Zipper-featured delta-peptide foldamers driven by donor-acceptor interaction. Design, synthesis, and characterization
文献类型:期刊论文
作者 | Zhao X(赵新) ; Jia MX(贾木欣) ; Jiang XK(蒋锡夔) ; Wu LZ(吴骊珠) ; Li ZT(黎占亭) ; Chen GJ(陈光巨) |
刊名 | J. Org. Chem.
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出版日期 | 2004 |
卷号 | 69期号:2页码:270-279 |
ISSN号 | 0022-3263 |
其他题名 | 协同供体-受体相互作用驱动的拉链结构特征的?-肽折叠体 |
通讯作者 | 黎占亭 ; 陈光巨 |
英文摘要 | Donor-acceptor interaction between electron-rich 1,5-dioxynaphthalene (DAN) and electron-deficient pyromellitic diimide (PDI) has been utilized to induce the formation of a new kind of zipper-featured delta-peptide foldamers. Seven L-ornithine-based delta-peptides 1a-g, in which one to three DNA and PDI units are incorporated to the two ends of the peptide backbones, respectively, have been designed and prepared by the standard liquid-phase synthetic method. H-1 NMR, LTV-vis, and fluorescent quenching studies reveal that all the delta-peptides adopt folding conformations in nonpolar chloroform and polar DMF as a result of intramolecular donor-acceptor interaction between the DAN and PDI units. The folding states become more compact for the peptide skeletons possessing more donor-acceptor interacting sites. Variable-temperature LTV-vis experiments indicate that, although the folding is a dynamic process, the folding state can remain even at 150degreesC in DMF. Circular dichroism (CD) investigations reveal that the new generation of delta-peptides have similar folding patterns. A zipper-featured folding motif has been proposed for the new generation of delta-peptide foldamers. Molecular modeling has generated two most stable folding states for the longest 6-peptide 1g, with an energy difference of 26.80 kcal/mol. |
学科主题 | 物理有机化学 |
收录类别 | SCI |
原文出处 | http://dx.doi.org/10.1021/jo035149i |
语种 | 英语 |
WOS记录号 | WOS:000188496300005 |
公开日期 | 2013-01-16 |
源URL | [http://202.127.28.38/handle/331003/12664] ![]() |
专题 | 上海有机化学研究所_物理有机化学研究室 |
推荐引用方式 GB/T 7714 | Zhao X,Jia MX,Jiang XK,et al. Zipper-featured delta-peptide foldamers driven by donor-acceptor interaction. Design, synthesis, and characterization[J]. J. Org. Chem.,2004,69(2):270-279. |
APA | 赵新,贾木欣,蒋锡夔,吴骊珠,黎占亭,&陈光巨.(2004).Zipper-featured delta-peptide foldamers driven by donor-acceptor interaction. Design, synthesis, and characterization.J. Org. Chem.,69(2),270-279. |
MLA | 赵新,et al."Zipper-featured delta-peptide foldamers driven by donor-acceptor interaction. Design, synthesis, and characterization".J. Org. Chem. 69.2(2004):270-279. |
入库方式: OAI收割
来源:上海有机化学研究所
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