopeptidase activity that progressively removes dipeptides from various protein and polypeptides substrates. Aside from its role in post-translational processing, cathepsins may also participate in apoptotic signaling pathways by targeting cytosolic caspases and proapoptotic proteins. Gly-Phe-beta-naphthylamide is a substrate of cathepsin C that accumulates within the lysosome. Hydrolysis by cathepsin C degrades Gly-Phe-beta-naphthylamide into fragments that do not easily diffuse through the lysosomal membrane, leading to a loss of lysosome membrane integrity. This compound has been used to study intralysosomal hydrolysis, lysosomal membrane permeability, and the function of cathepsin C. At 50 µM, Gly-Phe-beta-naphthylamide can inhibit the cathepsin-dependent activation of caspase-8.Formal Name: glycyl-N-2-naphthalenyl-L-phenylalaninamide. CAS Number: 21438-66-4. Synonyms: H-Gly-Phe-BNA. Molecular Formula: C21H21N3O2. Formula Weight: 347.4. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 25 mg/ml, DMF:PBS(pH 7.2)(1:1): 0.5 mg/ml, DMSO: 20 mg/ml, Ethanol: 1 mg/ml. lambdamax: 243, 283 nm. SMILES: NCC(N[C@@H](CC1=CC=CC=C1)C(NC2=CC(C=CC=C3)=C3C=C2)=O)=O. InChi Code: InChI=1S/C21H21N3O2/c22-14-20(25)24-19(12-15-6-2-1-3-7-15)21(26)23-18-11-10-16-8-4-5-9-17(16)13-18/h1-11,13,19H,12,14,22H2,(H,23,26)(H,24,25)/t19-/m0/s1. InChi Key: YABDXPBHLDPMOA-IBGZPJMESA-N.