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Literature DB >> 11459476

The total synthesis of lipid I.

M S VanNieuwenhze¹, S C Mauldin, M Zia-Ebrahimi, J A Aikins, L C Blaszczak.

Abstract

A total synthesis of lipid I (4), a membrane-associated intermediate in the bacterial cell wall (peptidoglycan) biosynthesis pathway, is reported. This highly convergent synthesis will enable further studies on bacterial resistance mechanisms and may provide insight toward the development of new chemotherapeutic agents with novel modes of action.

Entities: Chemical

Mesh：

Substances：

Year: 2001 PMID： 11459476 DOI： 10.1021/ja016082o

Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419

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Cited

13 in total

1. Substrate Tolerance of Bacterial Glycosyltransferase MurG: Novel Fluorescence-Based Assays.

Authors: Katsuhiko Mitachi; Hyun Gi Yun; Cody D Gillman; Karolina Skorupinska-Tudek; Ewa Swiezewska; William M Clemons; Michio Kurosu
Journal: ACS Infect Dis Date: 2019-12-11 Impact factor: 5.084

2. Synthesis of Substrates and Biochemical Probes for Study of the Peptidoglycan Biosynthetic Pathway.

Authors: Radha S Narayan; Michael S Vannieuwenhze
Journal: European J Org Chem Date: 2007-01-19

Review 3. Structural basis for the coordination of cell division with the synthesis of the bacterial cell envelope.

Authors: Simon Booth; Richard J Lewis
Journal: Protein Sci Date: 2019-09-30 Impact factor: 6.725

4. N-methylimidazolium chloride-catalyzed pyrophosphate formation: application to the synthesis of Lipid I and NDP-sugar donors.

Authors: Hirokazu Tsukamoto; Daniel Kahne
Journal: Bioorg Med Chem Lett Date: 2011-04-22 Impact factor: 2.823

10. Staphylococcus aureus Penicillin-Binding Protein 2 Can Use Depsi-Lipid II Derived from Vancomycin-Resistant Strains for Cell Wall Synthesis.

Authors: Jun Nakamura; Hidenori Yamashiro; Hiroto Miya; Kenzo Nishiguchi; Hideki Maki; Hirokazu Arimoto
Journal: Chemistry Date: 2013-07-19 Impact factor: 5.236

The total synthesis of lipid I.

1. Substrate Tolerance of Bacterial Glycosyltransferase MurG: Novel Fluorescence-Based Assays.

2. Synthesis of Substrates and Biochemical Probes for Study of the Peptidoglycan Biosynthetic Pathway.

Review 3. Structural basis for the coordination of cell division with the synthesis of the bacterial cell envelope.

4. N-methylimidazolium chloride-catalyzed pyrophosphate formation: application to the synthesis of Lipid I and NDP-sugar donors.

5. Chemoenzymatic syntheses of water-soluble lipid I fluorescent probes.

6. Versatile synthesis of pathogen specific bacterial cell wall building blocks.

Review 7. Lipid intermediates in the biosynthesis of bacterial peptidoglycan.

8. Synthesis and NMR characterization of (Z,Z,Z,Z,E,E,ω)-heptaprenol.

9. Peptidoglycan glycosyltransferase substrate mimics as templates for the design of new antibacterial drugs.

10. Staphylococcus aureus Penicillin-Binding Protein 2 Can Use Depsi-Lipid II Derived from Vancomycin-Resistant Strains for Cell Wall Synthesis.