67576-72-1

Basic information

• Product Name: Glycine, N-L-asparaginyl-
• CAS NO: 67576-72-1
• Molecular Formula: C6H11N3O4
• Molecular Weight: 189.171
• Mol File: 67576-72-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Glycine, N-L-asparaginyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Glycine, N-L-asparaginyl-(67576-72-1)
• EPA Substance Registry System: Glycine, N-L-asparaginyl-(67576-72-1)

Safety Data

• Hazardous Substances Data: 67576-72-1(Hazardous Substances Data)

Upstream product

• 55247-97-7 (S)-N-[Bis-(4-methoxy-phenyl)-methyl]-2-tert-butoxycarbonylamino-succinamic acid 
• 64817-62-5 t-butoxycarbonyl-L-asparagine anhydride 

Downstream Products

• 84860-03-7 Z(OMe)-Thr-Asn-Gly-OH 
• 83599-21-7 Z(OMe)-Arg(Mts)-Arg(Mts)-Asn-Gly-OH 

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.