4.6 Review

Recent Advances in the Synthesis and Biological Applications of Peptidoglycan Fragments

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 28, Issue 43, Pages -

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202200788

Keywords

peptidoglycan; synthesis; chemoenzymatic; glycosidation; peptide coupling

Funding

  1. Canadian Institutes of Health Research (CIHR)
  2. Natural Sciences and Engineering Research Council of Canada (NSERC)

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The biosynthesis, breakdown, and modification of peptidoglycan (PG) are crucial for bacterial viability and human response to bacterial infection. Chemical synthesis is an important method to obtain PG fragments that can be used as enzyme substrates and inducers of the human immune response. This review highlights recent advancements in the synthesis and biochemical studies of PG fragments, PG biosynthetic intermediates, and PG breakdown products.
The biosynthesis, breakdown, and modification of peptidoglycan (PG) play vital roles in both bacterial viability and in the response of human physiology to bacterial infection. Studies on PG biochemistry are hampered by the fact that PG is an inhomogeneous insoluble macromolecule. Chemical synthesis is therefore an important means to obtain PG fragments that may serve as enzyme substrates and elicitors of the human immune response. This review outlines the recent advances in the synthesis and biochemical studies of PG fragments, PG biosynthetic intermediates (such as Park's nucleotides and PG lipids), and PG breakdown products (such as muramyl dipeptides and anhydro-muramic acid-containing fragments). A rich variety of synthetic approaches has been applied to preparing such compounds since carbohydrate, peptide, and phospholipid chemical methodologies must all be applied.

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