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氨基酸通过甲醛进行交联。模型化合物的制备及碳-13核磁共振谱

Cross-linking of amino acids by formaldehyde. Preparation and 13C NMR spectra of model compounds.

作者信息

Kelly D P, Dewar M K, Johns R B, Wei-Let S, Yates J F

出版信息

Adv Exp Med Biol. 1977;86A:641-7. doi: 10.1007/978-1-4684-3282-4_38.

DOI:10.1007/978-1-4684-3282-4_38
PMID:562613
Abstract

Model cross-linked systems have been prepared by reacting amino acids or alkylamines with formaldehyde and various amino acid model compounds such as 2,4-dimethylphenol (tyrosine), 3-methylindole (tryptophan) and alkylamides (glutamine, asparagine. 13C NMR spectra of the products show the resonances of the formaldehyde-derived methylene carbons in the region 45-60 ppm. Interferences occur from resonances of the alpha-amino acid methine carbons. From the data for these products and other model compounds it has been possible to predict the shifts of the residual methylene carbons in a variety of cross-linked systems. This NMR technique shows promise as a rapid non-degradative method for identification of cross-linking sites.

摘要

通过使氨基酸或烷基胺与甲醛以及各种氨基酸模型化合物(如2,4-二甲基苯酚(酪氨酸)、3-甲基吲哚(色氨酸)和烷基酰胺(谷氨酰胺、天冬酰胺))反应,制备了模型交联体系。产物的13C NMR光谱显示了在45 - 60 ppm区域内甲醛衍生的亚甲基碳的共振信号。α-氨基酸次甲基碳的共振信号会产生干扰。根据这些产物和其他模型化合物的数据,已能够预测各种交联体系中残余亚甲基碳的化学位移。这种NMR技术有望成为一种用于识别交联位点的快速非降解方法。

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