Enzymatic glucosylation of unnatural naphthols by a promiscuous glycosyltransferase from Aloe arborescens. Issue 22 (31st May 2017)

• Record Type: Journal Article
• Authors: Xie, Kebo; Zhang, Yujiao; Chen, Ridao; Chen, Dawei; Yang, Lin; Liu, Xia; Dai, Jungui
• Is Part Of: Tetrahedron letters. Volume 58:Issue 22(2017)
• Page Start: 2118
• Page End: 2121
• Publication Date: 2017-05-31
• Subjects: Enzymatic glucosylation -- Catalytic promiscuity -- Unnatural aglycons -- Naphthols -- Bioactive glycoside; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2017.04.041
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: A new GT from Aloe arborescens exhibited catalytic promiscuity and high efficiency to diverse unnatural naphthols. A cost-effective enzymatic approach to novel and bioactive unnatural glycosides was established. This work indicates the significant potential of natural GTs in synthesis of unnatural bioactive glycosides. Abstract: Enzymatic glucosylation of unnatural products by natural glycosyltransferases (GTs) has great potential in creating novel and bioactive glucosides. A new GT (AaGT3) from Aloe arborescens exhibited catalytic promiscuity and high efficiency to diverse unnatural naphthols. By combing the substrate flexibility and catalytic reversibility of AaGT3, a cost-effective enzymatic approach to novel and bioactive unnatural glucosides was established. These studies indicate the significant potential of promiscuous natural GTs in synthesis of unnatural bioactive glucosides in drug discovery.