N-(Benzyloxycarbonyl)-L-proline

CAS: 1148-11-4

Ref. TR-B287810

Product Information

• Name: N-(Benzyloxycarbonyl)-L-proline
• Synonyms: (2S)-1,2-Pyrrolidinedicarboxylic Acid 1-(Phenylmethyl) Ester, (S)-1,2-Pyrrolidinedicarboxylic Acid 1-(Phenylmethyl) Ester, (2S)-1,2-L-2-Pyrrolidinedicarboxylic Acid 1-Benzyl Ester, (2S)-1-Pyrrolidinedicarboxylic Acid 1-(Phenylmethyl) Ester, (2S)-1-(Benzyloxycarbonyl)pyrrolidine-2-carboxylic Acid, (S)-1-(Benzyloxycarbonyl)pyrrolidine-2-carboxylic Acid, 1-(Benzyloxycarbonyl)-L-proline, 1-Carbobenzoxy-L-proline, Benzyloxycarbonyl-L-proline, Carbobenzoxy-L-proline, Carbobenzoxy-S-proline, Carbobenzyloxy-L-proline, Cbz-L-Pro-OH, L-Cbz-Proline, N-(Carbobenzyloxy)-L-proline, N-Benzyloxycarbonyl-(S)-proline, N-Carbobenzoxy-L-proline, N-Carbobenzyloxy-(S)-proline, N-Cbz-L-proline
• Brand: TRC

Description

Applications N-(Benzyloxycarbonyl)-L-proline is a potent in vitro and in vivo inhibitor of prolidase; a specific peptidase that cleaves dipeptides with a C-terminal prolyl and hydroxylprolyl residue. N-(Benzyloxycarbonyl)-L-proline is also used in the synthesis of N-(L-Prolyl)-β-alanine (P756190) which is a derivative of the naturally occurring beta amino acid β-Alanine (A637320).
References Lupi, A., et al.: BBA-Mol. Cell Res., 1744, 157 (2005)

Chemical properties

• Molecular weight: 249.26
• Formula: C₁₃H₁₅NO₄
• Color/Form: Neat
• InChI: InChI=1S/C13H15NO4/c15-12(16)11-7-4-8-14(11)13(17)18-9-10-5-2-1-3-6-10/h1-3,5-6,11H,4,7-9H2,(H,15,16)/t11-/m0/s1
• InChI key: InChIKey=JXGVXCZADZNAMJ-NSHDSACASA-N
• SMILES: O=C(O)[C@@H]1CCCN1C(=O)OCc1ccccc1