Cannabaceae

C55-isoprenyl pyrophosphate
Skeletal formula of C55-isoprenyl pyrophosphate
n = 8
Names
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
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
  • InChI=1S/C55H92O7P2/c1-45(2)23-13-24-46(3)25-14-26-47(4)27-15-28-48(5)29-16-30-49(6)31-17-32-50(7)33-18-34-51(8)35-19-36-52(9)37-20-38-53(10)39-21-40-54(11)41-22-42-55(12)43-44-61-64(59,60)62-63(56,57)58/h23,25,27,29,31,33,35,37,39,41,43H,13-22,24,26,28,30,32,34,36,38,40,42,44H2,1-12H3,(H,59,60)(H2,56,57,58)/b46-25+,47-27+,48-29-,49-31-,50-33-,51-35-,52-37-,53-39-,54-41-,55-43-
    Key: NTXGVHCCXVHYCL-NTDVEAECSA-N
  • CC(=CCC/C(=C/CC/C(=C/CC/C(=C\CC/C(=C\CC/C(=C\CC/C(=C\CC/C(=C\CC/C(=C\CC/C(=C\CC/C(=C\COP(=O)(O)OP(=O)(O)O)/C)/C)/C)/C)/C)/C)/C)/C)/C)/C)C
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).
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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

[edit]
  1. ^ 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. Bibcode:1971PNAS...68.3223S. doi:10.1073/pnas.68.12.3223. PMC 389626. PMID 4332017.
  2. ^ a b 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. PMC 4050452. PMID 24799078.

One thought on “Cannabaceae

  1. Well, that’s interesting to know that Psilotum nudum are known as whisk ferns. Psilotum nudum is the commoner species of the two. While the P. flaccidum is a rare species and is found in the tropical islands. Both the species are usually epiphytic in habit and grow upon tree ferns. These species may also be terrestrial and grow in humus or in the crevices of the rocks.
    View the detailed Guide of Psilotum nudum: Detailed Study Of Psilotum Nudum (Whisk Fern), Classification, Anatomy, Reproduction

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