A rapid and clean synthetic approach to cyclic peptides via micro-flow peptide chain elongation and photochemical cyclization: synthesis of a cyclic RGD peptide

Yuto Mifune; Hiroyuki Nakamura; Shinichiro Fuse

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A rapid and clean synthetic approach to cyclic peptides via micro-flow peptide chain elongation and photochemical cyclization: synthesis of a cyclic RGD peptide

机译：通过微流肽链延长和光化学环化的快速，清洁合成环状肽的方法：合成环状RGD肽

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摘要

A cyclic RGD peptide was efficiently synthesized based on micro-flow, triphosgene-mediated peptide chain elongation and micro-flow photochemical macrolactamization. Our approach enabled a rapid (amidation for peptide chain elongation ＜5 s, macrolactamization ＜5 min) and clean (only one column chromatographic separation) synthesis of a cyclic peptide.

机译：基于微流，三光气介导的肽链延长和微流光化学大内酰胺化，可以有效地合成环状RGD肽。我们的方法能够快速合成环状肽（酰胺链断裂＜5 s，大内酰胺化＜5 min），并且可以干净（仅一柱色谱分离）合成。

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《Organic & biomolecular chemistry》 |2016年第47期|11244-11249|共6页
作者
Yuto Mifune; Hiroyuki Nakamura; Shinichiro Fuse;
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作者单位

Laboratory for Chemistry and Life Science, Institute of Innovative Research, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama 226-8503, Japan;

Laboratory for Chemistry and Life Science, Institute of Innovative Research, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama 226-8503, Japan;

Laboratory for Chemistry and Life Science, Institute of Innovative Research, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama 226-8503, Japan;

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机译：一锅光化学开环/裂解法合成和解码环状肽文库
2. Synthesis of Azole-Enriched Cyclic Peptides by A Clean Solid-Phase-Based Cyclization-Cleavage Strategy [J] . Houchao Tao, Lingling Peng, Qinghai Zhang ACS combinatorial science . 2013,第9期

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3. Backbone metal-cyclization: a novel approach for simultaneous peptide cyclization and radiolabeling. Application to the combinatorial synthesis of rhenium-cyclic somatostatin analogs [J] . Fridkin G, Bonasera TA, Litman P, Nuclear Medicine and Biology . 2005,第1期

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5. Part I. Application of 2-hydroxymethylacrylic acid, a product of Baylis-Hillman reaction, for the synthesis of novel N-backbone-to-side-chain cyclic peptide analogs: Strategies and side reactions. Part II. Synthesis and biological activities of chimeric bioactive peptides featuring amino acids coupled to 4-anilino-n-phenethyl-piperidine. [D] . Petrov, Ravil Rashitovich. 2007

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A rapid and clean synthetic approach to cyclic peptides via micro-flow peptide chain elongation and photochemical cyclization: synthesis of a cyclic RGD peptide

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