Chemistry:C55-isoprenyl pyrophosphate
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 n = 8
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| Preferred IUPAC name
(2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E,38E)-3,7,11,15,19,23,27,31,35,39,43-undecamethyltetratetraconta-2,6,10,14,18,22,26,30,34,38,42-undecaen-1-yl trihydrogen diphosphate | |
| Other names
C55-undecaprenyl pyrophosphate; di-trans,poly-cis-undecaprenyl diphosphate; Undecaprenyl pyrophosphate; Pyrophosphoryl undecaprenol; Undecaisoprenyl pyrophosphate; Undecaprenyl diphosphate; Diphosphoundecaprenol; Bactoprenyl diphosphate
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3D model (JSmol)
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| Properties | |
| C55H92O7P2 | |
| Molar mass | 927.282 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
 verify (what is   ?)
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Tracking categories (test):
C55-isoprenyl pyrophosphate (also known as undecaprenyl pyrophosphate or C55-PP) is an essential molecule involved in the construction of the bacterial peptidoglycan cell wall.[1] It is a receptor found in the plasma membrane of bacteria allowing glycan tetrapeptide monomers synthesized in the cell cytoplasm to translocate to the periplasmic space.[2]
C55-P (undecaprenyl phosphate) is a related compound, containing one fewer phosphate group. It is produced from C55-PP by reaction EC 3.6.1.27, typically catalyzed by UppP/BacA. C55-P is recycled back into C55-PP later in the process. C55-OH is known as bactoprenol.[2]
References
- ↑ Stone, K. John; Strominger, Jack L. (December 1971). "Mechanism of Action of Bacitracin: Complexation with Metal Ion and C55-Isoprenyl Pyrophosphate". PNAS 68 (12): 3223–3227. doi:10.1073/pnas.68.12.3223. PMID 4332017. Bibcode: 1971PNAS...68.3223S.
- ↑ 2.0 2.1 Manat, Guillaume; Roure, Sophie; Auger, Rodolphe; Bouhss, Ahmed; Barreteau, Hélène; Mengin-Lecreulx, Dominique; Touzé, Thierry (June 2014). "Deciphering the Metabolism of Undecaprenyl-Phosphate: The Bacterial Cell-Wall Unit Carrier at the Membrane Frontier". Microbial Drug Resistance 20 (3): 199–214. doi:10.1089/mdr.2014.0035. PMID 24799078.
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