The expansive library of jadomycins

• Published in: Canadian journal of chemistry Vol. 96; no. 6; pp. 495 - 501
• Main Authors: MacLeod, Jeanna M, Forget, Stephanie M, Jakeman, David L
• Format: Journal Article
• Language: English
• Published: Ottawa NRC Research Press 01-06-2018; Canadian Science Publishing NRC Research Press
• Subjects: Amino acids; biosynthetic gene cluster; biosynthèse combinatoire; biosynthèse dirigée par les précurseurs; Chemical properties; combinatorial biosynthesis; Deletion; famille de gènes biosynthétiques; Gene expression; gene inactivation; inactivation de gène; jadomycin; jadomycine; métabolite secondaire; Natural products; precursor-directed biosynthesis; produits naturels; secondary metabolite; semi-synthesis; semi-synthèse; Sugar
• ISSN: 0008-4042; 1480-3291
• DOI: 10.1139/cjc-2017-0573

The jadomycin family of natural products was discovered from Streptomyces venezuelae ISP5230 in the 1990s. Subsequent identification of the biosynthetic gene cluster along with synthetic efforts established that incorporation of an amino acid into the polyaromatic angucycline core occurs non-enzymatically. Over two decades, the precursor-directed biosynthetic potential of the jadomycins has been heavily exploited, generating a library exceeding 70 compounds. This review compiles the jadomycins that have been isolated and characterized to date; these include jadomycins incorporating proteinogenic and non-proteinogenic amino acids, semi-synthetic derivatives, biosynthetic shunt products, compounds isolated in structural gene deletion studies, and deoxysugar sugar variant jadomycins produced by deletion or heterologous expression of sugar biosynthetic genes.