A S-Sn Lewis Pair-Mediated Ring-Opening Polymerization of alpha-Amino Acid N-Carboxyanhydrides: Fast Kinetics, High Molecular Weight, and Facile Bioconjugation

doi:10.1021/acsmacrolett.8b00465

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	A S-Sn Lewis Pair-Mediated Ring-Opening Polymerization of alpha-Amino Acid N-Carboxyanhydrides: Fast Kinetics, High Molecular Weight, and Facile Bioconjugation
	Yuan, Jingsong; Zhang, Yi; Li, Zezhou; Wang, Yaoyi; Lu, Hua
刊名	ACS MACRO LETTERS
	2018-08-01
卷号	7 期号:8 页码:892-897
ISSN号	2161-1653
DOI	10.1021/acsmacrolett.8b00465
英文摘要	The rapid and controlled generation of poly peptides with ultrahigh molecular weight (MW) and well defined chain end functionality has been a great challenge. To tackle this problem, we report here an initiation system based on a S-Sn Lewis pair, trimethylstannyl phenyl sulfide (PhS-SnMe3), for the ring-opening polymerization (ROP) of alpha-amino acid N-carboxyanhydrides (NCAs). This initiator displays a strong solvent effect, and can yield polypeptides with high MW (>1.0 x 10(5) g.mol(-1)) and low polydispersity index within a few hours. The MWs of the obtained polypeptides are strongly dependent on the THE/DMF ratio. The polymerization follows a typical first-order kinetic character with respect to the monomer concentration in mixed THE and DMF. Moreover, a highly reactive phenyl thioester is in situ generated at the C-terminus of the polypeptides, which is readily accessible for native chemical ligation affording high MW and site-specific protein polypeptide conjugates. Together, this initiator sheds light on regulating the ROP of NCAs via appropriate Lewis pair and solvent selection, and is particularly useful in preparing ultrahigh MW polypeptides within a short period of time.
语种	英语
出版者	AMER CHEMICAL SOC
WOS记录号	WOS:000444659000001
内容类型	期刊论文
源URL	[http://ir.iccas.ac.cn/handle/121111/43013]
专题	中国科学院化学研究所
通讯作者	Lu, Hua
作者单位	Peking Univ, Coll Chem & Mol Engn, Beijing Natl Lab Mol Sci,Minist Educ, Ctr Soft Matter Sci & Engn,Key Lab Polymer Chem &, Beijing 100871, Peoples R China
推荐引用方式 GB/T 7714	Yuan, Jingsong,Zhang, Yi,Li, Zezhou,et al. A S-Sn Lewis Pair-Mediated Ring-Opening Polymerization of alpha-Amino Acid N-Carboxyanhydrides: Fast Kinetics, High Molecular Weight, and Facile Bioconjugation[J]. ACS MACRO LETTERS,2018,7(8):892-897.
APA	Yuan, Jingsong,Zhang, Yi,Li, Zezhou,Wang, Yaoyi,&Lu, Hua.(2018).A S-Sn Lewis Pair-Mediated Ring-Opening Polymerization of alpha-Amino Acid N-Carboxyanhydrides: Fast Kinetics, High Molecular Weight, and Facile Bioconjugation.ACS MACRO LETTERS,7(8),892-897.
MLA	Yuan, Jingsong,et al."A S-Sn Lewis Pair-Mediated Ring-Opening Polymerization of alpha-Amino Acid N-Carboxyanhydrides: Fast Kinetics, High Molecular Weight, and Facile Bioconjugation".ACS MACRO LETTERS 7.8(2018):892-897.