CAS 13139-52-1

Z-D-glutamine

Description:

Z-D-glutamine, also known as Z-glutamine or Z-D-glutamic acid, is a derivative of the amino acid glutamine, characterized by the presence of a benzyloxycarbonyl (Z) protecting group on the amino group. This modification enhances its stability and solubility, making it useful in various biochemical applications, particularly in peptide synthesis. Z-D-glutamine is a white to off-white crystalline powder, typically soluble in water and organic solvents, which facilitates its use in laboratory settings. It plays a significant role in the synthesis of peptides and proteins, serving as a building block in the formation of more complex molecules. The compound is also of interest in research related to metabolic pathways and cellular functions, given glutamine's critical role in nitrogen metabolism and as a precursor for neurotransmitters. As with many amino acid derivatives, Z-D-glutamine's properties can be influenced by factors such as pH and temperature, which are important to consider in experimental designs.

Formula: C₁₃H₁₆N₂O₅

InChI: InChI=1/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: c1ccc(cc1)COC(=N[C@H](CCC(=N)O)C(=O)O)O

Synonyms:

• 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
• Z-D-GLUTAMINE
• CBZ-D-GLN-OH
• N-CBZ-D-GLUTAMINE
• BENZYLOXYCARBONYL-D-GLUTAMINE
• Z-D-GLUTAMINE extrapure
• N-ALPHA-CARBOBENZOXY-D-GLUTAMINE

D-Glutamine, N2-[(phenylmethoxy)carbonyl]-

CAS: 13139-52-1

Formula: C₁₃H₁₆N₂O₅

Purity: 98%

Color and Shape: Solid

Molecular weight: 280.2765

Ref: IN-DA000W3C

((Benzyloxy)carbonyl)-D-glutamine

CAS: 13139-52-1

((Benzyloxy)carbonyl)-D-glutamine

Purity: 98%

Molecular weight: 280.28g/mol

Ref: 54-OR95665

Z-D-Gln-OH

CAS: 13139-52-1

Molecular weight: 280.28

Ref: 7W-GM9741

Z-D-Glutamine extrapure, 99%

CAS: 13139-52-1

Formula: C₁₃H₁₆N₂O₅

Molecular weight: 280.3

Ref: SR-83309

N-Cbz-D-Glutamine

CAS: 13139-52-1

Formula: C₁₃H₁₆N₂O₅

Purity: 95%

Color and Shape: Solid, No data available.

Molecular weight: 280.28

Ref: 10-F221912

N2-Cbz-D-glutamine

Controlled Product

CAS: 13139-52-1

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)

Formula: C₁₃H₁₆N₂O₅

Color and Shape: Neat

Molecular weight: 280.276

Ref: TR-C227525