First principles investigation of vancomycin and teicoplanin binding to bacterial cell wall termini

Journal of the American Chemical Society
Jung-Goo LeeChristopher Roland

Abstract

The recent rise of vancomycin-resistant enterococci (VRE) has given new impetus to the study of the binding between glycopeptide antibiotics and bacterial cell wall termini. Here, we report on an extensive first principles investigation of the binding of vancomycin and teicoplanin with d-Ala-d-Lac (characteristic of VREs) and d-Ala-d-Ala (characteristic of non-VREs). Binding of both antibiotics to d-Ala-d-Ala was found to be stronger by about 3-5 kcal/mol and due primarily to the oxygen-oxygen lone-pair repulsion characteristic of the antibiotic/d-Ala-d-Lac complex. These results are in good agreement with recent experimental findings.

References

Nov 1, 1989·European Journal of Clinical Microbiology & Infectious Diseases : Official Publication of the European Society of Clinical Microbiology·P E Reynolds
Oct 27, 1998·Journal of Medical Microbiology·N Woodford
Aug 15, 2000·Annual Review of Biophysics and Biomolecular Structure·P J Loll, P H Axelsen
Apr 11, 2001·Emerging Infectious Diseases·F C TenoverM V Lancaster
Jun 11, 2002·Journal of Molecular Biology·Christopher LehmannGeorge M Sheldrick
Feb 22, 2003·Angewandte Chemie·Brian K Hubbard, Christopher T Walsh
Aug 2, 2003·Journal of the American Chemical Society·Casey C McComasDale L Boger

❮ Previous
Next ❯

Citations

Jul 23, 2008·Journal of Molecular Graphics & Modelling·Jung-Goo LeeChristopher Roland
Apr 25, 2006·Chemistry : a European Journal·Yanxing JiaJieping Zhu
Aug 14, 2014·Journal of Materials Chemistry. B, Materials for Biology and Medicine·Yi WanDun Zhang
Nov 16, 2011·Chemistry : a European Journal·Bengang XingEdwin K L Yeow
Oct 14, 2020·Antimicrobial Agents and Chemotherapy·Daniel G LloydEdward J Taylor
Jul 21, 2006·The Journal of Physical Chemistry. B·Jung-Goo LeeChristopher Roland

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.