Reduction of Nitroblue Tetrazolium Chloride and in vitro Inactivation of Viruses by D-Aldohexoses
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概要
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In previous papers, we reported that in the presence of Cu2+ (10-4M) aldopentoses, D-arabinose(1), D-lyxose(2), D-ribose(3), and D-xylose(4), inactivate in vitro tobacco mosaic virus (TMV) and bacteriophageφXl74 and that superoxide and other oxygen radicals generated by the autoxidation of these sugars are responsible for the inactivation of the viruses. Moreover, we suggested that the observed differences in the biological activity and the rate of the autoxidation reactions of the four pentoses are due to their configurational difference, since the order [(3) > (2) > (4) > (1)] is the same both in rhe activity and in the reaction rate, and the similar effect of configuration on the rate of the oxidation reaction and enolization of aldopentoses was reportedi n the literature. Aldohexoses are in general less reactive than aldopentoses in oxidations (e.g.. halogen oxidation of free sugars) and have been reported to exhibit very weak nucleic acid-cleaving activity. However, we have recently found that some partially substituted aldohexoses exhibit higher biological activities than the corresponding unsubstituted ones, More recently Bucala et al. reported the possibility of some common reducing hexoses being involved in nucleic acid aging in vivo and age-related dysfunction in gene expression via chemical modification or strand scission. ln view of these developments, we have examined the reduction of nitroblue tetrazolium chloride(NBT) and the in vitro inactivation of viruses by four kinds of D‐aldohexoses: D-altrose, D-mannose(8), D-allose(5), and D-glucose(7), which have the same configuration at C-2 and C‐3, respectively, as the above‐mentioned four aldopentoses, to see whether or not in the term of configuration the order in their reactivity and biological activity is the same as the corresponding aldopentoses.これまでの研究により, D-アラビノース(1)，D-リキソース(2)，D-リボソース(3)，およびD-キシロース(4)が，室温，緩衝液中ニトロブルーテトラゾリウム(NBT)を還元し，またCu2+の存在下でウイルスを不活化することがわかったので，これらの糖とC-2，C-3位の立体配置が同じであるD-アルトロース(6)，D-マンノース(8)，D-ロース(5)およびD-グルコース(2) (いずれも市販品)のNBT還元力，バクテリオファージφX174およびタバコモザイクウイルス(TMV)の不活化反応(リン酸緩衝液中，pH8.1，37℃，3時間)を検討した。その結果，NBT還元力は，ペントースと異なった反応性順位(6>5>7>8>)が得られ，これはIsbell らによって報告されたアルカリ条件下のヘキソースのエノール化速度とほぼ一致した。ウイルス不活化力は，いずれのヘキソースもD-リボースより小さかったが，ヘキソース間では有意差は認められなかった。
- 三重大学農学部の論文
- 1984-12-00