Skip to content

Opening book details…

Can I read Facile Synthesis and Metabolic Incorporation of m -DAP Bioisosteres Into Cell Walls of Live Bacteria on EtoBox?

Facile Synthesis and Metabolic Incorporation of m -DAP Bioisosteres Into Cell Walls of Live Bacteria by Apostolos, Alexis J.; Nelson, Julia M.; Silva, José Rogério A.; Lameira, Jerà́nimo; Achimovich, Alecia M.; Gahlmann, Andreas; Alves, Cláudio N.; Pires, Marcos M. is a Biochemistry, Genetics and Molecular Biology article available to read on EtoBox.

What is Facile Synthesis and Metabolic Incorporation of m -DAP Bioisosteres Into Cell Walls of Live Bacteria about?

Bacterial cell walls contain peptidoglycan (PG), a scaffold that provides proper rigidity to resist lysis from internal osmotic pressure and a barrier to protect cells against external stressors. It consists of repeating sugar units with a linkage to a stem peptide that becomes cross-linked by cell wall transpeptidases (TP). While synthetic PG fragments containing L-lysine in the third position on the stem peptide are easier to access, those with meso-diaminopimelic acid (m-DAP) pose a severe synthetic challenge. Herein, we describe a solid phase synthetic scheme based on widely available building blocks to assemble meso-cystine (m-CYT), which mimics key structural features of m-DAP. To demonstrate proper mimicry of m-DAP, cell wall probes were synthesized with m-CYT in place of m-DAP and evaluated for their metabolic processing in live bacterial cells. We found that m-CYT-based cell wall probes were properly processed by TPs in various bacterial species that endogenously contain m-DAP in their PG. Additionally, we have used hybrid quantum mechanical/molecular mechanical (QM/MM) and molecular dynamics (MD) simulations to explore the influence of m-DAP analogs on the PG crosslinking

Who reads Facile Synthesis and Metabolic Incorporation of m -DAP Bioisosteres Into Cell Walls of Live Bacteria?

It is typically read by researchers, students, and practitioners in Biochemistry, Genetics and Molecular Biology.

Author
Apostolos, Alexis J.; Nelson, Julia M.; Silva, José Rogério A.; Lameira, Jerà́nimo; Achimovich, Alecia M.; Gahlmann, Andreas; Alves, Cláudio N.; Pires, Marcos M.
Publisher
American Chemical Society; American Chemical Society (ACS) (ISSN 1554-8929)
Published
2020
Language
EN
Field
Biochemistry, Genetics and Molecular Biology (Life Sciences)

More by Apostolos, Alexis J.; Nelson, Julia M.; Silva, José Rogério A.; Lameira, Jerà́nimo; Achimovich, Alecia M.; Gahlmann, Andreas; Alves, Cláudio N.; Pires, Marcos M.

Browse all works by Apostolos, Alexis J.; Nelson, Julia M.; Silva, José Rogério A.; Lameira, Jerà́nimo; Achimovich, Alecia M.; Gahlmann, Andreas; Alves, Cláudio N.; Pires, Marcos M.