SEQUENCE-DEPENDENT REACTIVITY OF MODEL PEPTIDES WITH GLYCERALDEHYDE
SEQUENCE-DEPENDENT REACTIVITY OF MODEL PEPTIDES WITH GLYCERALDEHYDE
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DOI：
10.1016/0008-6215(89)84085-6
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发表时间：
1989-06-15
影响因子：
3.1
通讯作者：
MANNING, JM
中科院分区：
文献类型：
--
作者：
MORI, N;BAI, Y;MANNING, JM
甘油醛与三肽的反应比与二肽的反应快。与三肽反应的pH曲线显示最佳范围为8.5-10.0，比用二肽发现的高约1 -2个pH单位。第二个氨基酸残基不仅影响反应速率，而且影响Amadori重排产物酮胺的形成程度。组氨酸作为二肽或三肽的第二个氨基酸残基的存在，可能通过促进重排而大大加快了反应速率。传统的氨基酸分析和液相色谱程序已被用来检测中间体和酮胺产品。1H-N.m.r.还原加合物的分析与指定的结构一致。
Glyceraldehyde reacted faster with tripeptides than with dipeptides. The pH profiles of the reactions with tripeptides displayed optima in the range of 8.5-10.0, .apprx.1-2 pH units higher than found with dipeptides. The second amino acid residue influences not only the rate of reaction but also the extent of formation of the product of the Amadori rearrangement, the ketoamine. The prescence of histidine as the second amino acid residue of either di- or tri-peptides greatly accelerated the rate of reaction perhaps by facilitating the rearrangement. Conventional amino acid analysis and liquid chromatography procedures have been used to detect intermediates and the ketoamine product. 1H-N.m.r. analysis of the reduced adducts was consistent with the assigned structures.