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DNA-directed formation of peptide bond: a model study toward DNA-programmed peptide ligation
Zhang, Chi ; Li, Yizhou ; Zhang, Mingda ; Li, Xiaoyu
刊名tetrahedron
2012
关键词DNA-templated synthesis Peptide bond formation Thiol-thioester exchange Acyl transfer reaction Native chemical ligation NATIVE CHEMICAL LIGATION TEMPLATED ORGANIC-SYNTHESIS SUGAR-ASSISTED LIGATION GLYCOPEPTIDE LIGATION CYSTEINE PROTEINS VERSATILE STRATEGIES MOLECULES AUXILIARY
DOI10.1016/j.tet.2012.04.032
英文摘要A model study of DNA-directed peptide ligation has been developed by transferring fluorescent reporting group from small molecule thioester to a DNA strand (template DNA) in the presence of a thiol-functionalized DNA strand (auxiliary DNA), mimicking the Native Chemical Ligation (NCL) reaction. This DNA-directed transfer shows dependence on the sequence complementarity of the two DNA strands, with in situ generated 4-thiolphenylmethyl functionalized oligonucleotide as the auxiliary DNA strand, under mild basic condition (pH=8.5), and with tris(2-carboxyethyl) phosphine hydrochloride (TCEP) as a reducing agent. Reactions with different amino acid alpha-thioesters resulted in varied transfer efficiencies from glycine to alpha-substituted amino acids. This study has provided the basic foundation to use DNA-programmed chemistry toward the chemical synthesis or unnatural modification of protein molecules. (C) 2012 Elsevier Ltd. All rights reserved.; http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000305381700005&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=8e1609b174ce4e31116a60747a720701 ; Chemistry, Organic; SCI(E); 5; ARTICLE; 26; 5152-5156; 68
语种英语
内容类型期刊论文
源URL[http://ir.pku.edu.cn/handle/20.500.11897/150914]  
专题化学与分子工程学院
推荐引用方式
GB/T 7714
Zhang, Chi,Li, Yizhou,Zhang, Mingda,et al. DNA-directed formation of peptide bond: a model study toward DNA-programmed peptide ligation[J]. tetrahedron,2012.
APA Zhang, Chi,Li, Yizhou,Zhang, Mingda,&Li, Xiaoyu.(2012).DNA-directed formation of peptide bond: a model study toward DNA-programmed peptide ligation.tetrahedron.
MLA Zhang, Chi,et al."DNA-directed formation of peptide bond: a model study toward DNA-programmed peptide ligation".tetrahedron (2012).
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