ArticleThe Journal of organic chemistry2020
Leveraging Stereoelectronic Effects in Biofilm Eradication: Synthetic β-Amino Human Milk Oligosaccharides Impede Microbial Adhesion As Observed by Scanning Electron Microscopy.
Article in The Journal of organic chemistry, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed.
- Article
- Evaluation of Kochetkov Hemiaminal hydrolysis under acidic, alkaline, and neutral conditions.Carbohydrate research · 2024Article
- The Utility of Human Milk Oligosaccharides against Group BACS central science · 2023Article
- Anti-biofilm Activity of Human Milk Oligosaccharides in Clinical Strains of Streptococcus agalactiae with Diverse Capsular and Sequence Types.Chembiochem : a European journal of chemical biology · 2023Article
- Review
- Recent advances on human milk oligosaccharide antimicrobial activity.Current opinion in chemical biology · 2022Review
- Beyond GalNAc! Drug delivery systems comprising complex oligosaccharides for targeted use of nucleic acid therapeutics.RSC advances · 2022Review
- The Diverse Antimicrobial Activities of Human Milk Oligosaccharides against Group B Streptococcus.Chembiochem : a European journal of chemical biology · 2022Review
- Antibiofilm Activity of Human Milk Oligosaccharides against Multidrug Resistant and Susceptible Isolates ofACS infectious diseases · 2021Article
- Synthesis as an Expanding Resource in Human Milk Science.Journal of the American Chemical Society · 2021Review
Corrections and comments
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Authors and funding
8 authors.
Funding
Abstract
Alongside Edward, Lemieux was among the earliest researchers studying negative hyperconjugation (i.e., the anomeric effect) or the preference for gauche conformations about the C1-O5 bond in carbohydrates. Lemieux also studied an esoteric, if not controversial, theory known as the reverse anomeric effect (RAE). This theory is used to rationalize scenarios where predicted anomeric stabilization does not occur. One such example is the Kochetkov amination where reducing end amines exist solely as the β-anomer. Herein, we provide a brief account of Lemieux's contributions to the field of stereoelectronics and apply this knowledge toward the synthesis of β-amino human milk oligosaccharides (βΑ-HMOs). These molecules were evaluated for their ability to inhibit growth and biofilm production in Group B Streptococcus (GBS) and
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