陨石催化的分子间糖基化反应在质子束辐照下产生核苷。

Bizzarri Bruno Mattia, Fanelli Angelica, Kapralov Michail, Krasavin Eugene, Saladino Raffaele

Ecological and Biological Sciences Department (DEB), University of Tuscia Via S. Camillo de Lellis snc 01100 Viterbo Italy

Joint Institute for Nuclear Research, JINR's Laboratory of Radiation Biology Dubna Russia.

RSC Adv. 2021 May 27;11(31):19258-19264. doi: 10.1039/d1ra02379a. eCollection 2021 May 24.

Di-glycosylated adenines act as glycosyl donors in the intermolecular -glycosylation of pyrimidine nucleobases under proton beam irradiation conditions. Formamide and chondrite meteorite NWA 1465 increased the yield and the selectivity of the reaction. The glycosyl transfer process was highly regioselective in yielding canonical -pyrimidine nucleosides, the natural β-anomers prevailing in the presence of formamide and NWA 1465. These data highlight the possible role of intermolecular -glycosylation in the prebiotic formation of purine and pyrimidine nucleosides, avoiding the occurrence of independent synthetic pathways.

双糖基化腺嘌呤在质子束辐照条件下作为嘧啶核碱基分子间糖基化反应中的糖基供体。甲酰胺和球粒陨石NWA 1465提高了反应的产率和选择性。糖基转移过程在生成标准β-嘧啶核苷方面具有高度区域选择性，在甲酰胺和NWA 1465存在下主要生成天然β-异头物。这些数据突出了分子间β-糖基化在嘌呤和嘧啶核苷的前生物形成中可能发挥的作用，避免了独立合成途径的出现。