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题名: A convenient method for synthesis of tetraoxazole peptide macrocycles
作者: Zhang, Zhenjiang1;  Yuan, Gu1
关键词: G-quadruplex ;  poly-oxazole ;  anticancer drug discovery ;  macrocyclization ;  peptide
刊名: ARKIVOC
发表日期: 2011
页: 368-378
收录类别: SCI
文章类型: Article
WOS标题词: Science & Technology ;  Physical Sciences
类目[WOS]: Chemistry, Organic
研究领域[WOS]: Chemistry
英文摘要: G-quadruplex DNA plays important regulatory roles in the maintenance of telomere length and transcriptions inhibition of such oncogenes as c-myc, and thus has become an attractive target for the development of anti-cancer therapeutic agents. Poly-oxazole macrocycles are a promising new class of G-quadruplex binding ligands. Herein is described the synthesis of a tetraoxazole peptide macrocycle and an epimerization product. The synthetic unit was prepared by cyclization-oxidation of a diserine with one hydroxyl protected. Two-cycle coupling of the unit gave a linear tetraoxazole amide. The targeted molecule and the epimerization product were obtained after macrocyclization of the linear precursor and following removal of the protecting benzyl groups. With structural similarities to the most potent G-quadruplex stabilizer telomestatin, these two molecules might potentially be used to probe the biological significance of G-quadruplex' in vivo.
关键词[WOS]: QUADRUPLEX STABILIZING PROPERTIES ;  METHYLATED AMINO-ACIDS ;  TELOMERASE INHIBITOR ;  TRIFLUORIDE DAST ;  TELOMESTATIN ;  REAGENT ;  OXAZOLINES
语种: 英语
WOS记录号: WOS:000297767300030
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/142695
Appears in Collections:中国科学院大连化学物理研究所_期刊论文

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作者单位: 1.Peking Univ, Beijing Natl Lab Mol Sci, Key Lab Bioorgan Chem & Mol Engn, Dept Chem Biol ,Coll Chem & Mol Engn,Minist Educ, Beijing 100871, Peoples R China

Recommended Citation:
Zhang, Zhenjiang,Yuan, Gu. A convenient method for synthesis of tetraoxazole peptide macrocycles[J]. ARKIVOC,2011:368-378.
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