期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 136, 期 15, 页码 5611-5614出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja5018442
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资金
- Novartis
- ETH Zurich
- ETH Research Grant [ETH-43 13-2]
The identification of fast, chemoselective bond-forming reactions is one of the major contemporary challenges in chemistry. We show that chemoselective amide-forming ligations of potassium acyltrifluoroborates (ICATs) and O-carbamoylhydroxylamines proceed in the presence of all unprotected functional groups with a second-order rate constant of 20 M-1 s(-1) PEG chains, lipids, biotin, and dyes were introduced onto an unprotected 31-mer peptide (a GLP-1 analogue) with equimolar ratios of reactants within minutes at 1 mM and within 1 h at 100 mu M, even with M-w 20 000 PEG. This conjugation reaction provides a new approach to the synthesis of molecules such as protein-protein and protein-polymer conjugates.
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