Abstract
6-Sulfo-6-deoxy-D-glucosamine (GlcN6S), 6-sulfo-6-deoxy-D-glucosaminitol (ADGS) and their N-acetyl and methyl ester derivatives have been synthesized and tested as inhibitors of enzymes catalyzing reactions of the UDP-GlcNAc pathway in bacteria and yeasts. GlcN6S and ADGS at micromolar concentrations inhibited glucosamine-6-phosphate (GlcN6P) synthase of microbial origin. The former was also inhibitory towards fungal GlcN6P N-acetyl transferase, but at millimolar concentrations. Both compounds and their N-acetyl derivatives exhibited antimicrobial in vitro activity, with MICs in the 0.125–2.0 mg mL−1 range. Antibacterial but not antifungal activity of GlcN6S was potentiated by D-glucosamine and a synergistic antibacterial effect was observed for combination of ADGP and a dipeptide Nva-FMDP.
Citations
-
5
CrossRef
-
0
Web of Science
-
5
Scopus
Authors (8)
Cite as
Full text
- Publication version
- Accepted or Published Version
- License
- open in new tab
Keywords
Details
- Category:
- Articles
- Type:
- artykuł w czasopiśmie wyróżnionym w JCR
- Published in:
-
CARBOHYDRATE RESEARCH
no. 448,
pages 79 - 87,
ISSN: 0008-6215 - Language:
- English
- Publication year:
- 2017
- Bibliographic description:
- Skarbek K., Gabriel I., Szweda P., Wojciechowski M., Khan M., Boris G., Milewski S., Milewska M.: Synthesis and antimicrobial activity of 6-sulfo-6-deoxy-D-glucosamine and its derivatives// CARBOHYDRATE RESEARCH. -Vol. 448, (2017), s.79-87
- DOI:
- Digital Object Identifier (open in new tab) 10.1016/j.carres.2017.06.002
- Verified by:
- Gdańsk University of Technology
seen 183 times
Recommended for you
Glucosamine-6-phosphate synthase with an oligoHis insert
- K. Kwiatkowska,
- J. Czarnecka,
- M. Wojciechowski
- + 1 authors
Construction of glucosamine-6-phosphate synthase with an internal hexahistydyl fragment
- K. Kwiatkowska,
- J. Czarnecka
Molecular and chemical monitoring of growth and Ochratoxin A biosynthesis of P. verrucosum in wheat stored at different moisture conditions
- M. Schmidt-Heydt,
- W. Richter,
- M. Michulec
- + 2 authors