A comprehensive review of glycosylated bacterial natural products.

@article{Elshahawi2015ACR,
  title={A comprehensive review of glycosylated bacterial natural products.},
  author={Sherif I. Elshahawi and Khaled A. Shaaban and Madan K. Kharel and Jon S. Thorson},
  journal={Chemical Society reviews},
  year={2015},
  volume={44 21},
  pages={
          7591-697
        }
}
A systematic analysis of all naturally-occurring glycosylated bacterial secondary metabolites reported in the scientific literature up through early 2013 is presented. This comprehensive analysis of 15 940 bacterial natural products revealed 3426 glycosides containing 344 distinct appended carbohydrates and highlights a range of unique opportunities for future biosynthetic study and glycodiversification efforts. 
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References

SHOWING 1-10 OF 1,233 REFERENCES
Bioactive C-glycosides from bacterial secondary metabolism.
  • P. G. Hultin
  • Chemistry, Medicine
  • Current topics in medicinal chemistry
  • 2005
TLDR
This review discusses the C-glycosidic compounds produced by various bacteria, particularly the "biosynthetically talented" Streptomyces, along with brief descriptions of the known biological and pharmacological properties of the compounds. Expand
Isoflavonoid Production by Genetically Engineered Microorganisms 54
TLDR
These natural compounds constitute a subclass of flavonoids, which belong to a broader class of plant products known as phenylpropanoids, and are gaining attention due to their pharmaceutical properties. Expand
Structure, activity, synthesis and biosynthesis of aryl-C-glycosides.
The focus of this review is to highlight the structure, bioactivity and biosynthesis of naturally occurring aryl-C-glycosides. General synthetic methods and their relevance to proposed biochemicalExpand
The structural biology of enzymes involved in natural product glycosylation.
TLDR
This review summarizes the structural studies of bacterial enzymes involved in biosynthesis of novel sugar nucleotides and serves as a starting point for engineering variant enzymes to facilitate to production of differentially-glycosylated natural products. Expand
Chapter 6:Biosynthesis of Indolocarbazole Alkaloids and Generation of Novel Derivatives by Combinatorial Biosynthesis
Indolocarbazole alkaloids constitute an important class of natural products, which display a wide range of biological activities, including antibacterial, antifungal, antiviral, antitumor,Expand
Exploiting the natural metabolic diversity of Streptomyces venezuelae to generate unusual reduced macrolides.
An unusual set of reduced macrolide antibiotics was discovered by combination of organic synthesis and a biosynthetic approach using the unique metabolic diversity of Streptomyces venezuelae; twoExpand
Bioactive oligosaccharide natural products.
TLDR
Oligosaccharide natural products target a wide spectrum of biological processes including disruption of cell wall biosynthesis, interference of bacterial translation, and inhibition of human α-amylase, and have the potential for development as treatments of such diverse diseases as bacterial infections and type II diabetes. Expand
The structure of a novel sugar component of polyene macrolide antibiotics: 2,6-dideoxy-L-ribohexopyranose.
A novel carbohydrate has been isolated after acidic hydrolysis of nystatin A3, candidinin and polyfungin B and its structure established as 2,6-dideoxy-L-ribohexopyranose.
Structural elucidation of arthrobacilins A, B and C, structurally unique secondary metabolites of A microorganism
Abstract Arthrobacilins are novel cell growth inhibitors produced by Arthrobactor sp. NR2967. Their structures have been elucidated based on various NMR experiments and acid hydrolysis.
Engineering the glycosylation of natural products in actinomycetes.
TLDR
Improvements in this area indicate that glycosyltransferases involved in the biosynthesis of natural products have substrate flexibility regarding the sugar donor but also, less frequently, with respect to the aglycon acceptor, thus enabling an increase in the structural diversity ofnatural products. Expand
...
1
2
3
4
5
...