Methods for converting cysteine to dehydroalanine on peptides and proteins

Methods for converting cysteine to dehydroalanine on peptides and proteins
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DOI:
10.1039/c1sc00185j
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发表时间:
2011-01-01
期刊:
影响因子:
8.4
通讯作者:
Davis, Benjamin G.
Davis, Benjamin G.
中科院分区:
化学1区
文献类型:
--
作者:
Chalker, Justin M.;Gunnoo, Smita B.;Davis, Benjamin G.

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Dehydroalanine is a synthetic precursor to a wide array of protein modifications. We describe multiple methods for the chemical conversion of cysteine to dehydroalanine on peptides and proteins. The scope and limitations of these methods were investigated with attention paid to side reactions, scale, and aqueous- and bio-compatibility. The most general method investigated-a bis-alkylation-elimination of cysteine to dehydroalanine-was applied successfully to multiple proteins and enabled the site-selective synthesis of a glycosylated antibody.