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A convenient method for synthesis of tetraoxazole peptide macrocycles
Zhang, Zhenjiang; Yuan, Gu
关键词G-quadruplex Poly-oxazole Anticancer Drug Discovery Macrocyclization Peptide
刊名ARKIVOC
2011
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
关键词[WOS]QUADRUPLEX STABILIZING PROPERTIES ; METHYLATED AMINO-ACIDS ; TELOMERASE INHIBITOR ; TRIFLUORIDE DAST ; TELOMESTATIN ; REAGENT ; OXAZOLINES
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.
语种英语
WOS记录号WOS:000297767300030
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文献类型期刊论文
条目标识符http://cas-ir.dicp.ac.cn/handle/321008/142695
专题中国科学院大连化学物理研究所
作者单位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
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Zhang, Zhenjiang,Yuan, Gu. A convenient method for synthesis of tetraoxazole peptide macrocycles[J]. ARKIVOC,2011:368-378.
APA Zhang, Zhenjiang,&Yuan, Gu.(2011).A convenient method for synthesis of tetraoxazole peptide macrocycles.ARKIVOC,368-378.
MLA Zhang, Zhenjiang,et al."A convenient method for synthesis of tetraoxazole peptide macrocycles".ARKIVOC (2011):368-378.
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