N-Cbz-D-alanine

CAS: 26607-51-2

Ref. TR-C227100

Product Information

• Name: N-Cbz-D-alanine
• Synonyms: N-[(Phenylmethoxy)carbonyl]-D-alanine, N-Carboxy-D-alanine N-Benzyl Ester, (2R)-2-[[(Benzyloxy)carbonyl]amino]propanoic Acid, (R)-2-(Benzyloxycarbonylamino)propanoic Acid, (R)-2-[(Benzyloxycarbonyl)amino]propionic Acid, Benzyloxycarbonyl-D-alanine, CBZ-D-Alanine, D-Carbobenzoxyalanine, D-N-(Benzyloxycarbonyl)alanine, N-(Benzyloxycarbonyl)-D-alanine, N-Carbobenzoxy-D-alanine, N-Carbobenzyloxy-D-alanine, NSC 523825, Z-D-Alanine, z-D-Ala, Z-D-Ala-OH, Cbz-D-alanine, N-Cbz-D-Alanine, N-Carbobenzyloxy-D-aniline, Cbz-D-Ala-OH
• CAS: 26607-51-2

Description

Applications N-Cbz-D-alanine is the Cbz-protected form of D-Alanine (A480995). D-Alanine is an amino acid that is commonly found in bacteria, such as Streptococcus faecalis. It is essential for the biosynthesis of peptidoglycan crosslinking sub-units that are used for bacterial cell walls. D-Alanine is also known to cause cytotoxic oxidative stress in brain tumour cells.
References Ellsworth, B., et al.: Chem. Biol., 3, 37 (1996); Ferrari, E. et al.: Nat. Biotech., 3, 1003 (1985); Stegman, L., et al.: Human Gene Ther., 9, 185 (1998); Wood, W. & Gunsalus, I.: J. Biol. Chem., 190, 403 (1951)

• Brand: TRC

Chemical properties

• Molecular weight: 223.23
• Formula: C₁₁H₁₃NO₄
• InChI: InChI=1S/C9H9NO5/c11-6-2-1-5(3-7(6)12)9(15)10-4-8(13)14/h1-3,11-12H,4H2,(H,10,15)(H,13,14)
• InChI key: InChIKey=QVGDKHUNWDVPOR-UHFFFAOYSA-N
• SMILES: O=C(O)CNC(=O)c1ccc(O)c(O)c1