3790-52-1

Basic information

• Product Name: H-ASP(GLY-OH)-OH
• Synonyms: H-BETA-ASP-GLY-OH;H-ASP(GLY)-OH;H-ASP(GLY-OH)-OH;BETA-L-ASP-GLY;BETA-ASP-GLY;beta-aspartylglycine;B-asp-gly;L-βAsp-Gly-OH
• CAS NO: 3790-52-1
• Molecular Formula: C6H10N2O5
• Molecular Weight: 190.15
• Product Categories: Dipeptides;Dipeptides and Tripeptides;Peptides;Antibiotics
• Mol File: 3790-52-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 580.2 °C at 760 mmHg
• Flash Point: 304.7 °C
• Appearance: /
• Density: 1.499 g/cm³
• Vapor Pressure: 5.7E-15mmHg at 25°C
• Refractive Index: 1.544
• Storage Temp.: −20°C
• CAS DataBase Reference: H-ASP(GLY-OH)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: H-ASP(GLY-OH)-OH(3790-52-1)
• EPA Substance Registry System: H-ASP(GLY-OH)-OH(3790-52-1)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 3790-52-1(Hazardous Substances Data)

Usage

Uses

H-ASP(GLY-OH)-OH is a dipeptide that have been used to study glycosylasparaginase-catalyzed synthesis and hydrolysis of β-aspartyl peptides.

InChI:InChI=1/C6H10N2O5/c7-3(6(12)13)1-4(9)8-2-5(10)11/h3H,1-2,7H2,(H,8,9)(H,10,11)(H,12,13)

Upstream product

• 67176-40-3 N-(N-benzyloxycarbonyl-L-β-aspartyl)-glycine 
• 142757-75-3 isoasparaginylglycine 
• 64817-62-5 t-butoxycarbonyl-L-asparagine anhydride 

Relevant articles and documents

A Quantitative Evaluation of Methods for Coupling Asparagine

A quantitative procedure was developed to evaluate methods for coupling asparagine.Boc-asparagine was coupled to glycyloxymethylphenoxymethyl-copoly(styrene-divinylbenzene) resin under a variety of conditions, and the product, Asn-Gly, and any byproducts were cleaved from the resin with 50percent trifluoroacetic acid in methylene chloride.The mixture was then separated on a sulfonated ion exchange column and quantitated by the ninhydrin reaction.Coupling by the dicyclohexylcarbodiimide (DCC) or symmetrical anhydride methods gave large amounts of the dehydration product, β-cyanoalanylglycine, and smaller amounts of β-aspartamidinoacetic acid, α-aspartylglycine, and β-aspartylglycine in addition to the desired asparaginylglycine.Activation of Boc-Asn by DCC plus hydroxybenzotriazole or by the nitrophenyl ester gave 98 to 99percent of Asn-Gly, but very low levels of the byproducts were detectable with the sensitive chromatographic method.Protection of the amide function of Boc-Asn with the 4,4'-dimethoxybenzhydryl group avoided completely the formation of the nitrile during DCC coupling.Pure Ala(CN)-Gly was quantitatively reconverted to Asn-Gly by HF.The rehydration of nitrile also occurred in 50percent trifluoroacetic acid in dichloromethane, but much more slowly.