N-Benzyloxycarbonyl-L-serine TCI C0635

Chemical Identity

Other names: N-Cbz-L-serine · Z-Ser-OH · N-Carbobenzoxy-L-serine
CAS No.: 1145-80-8
PubChem: CID 100310·SID 87565726
Formula: C11H13NO5
Molecular weight: 239.23 g/mol
Purity: >98.0%(HPLC)(T)
Reference databases: ECHA

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: (2S)-3-hydroxy-2-(phenylmethoxycarbonylamino)propanoic acid
SMILES: C1=CC=C(C=C1)COC(=O)NC(CO)C(=O)O
InChIKey: GNIDSOFZAKMQAO-VIFPVBQESA-N
MDL: MDL00002662

Rp 505.050,00

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TCI C0635 N-Benzyloxycarbonyl-L-serine (CAS 1145-80-8) is Z-protected L-serine, supplied with the side-chain hydroxyl group left free. That free hydroxyl makes it valuable both for building serine-containing peptides and for studying side-chain modifications such as etherification or phosphorylation. The benzyloxycarbonyl group remains stable during coupling and is removed selectively by hydrogenolysis when required. AMI Scientific offers this TCI reagent in a 5 g pack for research-scale peptide synthesis and derivative preparation.

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Sypniewski et al. (2000). (R)-tert-Butoxycarbonylamino-fluorenylmethoxycarbonyl-glycine from (S)-Benzyloxycarbonyl-serine or from Papain Resolution of the Corresponding Amide or Methyl Ester. The Journal of Organic Chemistry doi:10.1021/jo000736e

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