期刊
CHEMISTRYOPEN
卷 6, 期 1, 页码 11-14出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/open.201600134
关键词
biotransformation; cyanobactin; hybrid macrocycles; macrocyclization; peptides
资金
- European Research Council [339367]
- UK Biotechnology and Biological Sciences Research Council [K015508/1]
- Wellcome Trust [094476]
- EPSRC
- BBSRC [BB/M028461/1, BB/K015508/1] Funding Source: UKRI
- Biotechnology and Biological Sciences Research Council [BB/K015508/1, BB/M028461/1] Funding Source: researchfish
Natural products comprise a diverse array of molecules, many of which are biologically active. Most natural products are derived from combinations of polyketides, peptides, sugars, and fatty-acid building blocks. Peptidic macrocycles have attracted attention as potential therapeutics possessing cell permeability, stability, and easy-to-control variability. Here, we show that enzymes from the patellamide biosynthetic pathway can be harnessed to make macrocycles that are hybrids of amino acids and a variety of manmade chemical building blocks, including aryl rings, polyethers, and alkyl chains. We have made macrocycles with only three amino acids, one of which can be converted to a thiazoline or a thiazole ring. We report the synthesis of 18 peptide hybrid macrocycles, nine of which have been isolated and fully characterized.
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