2007•Journal of Nanjing University of TechnologyRequires access

Reaction of the protected amino acid linked to the hydroxy resin

Weiguo Wang, Weihua Chen, Feng Wen, Peihua Li, Mingli Yang, Shubao Shen

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Abstract

The reaction of twenty kinds of Fmoc-AA-OH linked to Wang resin using methods of acyl chloride or active ester was studied in solid-phase peptide synthesis.Expect for arginine,the yield of other amino acid linked to Wang resin was over 80%.The method of acyl chloride was better than the method of active ester for its high efficiency and convenient operation.For arginine,the yield was improved to nearly 80% by using weakly polar solvent such as DCM and simultaneously increasing the reaction time to 20 h in the method of acyl chloride.

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What this paper is about

The reaction of twenty kinds of Fmoc-AA-OH linked to Wang resin using methods of acyl chloride or active ester was studied in solid-phase peptide synthesis.Expect for arginine,the yield of other amino acid linked to Wang resin was over 80%.The method of acyl chloride was better than the method of active ester for its high efficiency and convenient operation.For arginine,the yield was improved to nearly 80% by using weakly polar solvent such as DCM and simultaneously increasing the reaction time to 20 h in the method of acyl chloride.

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Available abstract

The reaction of twenty kinds of Fmoc-AA-OH linked to Wang resin using methods of acyl chloride or active ester was studied in solid-phase peptide synthesis.Expect for arginine,the yield of other amino acid linked to Wang resin was over 80%.The method of acyl chloride was better than the method of active ester for its high efficiency and convenient operation.For arginine,the yield was improved to nearly 80% by using weakly polar solvent such as DCM and simultaneously increasing the reaction time to 20 h in the method of acyl chloride.

Key concepts: Yield (engineering), Arginine, Chloride, Solvent, Chemistry, Peptide synthesis, Amino acid, Peptide

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