Heteroaryl Rings in Peptide Macrocycles

Smolyar Ivan V.; Yudin Andrei K.; Nenajdenko Valentine G.

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Heteroaryl Rings in Peptide Macrocycles

机译：肽宏γ的杂芳基环

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This Review is devoted to the chemistry of macrocyclic peptides having heterocyclic fragments in their structure. These motifs are present in many natural products and synthetic macrocycles designed against a particular biochemical target. Thiazole and oxazole are particularly common constituents of naturally occurring macrocyclic peptide molecules. This frequency of occurrence is because the thiazole and oxazole rings originate from cysteine, serine, and threonine residues. Whereas other heteroaryl groups are found less frequently, they offer many insightful lessons that range from conformational control to receptor/ligand interactions. Many options to develop new and improved technologies to prepare natural products have appeared in recent years, and the synthetic community has been pursuing synthetic macrocycles that have no precedent in nature. This Review attempts to summarize progress in this area.

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《Chemical Reviews》 |2019年第17期|共209页
作者
Smolyar Ivan V.; Yudin Andrei K.; Nenajdenko Valentine G.;
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Moscow MV Lomonosov State Univ Dept Chem Moscow 199991 Russia;

Univ Toronto Dept Chem Davenport Res Labs 80 St George St Toronto ON M5S 3H6 Canada;

Moscow MV Lomonosov State Univ Dept Chem Moscow 199991 Russia;

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正文语种 eng
中图分类化学;
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1. Synthesis of Schiff base type macrocycles containing naphthalene ring [J] . 中国化学快报（英文版） . 1997,第007期
2. Synthesis of aza-oxa macrocycles containing pyidine ring [J] . 中国化学快报（英文版） . 1994,第001期
3. Synthetic fermentation of β-peptide macrocycles by thiadiazole-forming ring-closing reactions [J] . Jonathan G. Hubert, Iain A. Stepek, Hidetoshi Noda, Chemical science . 2018,第8期

机译：噻二唑形成环闭反应的β-肽大键合的合成发酵
4. Solid-Phase Synthesis of Peptide Thioureas and Thiazole-Containing Macrocycles through Ru-Catalyzed Ring-Closing Metathesis [J] . A. Emil Cohrt, Thomas E. Nielsen ACS combinatorial science . 2014,第2期

机译：钌催化的闭环复相固相合成肽硫脲和噻唑类大环化合物
5. Synthesis of novel lariat azathia crown macrocycles containing two triazole rings and bis crown macrocycles containing four triazole rings [J] . Abbas AA. Tetrahedron . 2004,第7期

机译：包含两个三唑环的新型套索氮杂氮杂冠大环和包含四个三唑环的双冠大环的合成
6. The Nature of Peptidomimeties: Synthetic Peptide Macrocycles as Potential Therapeutics and Artificial Peptide Helices [C] . Danielle A. Guarracino, John J. Ferrie, Jessica J. Gruskos American Peptide Symposium . 2015

机译：肽瘤的性质：合成肽宏细胞作为潜在的治疗和人工肽螺旋
7. Utilization of the beta-Lactum Core Towards the Preparation of Chiral Ring-Fused Lactams and Preparation and Application of Synthetic Peptide Libraries Toward the Discovery and Understanding of Membrane-Permeable Macrocycles. [D] . Hewitt, William Merton. 2014

机译：β-乳芯对手性环融合内酰胺的制备的利用以及合成肽文库的制备和应用对膜可渗透大环化合物的发现和理解。
8. Synthetic fermentation of β-peptide macrocycles by thiadiazole-forming ring-closing reactions [O] . Jonathan G. Hubert, Iain A. Stepek, Hidetoshi Noda, 2018

机译：噻二唑形成的闭环反应合成β-肽大环化合物
9. Synthetic fermentation of β-peptide macrocycles by thiadiazole-forming ring-closing reactions [O] . Jonathan G. Hubert, Iain A. Stepek, Hidetoshi Noda, 2018

机译：噻二唑形成环闭反应的β-肽大键合的合成发酵
10. Enantiomeric Recognition by Chiral Pyridino-18-Crown-6 for 1-Naphthylethylamine.The Effect of Alkyl Substituents on the Macrocycle Ring [R] . Hathaway, J. K., Izatt, R. M., Zhu, C. Y., 1995

机译：手性吡啶基-18-冠-6对1-萘乙胺的对映体识别。烷基取代基对大环化合物环的影响

Heteroaryl Rings in Peptide Macrocycles

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