71447-85-3

Basic information

• Product Name: Z-NVA-OSU
• Synonyms: Z-L-ALPHA-AMINOVALERIC ACID-N-HYDROXYSUCCINIMIDE ESTER;Z-L-NORVALINE N-HYDROXYSUCCINIMIDE ESTER;Z-NORVALINE-OSU;Z-NVA-OSU;Z-L-alpha-aminovaleric acid-N-hydroxysuccinimide e;Z-L-a-aMinovaleric acid-N-hydroxysucciniMide ester;Z-L-norvalineN-hydroxysuccinimide ester99%;Z-L-Nva-OSu
• CAS NO: 71447-85-3
• Molecular Formula: C₁₇H₂₀N₂O₆
• Molecular Weight: 348.35
• Mol File: 71447-85-3.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Storage Temp.: -15°C
• CAS DataBase Reference: Z-NVA-OSU(CAS DataBase Reference)
• NIST Chemistry Reference: Z-NVA-OSU(71447-85-3)
• EPA Substance Registry System: Z-NVA-OSU(71447-85-3)

Safety Data

• Hazardous Substances Data: 71447-85-3(Hazardous Substances Data)

Upstream product

• 6066-82-6 1-hydroxy-pyrrolidine-2,5-dione 
• 21691-44-1 Z-L-norvaline 
• 6600-40-4 L-Norvaline 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 56610-11-8 C₁₅H₂₀N₂O₅ 
• 71930-97-7 monobenzylamine salt of amino>ethyl>phosphonic acid 
• 110512-44-2 methyl N-α,N^G,N^G-tris(benzyloxycarbonyl)-L-arginyl-L-norvalyl>-8-amino-2,6-anhydro-3,8-dideoxy-glycero-D-talo-octonate 
• 185691-96-7 2-(3-(N-(N-Benzyloxycarbonyl)norvalyl)aminopyrrolidin-1-yl)-9-(2,4-difluorophenyl)-3-fluoro-6H-6-oxopyrido[1,2-a]pyrimidine-7-carboxylic acid benzyl ester 
• 71922-45-7 [(N-benzyloxycarbonyl-L-norvalyl-L-norvalyl)amino]-methylphosphonic acid 

Relevant articles and documents

Structure-CaSR-activity relation of kokumi γ-glutamyl peptides

Modulation of the calcium sensing receptor (CaSR) is one of the physiological activities of γ-glutamyl peptides such as glutathione (γ-glutamylcysteinylglycine). γ-Glutamyl peptides also possess a flavoring effect, i.e., sensory activity of kokumi substances, which modifies the five basic tastes when added to food. These activities have been shown to be positively correlated, suggesting that kokumi γ-glutamyl peptides are perceived through CaSRs in humans. Our research is based on the hypothesis that the discovery of highly active CaSR agonist peptides will lead to the creation of practical kokumi peptides. Through continuous study of the structure-CaSR-activity relation of a large number of γ-glutamyl peptides, we have determined that the structural requirements for intense CaSR activity of γ-glutamyl peptides are as follows: existence of an N-terminal γ-L-glutamyl residue; existence of a moderately sized, aliphatic, neutral substituent at the second residue in an L-configuration; and existence of a C-terminal carboxylic acid, preferably with the existence of glycine as the third constituent. By the sensory analysis of γ-glutamyl peptides selected by screening using the CaSR activity assay, γ-glutamylvalylglycine was found to be a potent kokumi peptide. Furthermore, norvaline-containing γ-glutamyl peptides, i.e., γ-glutamylnorvalylglycine and γ-glutamylnorvaline, possessed excellent sensory activity of kokumi substances. A novel, practical industrial synthesis of regiospecific γ-glutamyl peptides is also required for their commercialization, which was achieved through the ring opening reaction of N-α-carbobenzoxy-L-glutamic anhydride and amino acids or peptides in the presence of N-hydroxysuccinimide.

Design and Synthesis of Peptide Derivatives of a 3-Deoxy-D-manno-2-octulosonic Acid (KDO) Analogues as Novel Antibacterial Agents Acting upon Lipopolysaccharide Biosynthesis

On the basis of the knowledge that the amino acid 3 (8-amino-2,6-anhydro-3,8-dideoxy-D-glycero-D-talo-octonic acid) is a potent inhibitor of 3-deoxy-manno-octulosonate cytidylyltransferase, attempts were made to design derivatives that would act as antiba