期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 58, 期 24, 页码 8231-8234出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201902454
关键词
cross-coupling; cyclopeptides; membrane permeability; organozinc; peptides
资金
- [SFB 749]
We report a new late-stage functionalization of small peptides and cyclopeptides relying on the Negishi cross-coupling of readily prepared iodotyrosine- or iodophenylalanine-containing peptides with aryl-, heteroaryl-, and alkylzinc pivalates or halides. In silico and in vitro determinations of membrane permeability parameters of the modified cyclopeptides showed that in most cases, the solubility was improved by the introduction of polar pyridyl units while the cell-membrane permeability was maintained.
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