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TCI

CAS 1161-13-3

N-Benzyloxycarbonyl-L-phenylalanine TCI C0660

N-Benzyloxycarbonyl-L-phenylalanine TCI C0660

Chemical Identity

Other names
N-Cbz-L-phenylalanine · Z-Phe-OH · N-Carbobenzoxy-L-phenylalanine
CAS No.
1161-13-3
PubChem
CID 70878·SID 87565750
Formula
C17H17NO4
Molecular weight
299.33 g/mol
Purity
>98.0%(HPLC)(T)
Reference databases
ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
(2S)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoic acid
SMILES
C1=CC=C(C=C1)CC(C(=O)O)NC(=O)OCC2=CC=CC=C2
InChIKey
RRONHWAVOYADJL-HNNXBMFYSA-N
MDL
MDL00020418
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TCI C0660 N-Benzyloxycarbonyl-L-phenylalanine (CAS 1161-13-3), commonly abbreviated Z-L-Phe-OH, is an L-phenylalanine derivative whose amino group is protected with the classical benzyloxycarbonyl (Cbz) group. The Cbz group is stable to many coupling conditions yet cleanly removed by catalytic hydrogenolysis, making it orthogonal to acid-labile protecting groups such as Boc. This makes the reagent a dependable building block for solution-phase peptide synthesis, peptidomimetic work, and enzymatic studies involving proteases. AMI Scientific supplies this TCI product in 5 g and 25 g packs for research use; keep it tightly closed in a cool, dry, light-protected place and consult the manufacturer's Safety Data Sheet before use.

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  • Ambroso et al. (1994). In vitro embryotoxicity of the cysteine proteinase inhibitors benzyloxycarbonyl‐phenylalanine‐alanine‐diazomethane (Z‐Phe‐Ala‐CHN2) and benzyloxycarbony1‐phenylalanine‐phenylalanine‐diazomethane (Z‐Phe‐Phe‐CHN2). Teratology doi:10.1002/tera.1420500307

References were compiled automatically from Crossref and every DOI was verified to exist. AMI Scientific is not affiliated with the authors or the publishers.