744-59-2

Basic information

• Product Name: N-BENZOYL-GLY-PHE
• Synonyms: N-BENZOYL-GLY-PHE;BENZOYL-GLY-L-PHE;BENZOYL-GLY-PHE;BENZOYL-GLYCYL-L-PHENYLALANINE;BZ-GLY-PHE-OH;HIPP-L-PHE;HIPPURYL-L-PHE;HIPPURYL-L-PHENYLALANINE
• CAS NO: 744-59-2
• Molecular Formula: C₁₈H₁₈N₂O₄
• Molecular Weight: 326.35
• EINECS: 212-016-7
• Mol File: 744-59-2.mol
• Article Data: 3

Chemical Properties

• Melting Point: 140-144 °C
• Boiling Point: 673.3°C at 760 mmHg
• Flash Point: 361°C
• Appearance: /
• Density: 1.267g/cm³
• Vapor Pressure: 4.78E-19mmHg at 25°C
• Refractive Index: 1.599
• Storage Temp.: −20°C
• BRN: 2167818
• CAS DataBase Reference: N-BENZOYL-GLY-PHE(CAS DataBase Reference)
• NIST Chemistry Reference: N-BENZOYL-GLY-PHE(744-59-2)
• EPA Substance Registry System: N-BENZOYL-GLY-PHE(744-59-2)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 744-59-2(Hazardous Substances Data)

Usage

Uses

(S)-2-(2-Benzamidoacetamido)-3-Phenylpropanoic Acid is used as a substrate in the quantification of carboxypeptidase A’s activity.

InChI:InChI=1/C18H18N2O4/c21-16(12-19-17(22)14-9-5-2-6-10-14)20-15(18(23)24)11-13-7-3-1-4-8-13/h1-10,15H,11-12H2,(H,19,22)(H,20,21)(H,23,24)/t15-/m0/s1

Upstream product

• 2979-54-6 phenyl hippurate 
• 63-91-2 L-phenylalanine 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 1199-01-5 2-phenylazlactone 
• 98-88-4 benzoyl chloride 
• 495-69-2 Hippuric Acid 
• 14281-55-1 PhCO-Gly-PheOMe 
• 80681-03-4 N-[2-Oxo-2-(2-thioxo-thiazolidin-3-yl)-ethyl]-benzamide 
• 3101-11-9 Bz-Gly-ONPh 
• 70326-37-3 phenyl(2-thioxothiazolidin-3-yl)methanone 

Downstream Products

• 63-91-2 L-phenylalanine 
• 13716-78-4 Benzoylglycyl-DL-phenylalanin-p-chlor-phenylester 
• 76264-39-6 Bz-Gly-Phe-NH₂ 
• 495-69-2 Hippuric Acid 
• 131458-31-6 Bz-Gly-Phe-Thr-OMe 
• 150-30-1 Phenylalanine 
• 1499-53-2 ethyl hippurate 
• 1205-08-9 methyl hippurate 
• 13716-77-3 2-(benzoylamino-methyl)-4-benzyl-4H-oxazol-5-one 

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.

3-AMINOACYL-TETRAHYDROTHIAZOLE-2-THIONE AS AN ACTIVE AMIDE FOR PEPTIDE SYNTHESIS (I)

3-Aminoacyl-tetrahydrothiazole-2-thione can be used as an active amide for peptide synthesis.A series of peptides have been synthesized with satisfactory yields by this methods.