Open AccessSynthesis of Bacterial-Derived Peptidoglycan Cross-Linked Fragments
Author(s) -
Siavash Mashayekh,
Klare L. Bersch,
J. Michael Ramsey,
Thomas Harmon,
Benjamin Prather,
Lauren A. Genova,
Catherine L. Grimes
Publication year - 2020
Publication title -
journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.2
H-Index - 228
eISSN - 1520-6904
pISSN - 0022-3263
DOI - 10.1021/acs.joc.0c01852
Subject(s) - peptidoglycan , chemistry , bacterial cell structure , cell wall , amino acid , peptide , biochemistry , structural motif , bacteria , chemical synthesis , bacterial protein , stereochemistry , combinatorial chemistry , computational biology , in vitro , genetics , gene , biology
Peptidoglycan (PG) is the core structural motif of the bacterial cell wall. Fragments released from the PG serve as fundamental recognition elements for the immune system. The structure of the PG, however, encompasses a variety of chemical modifications among different bacterial species. Here, the applicability of organic synthetic methods to address this chemical diversity is explored, and the synthesis of cross-linked PG fragments, carrying biologically relevant amino acid modifications and peptide cross-linkages, is presented using solution and solid phase approaches.