Caldarchaeol

From Wikipedia, the free encyclopedia

Caldarchaeol
IUPAC name [(2R,7R,11R,15S,19S, 22S,26S,30R,34R,38R,43R,47R, 51S,55S,58S,62S,66R,70R)- 38-(Hydroxymethyl)- 7,11,15,19,22,26,30,34,43,47,51,55,58,62,66,70-hexadecamethyl-

1,4,37,40-tetraoxacyclodoheptacont-2-yl]methanol

Other names Dibiphytanyldiglycerol tetraether
Identifiers
CAS number
PubChem 5771745
SMILES CC1CCCC(CCCC(CCOCC(OCCC(CCCC(CCCC(CCCC(CCC (CCCC(CCCC(CCCC(CCOCC(OCCC(CCCC(CCCC(CCCC(CCC (CCC1)C)C)C)C)C)CO)C)C)C)C)C)C)C)C)CO)C)C
Properties
Molecular formula C86H172O6
Molar mass 1302.28 g/mol
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Caldarchaeol is a membrane-spanning lipid found in hyperthermophilic archaea. Membranes made up of caldarchaeol are more stable since the hydophobic chains are linked together, allowing the microorganisms to withstand high temperatures. It is also know as dibiphytanyldiglycerol tetraether. Two glycerol units are linked together by two strains which consist of two phytane linked togeter to form a chain of 32 carbon atoms.

[edit] References

  • Focus of research, University of Occupational and Environmental Health, Kitakyushu, Japan
  • Langworthy TA, Biochim Biophys Acta 1977, 487, 37
  • Monolayer properties of archaeol and caldarchaeol polar lipids of a methanogenic archaebacterium, Methanospirillum hungatei, at the air/water interface. Tomoaia-Cotisel M, Chifu E, Zsako J, Mocanu A, Quinn PJ, Kates M. Chem Phys Lipids. 1992 Nov;63(1-2):131-8
  • Ether polar lipids of methanogenic bacteria: structures, comparative aspects, and biosyntheses. Koga Y, Nishihara M, Morii H, Akagawa-Matsushita M. Microbiol Rev. 1993 Mar;57(1):164-82.