一对具有DNA切割功能的新型酰胺对映体  

A Pair of New Enantiomeric Amides with DNA-cleaving Function

作　　者：朱长进 路杨[2] 杜海莲[2] 蒋宇扬[1] 赵玉芬 

机构地区：[1]清华大学生命科学与工程研究院 [2]厦门大学化学系,厦门361005

出　　处：《高等学校化学学报》2004年第6期1065-1068,共4页Chemical Journal of Chinese Universities

基　　金：国家自然科学重点基金 (批准号 :2 0 13 2 0 2 0 );福建省自然科学基金 (批准号 :2 0 0 1F0 0 8)资助

摘　　要：设计合成一对新型的丝氨酸 -组胺酰胺对映体化合物 L-Ser-Hism和 D-Ser-Hism,发现它们具有明显的 DNA切割活性 ,切割反应的最佳 p H范围为 6.0～ 6.5 . L -Ser-Hism的切割活性比 D-Ser-Hism的强 .与丝组二肽相比 ,这对酰胺对映体未显示出明显的切割蛋白活性 ,表明其对 DNA的优先切割功能 .A number of small molecules have been shown to hydrolyze RNA as probes in RNA structure studies but very few reports have been found that small molecules can hydrolyze DNA. Previously we found that ser-his dipeptide could cut DNA probably \%via\% a hydrolytic mechanism,and also showed protein-cleaving activity. We have focused on developing additional small molecules with DNA cleavage activity and studying their mechanism in the cleavage. In the present study,we designed a pair of new enantiomeric serine/histamine amides,\%L\%-Ser-Hism and \%D\%-Ser-Hism. These two amides were synthesized by coupling of \%L\%- and \%D\%-serine with histamine,respectively,using the common DCC peptide synthesis method. Their function was assessed by the electrophoresis of DNA products,which were produced from the incubation of the amides with DNA. It was found that both of the amides were capable of cleaving DNA significantly at optimal pH=6.0\_6.5,and that the isomer \{\%L\%-Ser\}-Hism showed a stronger cleavage function than the other isomer \%D\%-Ser-Hism. However,they could not cleave the protein BSA when the amides were tested in the protein cleavage experiment. These findings suggest the preferential DNA cleavage function of the amides. [WT5HZ]

关 键 词：丝氨酸-组胺酰胺 DNA 切割 

分 类 号：O61.29[理学—无机化学]