Natural‐product sugar biosynthesis and enzymatic glycodiversification

CJ Thibodeaux, CE Melançon III… - Angewandte Chemie …, 2008 - Wiley Online Library
Many biologically active small‐molecule natural products produced by microorganisms
derive their activities from sugar substituents. Changing the structures of these sugars can …

Biotechnological advances in UDP-sugar based glycosylation of small molecules

F De Bruyn, J Maertens, J Beauprez, W Soetaert… - Biotechnology …, 2015 - Elsevier
Glycosylation of small molecules like specialized (secondary) metabolites has a profound
impact on their solubility, stability or bioactivity, making glycosides attractive compounds as …

Sweet antibiotics–the role of glycosidic residues in antibiotic and antitumor activity and their randomization

V Křen, T Řezanka - FEMS microbiology reviews, 2008 - academic.oup.com
A large number of antibiotics are glycosides. In numerous cases the glycosidic residues are
crucial to their activity; sometimes, glycosylation only improves their pharmacokinetic …

Glycosyltransferase-catalyzed synthesis of bioactive oligosaccharides

CAGM Weijers, MCR Franssen, GM Visser - Biotechnology advances, 2008 - Elsevier
Mammalian cell surfaces are all covered with bioactive oligosaccharides which play an
important role in molecular recognition events such as immune recognition, cell–cell …

In Vitro Characterization of the Enzymes Involved in TDP-d-Forosamine Biosynthesis in the Spinosyn Pathway of Saccharopolyspora spinosa

L Hong, Z Zhao, CE Melançon, H Zhang… - Journal of the American …, 2008 - ACS Publications
Forosamine (4-dimethylamino)-2, 3, 4, 6-tetradeoxy-β-d-threo-hexopyranose) is a highly
deoxygenated sugar component of several important natural products, including the potent …

Construction of the octose 8-phosphate intermediate in lincomycin A biosynthesis: characterization of the reactions catalyzed by LmbR and LmbN

E Sasaki, CI Lin, KY Lin, H Liu - Journal of the American Chemical …, 2012 - ACS Publications
Lincomycin A is a potent antimicrobial agent noted for its unusual C1 methylmercapto-
substituted 8-carbon sugar. Despite its long clinical history for the treatment of Gram-positive …

Structural analysis and biosynthetic engineering of a solubility-improved and less-hemolytic nystatin-like polyene in Pseudonocardia autotrophica

MJ Lee, D Kong, K Han, DH Sherman, L Bai… - Applied microbiology …, 2012 - Springer
Polyene antibiotics such as nystatin are a large family of very valuable antifungal polyketide
compounds typically produced by soil actinomycetes. Previously, using a polyene …

Mechanisms and structures of vitamin B6-dependent enzymes involved in deoxy sugar biosynthesis

AJ Romo, H Liu - Biochimica et Biophysica Acta (BBA)-Proteins and …, 2011 - Elsevier
PLP is well-regarded for its role as a coenzyme in a number of diverse enzymatic reactions.
Transamination, deoxygenation, and aldol reactions mediated by PLP-dependent enzymes …

In Vitro Characterization of LmbK and LmbO: Identification of GDP-d-erythro-α-d-gluco-octose as a Key Intermediate in Lincomycin A Biosynthesis

CI Lin, E Sasaki, A Zhong, H Liu - Journal of the American …, 2014 - ACS Publications
Lincomycin A is a clinically useful antibiotic isolated from Streptomyces lincolnensis. It
contains an unusual methylmercapto-substituted octose, methylthiolincosamide (MTL) …

Enzymatic synthesis of TDP-deoxysugars

J White-Phillip, CJ Thibodeaux, H Liu - Methods in enzymology, 2009 - Elsevier
Many biologically active bacterial natural products contain highly modified deoxysugar
residues that are often critical for the activity of the parent compounds. Most of these …