24639-11-0

Basic information

• Product Name: N-hippuroyl-alanine
• Synonyms: N-hippuroyl-alanine
• CAS NO: 24639-11-0
• Molecular Weight: 250.254
• Mol File: 24639-11-0.mol

Chemical Properties

• CAS DataBase Reference: N-hippuroyl-alanine(CAS DataBase Reference)
• NIST Chemistry Reference: N-hippuroyl-alanine(24639-11-0)
• EPA Substance Registry System: N-hippuroyl-alanine(24639-11-0)

Safety Data

• Hazardous Substances Data: 24639-11-0(Hazardous Substances Data)

Upstream product

• 1199-01-5 2-phenylazlactone 
• 302-72-7 rac-Ala-OH 
• 57461-31-1 hippuroyl azide 
• 6330-48-9 N-benzoyl-thioglycine 
• 3101-11-9 Bz-Gly-ONPh 
• 495-69-2 Hippuric Acid 
• 56-41-7 L-alanin 
• 2078-24-2 hippuric acid trimethylsilanyl ester 
• 3695-73-6 glycyl-L-alanine 
• 98-88-4 benzoyl chloride 
• 2979-54-6 phenyl hippurate 
• 52-90-4 L-Cysteine 
• 1235544-18-9 C₂₆H₃₃N₃O₅S₂ 
• 1235544-12-3 C₂₇H₃₅N₃O₆S₂ 

Downstream Products

• 63203-23-6 N-(N-benzoyl-glycyl)-alanine hydrazide 
• 1089175-90-5 N-propyl-[N'-benzoylglycyl-L-alanylglycyl]-L-alanine amide 
• 1089175-92-7 N-hexyl-[N'-benzoylglycyl-L-alanylglycyl]-L-alanine amide 
• 1089175-94-9 N-dodecyl-[N'-benzoylglycyl-L-alanylglycyl]-L-alanine amide 
• 1499-53-2 ethyl hippurate 
• 24639-12-1 N-(N-benzoyl-glycyl)-alanine ethyl ester 
• 108489-31-2 N-(N-benzoyl-glycyl)-alanine methyl ester 

Relevant articles and documents

Phenolic ester mediated oligopeptide synthesis promoted by HOBt

Although substituted phenolic ester mediated peptide synthesis is an efficient and well established method, the same via totally unsubstituted phenyl ester is not preferred due to the extremely slow rate of aminolysis. We have investigated the scope of the unsubstituted phenyl ester as an intermediate in peptide bond formation and found that it may be useful for the design of chemoselective peptide ligation when HOBt is used as an acyl transfer catalyst. The scope of HOBt catalyzed, oxo ester mediated ligation is explored for the synthesis of oligopeptides containing a cysteine, serine and threonine at the N-terminus of the ligating peptide.

Chemical protein synthesis by kinetically controlled ligation of peptide O-esters

(Chemical Equation Presented) Designer peptides: A large reactivity difference was observed between two peptide O-esters that can undergo peptide ligation through an situ O-to-S acyl shift. This observation allowed the designed of "one-pot" N-to-C sequential peptide fragment condensation through kinetically controlled ligation with more readily accessible peptide O-esters.

Biomimetic self-assembly of tetrapeptides into fibrillar networks and organogels

The self-assembly features of a family of tetrapeptides with a silk-inspired structure are presented. An exhaustive study of the influence of the terminal alkyl chain length in this process is undertaken. Scanning electron microscopy (SEM), wide-angle X-ray diffraction (WAXD), FTIR spectroscopy, and circular dichroism were used for structural analysis. These compounds, as in the natural model, self-assemble into antiparallel β-sheet structures that further organize to form fibrillar aggregates. Furthermore, some of them are capable of forming a crowded network that entraps the solvent leading to physical gels with different microscopic morphologies. A model for the assembly process is proposed. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

A rapid reaction releasing the carboxyl terminal residues of peptides

Alcoholysis of peptide oxazolones in alcohols containing dilute acid, such as 0.02M HCl, gives the C-terminal amino acid and the ester of the shortened peptide within 10 minutes at room temperature in 30-70% yields. This together with the finding that the peptide oxazolones can be formed within 3 minutes with alkylchloroformates enables the rapid removal of peptide C-terminal residues.

Composition containing a penem or carbapenem antibiotic and the use of the same

Administration of an N-acylated amino acid in association with a penem or carbapenem antibiotic relieves or eliminates the renal problems associated with administration of the antibiotic alone. The amino acid derivative and antibiotic may be formulated together as a composition or administered separately, either simultaneously or sequentially.

Composition containing a penem or carbapenem antibiotic

Administration of an N-acylated amino acid in association with a penem or carbapenem antibiotic relieves or eliminates the renal problems associated with administration of the antibiotic alone. The amino acid derivative and antibiotic may be formulated together as a composition or administered separately, either simultaneously or sequentially. The composition may be prepared by simple mixing.