Riboflavin°ú adenine°úÀÇ ÝÂíÊà ßÓû»íÂéİú ÀÌ¿¡ ¹ÌÄ¡´Â Barbitalͧ ûùùêÚªÀÇ ç¯úÂ
Molecular Interaction between Riboflavin and Adenine and the Effect of Barbiturates
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KMID : 0380219700030020061
Abstract
Flavin°ú adenineÀÇ Ï°ðã¿Í ÀÌ¿¡ ¹ÌÄ¡´Â barbitalͧ ÈÇÕ¹°ÀÇ ¿µÇâ¿¡ °üÇÑ ßæÚªÚª×âîÜ ¿¬±¸¸¦ ½ÃÇàÇÏ¿´´Ù.
riboflavin°ú adenineÀº êóѦ¿ë¸ÅÁß¿¡¼ ¼±ÅÃÀûÀÎ ü»ßÒâ©áÈÌ¿ùêô÷¸¦ Çü¼ºÇϰí, barbital ÈÇÕ¹°Àº ±× üåùêÀ» ðæúªÇÑ´Ù.
â©éÁäû Áß¿¡¼ÀÇ FAD´Â isoalloxazineü»°ú adenineü»ÀÇ °ãÄ£ ñìÜÜÌ¿ùêÀ» Çϰí ÀÖÀ½À» ¾Ë¾úÀ¸¸ç ÀÌ´Â model ÈÇÕ¹°¿¡¼ ¹àÇôÁø ü»ßÒâ©áÈÌ¿ùê°ú´Â º°µµÀÇ üåùêåÆãÒÀ» Çϰí ÀÖ´Ù.
barbitalÀ» °¡ÇÏ¿´À» ¶§ ÀÌ´Â adenine ݻݰú â©áÈÌ¿ùêÀ» Çü¼ºÇÏ¿© ÀÌ »ç½ÇÀÌ FAD¿Í apo È¿¼Ò¿ÍÀÇ Ì¿ùê¿¡ ¿µÇâÀ» ÁÖ¿ö flavin È¿¼ÒÀÇ ðæúªÀÇ ¿øÀÎÀÌ µÈ´Ù°í õÏïÒÇÏ¿´´Ù.
Biophysical investigation has been carried out for the interaction of barbiturate and its mixtures with adenine and flavin.
Riboflavin tetraacetate has been found to be specifically associated with ethyladenine in organic solvents.
The complex is a 1:1 cyclic hydrogen-bonded dimer through the imino and 2-C carbonyl groups of the isoalloxazine ring and the amino group of the adenine residue.
Some barbiturates were found to prevent the formation of the adenine-riboflavin complex. In the aqueous solution, FAD takes a folded conformation in the molecule by stacking isoalloxazine and adenine rings.
This finding differs from the existence of coplanar interaction in the case of the model compound. When the barbiturate is added, it forms a hydrogen bond with the adenine and it is suggested, therefore, that the barbiturates inhibit flavin enzymes by disturbing the interaction of FAD and apo-enzyme.
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