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首页> 美国卫生研究院文献>Biochemical Journal >The reaction of protein amino groups with methyl 5-iodopyridine-2-carboximidate. A possible general method of preparing isomorphous heavy-atom derivatives of proteins
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The reaction of protein amino groups with methyl 5-iodopyridine-2-carboximidate. A possible general method of preparing isomorphous heavy-atom derivatives of proteins

机译：蛋白氨基与5-碘吡啶-2-羧亚氨酸甲酯的反应。一种可能的制备蛋白质同构重原子衍生物的通用方法

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1. The synthesis of methyl 5-iodopyridine-2-carboximidate and its reaction with amino groups of model compounds and performic acid-oxidized insulin are described. The reagent was designed to introduce heavy atoms into specific sites in proteins. 2. Specific reaction with the amino groups of oxidized insulin can be achieved under reasonably mild conditions giving rise to the corresponding N-monosubstituted amidines. 3. The extent of reaction of this reagent with protein amino groups can be readily determined by difference spectroscopy. Modification of lysine residues inhibits tryptic cleavage at such residues, and this can be of assistance in establishing the site of modification in the primary structure. 4. Evidence is presented to show that methyl 5-iodopyridine-2-carboximidate can react specifically, at pH5.0, with the aromatic amino group of 3-amino-l-tyrosine; the final product of this reaction is a 2-arylbenzoxazole. 5. The use of this reagent as a general method for preparing heavy-atom isomorphous derivatives of proteins is discussed.
机译：1.描述了5-碘吡啶-2-羧甲基丙烯酸甲酯的合成及其与模型化合物和过甲酸氧化的胰岛素的氨基的反应。该试剂旨在将重原子引入蛋白质的特定位点。 2.与氧化的胰岛素的氨基的特异性反应可以在适当温和的条件下实现，从而产生相应的N-单取代的idine。 3.该试剂与蛋白质氨基的反应程度可以通过差光谱法容易地确定。赖氨酸残基的修饰抑制了此类残基的胰蛋白酶切割，这有助于在一级结构中建立修饰位点。 4.提供的证据表明5-碘吡啶-2-羧酰亚胺酸甲酯可以在pH5.0下与3-氨基-1-酪氨酸的芳香氨基特异性反应。该反应的最终产物是2-芳基苯并恶唑。 5.讨论了该试剂作为制备蛋白质的重原子同构衍生物的一般方法的用途。

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