DNA-directed formation of peptide bond: a model study toward DNA-programmed peptide ligation

doi:10.1016/j.tet.2012.04.032

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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
	2012-07-01
卷号	68 期号:26 页码:5152-5156
关键词	Dna-templated Synthesis Peptide Bond Formation Thiol-thioester Exchange Acyl Transfer Reaction Native Chemical Ligation
ISSN号	0040-4020
DOI	10.1016/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.
语种	英语
出版者	PERGAMON-ELSEVIER SCIENCE LTD
WOS记录号	WOS:000305381700005
内容类型	期刊论文
源URL	[http://ir.iccas.ac.cn/handle/121111/47747]
专题	中国科学院化学研究所
通讯作者	Li, Xiaoyu
作者单位	Peking Univ, BNLMS, Key Lab Bioorgan Chem & Mol Engn, Minist Educ,Inst Organ Chem,Coll Chem & Mol Engn, Beijing 100871, Peoples R China
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,2012,68(26):5152-5156.
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,68(26),5152-5156.
MLA	Zhang, Chi,et al."DNA-directed formation of peptide bond: a model study toward DNA-programmed peptide ligation".TETRAHEDRON 68.26(2012):5152-5156.