ArticleChemMedChem2021
Potential Dental Biofilm Inhibitors: Dynamic Combinatorial Chemistry Affords Sugar-Based Molecules that Target Bacterial Glucosyltransferase.
Article in ChemMedChem, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
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Who cites it
8 citing papers in PubMed.
- Synthesis and Antimicrobial Activity of Canthin-6-One Alkaloids.Molecules (Basel, Switzerland) · 2025Article
- Inhibitory effects of carvacrol on glucansucrase fromTurkish journal of biology = Turk biyoloji dergisi · 2025Article
- Unprecedented Diversity of the Glycoside Hydrolase Family 70: A Comprehensive Analysis of Sequence, Structure, and Function.Journal of agricultural and food chemistry · 2024Article
- The potential use of glycosyl-transferase inhibitors for targeted reduction of S. mutans biofilms in dental materials.Scientific reports · 2023Article
- In Situ Inhibitor Synthesis and Screening by Fluorescence Polarization: An Efficient Approach for Accelerating Drug Discovery.Angewandte Chemie (Weinheim an der Bergstrasse, Germany) · 2022Article
- In Situ Inhibitor Synthesis and Screening by Fluorescence Polarization: An Efficient Approach for Accelerating Drug Discovery.Angewandte Chemie (International ed. in English) · 2022Article
- Molecular mechanisms of inhibiting glucosyltransferases for biofilm formation in Streptococcus mutans.International journal of oral science · 2021Review
- Potential Dental Biofilm Inhibitors: Dynamic Combinatorial Chemistry Affords Sugar-Based Molecules that Target Bacterial Glucosyltransferase.ChemMedChem · 2021Article
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Authors and funding
6 authors.
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Abstract
We applied dynamic combinatorial chemistry (DCC) to find novel ligands of the bacterial virulence factor glucosyltransferase (GTF) 180. GTFs are the major producers of extracellular polysaccharides, which are important factors in the initiation and development of cariogenic dental biofilms. Following a structure-based strategy, we designed a series of 36 glucose- and maltose-based acylhydrazones as substrate mimics. Synthesis of the required mono- and disaccharide-based aldehydes set the stage for DCC experiments. Analysis of the dynamic combinatorial libraries (DCLs) by UPLC-MS revealed major amplification of four compounds in the presence of GTF180. Moreover, we found that derivatives of the glucose-acceptor maltose at the C1-hydroxy group act as glucose-donors and are cleaved by GTF180. The synthesized hits display medium to low binding affinity (K
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