3790-51-0Relevant articles and documents
PEPTIDE COMPOUNDS AND METHODS OF USING PEPTIDE COMPOUNDS TO TREAT CONDITIONS AFFECTING THE CARDIAC, PULMONARY, AND NERVOUS SYSTEMS
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Page/Page column 40, (2008/06/13)
The present invention provides a method of treating or preventing diseases or conditions affecting the cardiac, pulmonary and/or nervous systems in a subject using peptide compounds. The methods of the invention are useful for the treatment and prevention of a variety of disorders or conditions including, without limitation, ischemia, stroke, pulmonary diseases, allergic reactions, physical trauma to pulmonary tissues, exposure to harmful entities in the environment, and smoking.
A Quantitative Evaluation of Methods for Coupling Asparagine
Mojsov, Svetlana,Mitchell, Alexander R.,Merrifield, R. B.
, p. 555 - 560 (2007/10/02)
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.