Bactoprenol
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IUPAC name
(6E,10E,14E,18E,22E,26E,30E,34E,38E)-3,7,11,15,19,23,27,31,35,39,43-undecamethyltetratetraconta-6,10,14,18,22,26,30,34,38,42-decaen-1-ol | |
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3D model (JSmol) |
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PubChem CID |
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Properties | |
C55H92O | |
Molar mass | 769.318 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Infobox references | |
Bactoprenol is a lipid synthesized by three different species of lactobacilli.[1] It is a hydrophobic C55 isoprenoid.
Bactoprenol phosphate transports NAM and NAG across the cell membrane during the synthesis of peptidoglycan, by flipping the repeating monomer units from the cytoplasm to the periplasm. Bactoprenol remains in the membrane at all times.[2]
Bacitracin inhibits the recycling of pyrophosphobactoprenol to the inner leaflet.[3]
References
- ↑ Thorne KJ, Kodicek E (April 1966). "The structure of bactoprenol, a lipid formed by lactobacilli from mevalonic acid". The Biochemical Journal. 99 (1): 123–7. doi:10.1042/bj0990123. PMC 1264965. PMID 5965329.
- ↑ "peptidoglycan biosynthesis".
- ↑ Robyt, John F (1998). Essentials of Carbohydrate Chemistry. Springer. p. 307.
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