用氰基硼氢化钠对蛋白质进行还原性甲基化。N-氰基甲基副产物的鉴定、抑制及可能用途。
Reductive methylation of proteins with sodium cyanoborohydride. Identification, suppression and possible uses of N-cyanomethyl by-products.
作者信息
Gidley M J, Sanders J K
出版信息
Biochem J. 1982 Apr 1;203(1):331-4. doi: 10.1042/bj2030331.
Abstract
Reductive methylation of protein amino groups with formaldehyde and sodium cyanoborohydride is shown to give up to 25% yield of N-cyanomethyl (-CH2CN) product; on work up of the reaction this is hydrolysed back to starting amine, lowering the methylation yield. Addition of metal ions such as Ni2+, which complex with free cyanide ion, improve reductive methylation yields by suppressing by-product formation. The N-cyanomethyl group itself, produced in good yield when cyanide ion replaces cyanoborohydride, may have some value as a reversible modifier of amino groups in proteins.
摘要
结果表明，用甲醛和氰基硼氢化钠对蛋白质氨基进行还原甲基化反应，可得到高达25%产率的N-氰甲基（-CH2CN）产物；在反应后处理过程中，该产物会水解回起始胺，从而降低甲基化产率。添加如Ni2+等能与游离氰离子络合的金属离子，可通过抑制副产物生成来提高还原甲基化产率。当氰离子取代氰基硼氢化钠时，能以较高产率生成N-氰甲基基团，该基团作为蛋白质中氨基的可逆修饰剂可能具有一定价值。
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本文引用的文献
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