N2-Cbz-D-glutamine

CAS: 13139-52-1

Ref. TR-C227525

Product Information

• Name: N2-Cbz-D-glutamine
• Synonyms: D-Glutamine, N2-[(phenylmethoxy)carbonyl]- (9CI, ACI), Glutamine, N2-carboxy-, N-benzyl ester, D- (8CI), N2-[(Phenylmethoxy)carbonyl]-D-glutamine (ACI), Carbobenzoxy-D-glutamine, N-Benzyloxycarbonyl-D-glutamine, Z-D-Gln-OH, N-CBZ-D-Glutamine N-Carbobenzyloxy-D-glutamine, NALPHA-Benzyloxycarbonyl-D-glutamine, z-D-Gln, N~2~-[(benzyloxy)carbonyl]-D-glutamine, Cbz-D-glutamine

Description

Applications N2-Cbz-D-glutamine is an N-Cbz-protected form of D-Glutamine (G597295). D-Glutamine is an unnatural isomer of L-Glutamine (G597000) that is present in human plasma an is a source of liberated ammonia. D-Glutamine can be synthesized by enzymatic means or can be found in cheeses, wine and vinegars as well. It is often used to determine the activity of Glutamine synthetase, an enzyme that is commonly found in the mammalian liver and brain that controls the use of nitrogen in cells.
References Almassy, R., et al.: Nature, 323, 304 (1986); Frank, H., et al.: J. Chromatog. B: Biomed. Sci. Appl., 224, 177 (1981); Jayme, D.: Cytotechnology, 5, 15 (1991); Kagan, H. & Meister, A.: Biochemistry, 5, 725 (1966); Levintow, L. & Meister, A.: J. Am. Chem. Soc., 75, 3039 (1953); Raj, D., et al.: Am. J. Phys. Endo. Metab., 280, E214 (2001); Varadi, M., et al.: Biosens. Bioelect., 14, 335 (1999)

• Brand: TRC

Chemical properties

• Molecular weight: 280.276
• Formula: C₁₃H₁₆N₂O₅
• Color/Form: Neat
• InChI: InChI=1S/C13H16N2O5/c14-11(16)7-6-10(12(17)18)15-13(19)20-8-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H2,14,16)(H,15,19)(H,17,18)/t10-/m1/s1
• SMILES: COc1cc(C(=O)O)c([N+](=O)[O-])cc1OC