Archaeol

The 2,3-sn-glycerol structure and ether bond linkage are two key differences between lipids found in archaea vs those of bacteria and eukarya.

[4][5] Compared to bacteria and eukarya, the isoprenoid side chains of archaeol are highly branched.

Many strictly anoxic bacteria and a few aerobic species contain plasmalogens (Pla), which has an alkyl chain bound to sn-1 position of the glycerol via a vinyl-ether bond.

[11] Archaeol in the sediments typically originates from the hydrolysis of archaea membrane phospholipids during diagenesis.

It was used as a biomarker by Richard D. Pancost et al. in order to reconstruct the Holocene biogeochemistry in ombrotrophic peatlands.

[15] A pilot study led by Ian D. Bull et al. also used archaeol as a biomarker to reveal the differences between fermenting digestive systems in foregut and hindgut of ancient herbivorous mammals.

[17] Archaeol can also get hydrolyzed in some cases, with its side chains preserved as phytane or pristane, depending on the redox conditions.

[18] To analyze archaeol, lipids are commonly extracted via the traditional Bligh-Dyer procedure,[19] usually followed by fractionation (by thin layer or column chromatography) and derivatization.

Kazuhiro Demizu et al.[20] and Sadami Ohtsubo et al.[21] proposed similar processes involving acid Bligh and Dyer extraction, acid treatment and derivatization, with the core lipids finally being subjected to chromatography.

Synthesis of archaeol-based phospholipid in archaea. The isoprenoid side chains come from IPP and DMAPP, which are synthesized via alternate MVA pathways.
Alternate MVA pathway, occupied in archaea cells for synthesis of isoprenoid chains of archaeol. The last three steps (catalyzed by unknown enzyme ??, IPK and IDI2, respectively) differ from typical MVA pathway.
Geranylgeranylglycerol-1-X (X = phosphate, etc.), an intermediate in the biosynthesis of archaeol.