Biosynthetic 4,6-dehydratase gene deletion: isolation of a glucosylated jadomycin natural product provides insight into the substrate specificity of glycosyltransferase JadS

• Published in: Organic & biomolecular chemistry Vol. 15; no. 13; pp. 2725 - 2729
• Main Authors: Forget, S. M., Na, Jungwook, McCormick, N. E., Jakeman, D. L.
• Format: Journal Article
• Language: English
• Published: CAMBRIDGE Royal Soc Chemistry 28.03.2017
• Subjects: Biological Products - chemistry; Biological Products - isolation & purification; Biological Products - metabolism; Chemistry; Chemistry, Organic; Gene Deletion; Glycosylation; Glycosyltransferases - metabolism; Hydro-Lyases - genetics; Hydro-Lyases - metabolism; Isoquinolines - chemistry; Isoquinolines - isolation & purification; Isoquinolines - metabolism; Molecular Conformation; Physical Sciences; Science & Technology; Substrate Specificity; STREPTOMYCES-VENEZUELAE ISP5230; ANALOGS; RING; BIOLOGY; GLYCOSYLATION; CLUSTER; ANTIBIOTICUS; SYNTHETIC DIVERSIFICATION
• ISSN: 1477-0520; 1477-0539
• DOI: 10.1039/c7ob00259a

Deletion of the biosynthetic 4,6-dehydratase gene, jadT, present in the angucycline jadomycin dideoxysugar biosynthetic pathway, led to the isolation of a novel C12 glucosylated jadomycin. JadS was identified as the catalyst responsible for glucosylation due to a loss of production of the glucosylated natural product in a Delta jadS Delta jadT deletion strain. This study demonstrates that a 2,6-dideoxy-L-sugar glycosyltransferase is able to transfer D-glucose, exemplifying remarkable substrate tolerance.