Dolichol

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Structure of Dolichol. Infobox below is for 20 isoprene residues.

Dolichol
Identifiers
CAS number	[2067-66-5]
PubChem	6433320
MeSH	Dolichol
Properties
Molecular formula	C₁₀₀H₁₆₄O
Molar mass	1382.37
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

Dolichol refers to any of a group of long-chain mostly unsaturated organic compounds which are made up of varying numbers of isoprene units terminating in an α-saturated isoprenoid group, containing an alcohol functional group.

1 Functions
2 Role in aging
3 Synthesis
4 See also
5 References
6 External links

[edit] Functions

Dolichols are adducted to proteins during posttranslational modification. They activate and anchor sugar molecules on cellular membranes.

In addition, they play a role in protein N-glycosylation in the form of dolichol pyrophosphate by carrying the preassembled oligosaccharide Glc3-Man9-GlcNAc2 (where Glc is glucose, Man is mannose, and GlcNAc is N-acetylglucosamine) which is transferred to certain asparagine residues of nascent polypeptide chains. Dolichol is also involved in transfer of the monosaccharides to the forming Glc3-Man9-GlcNAc2-Dolichol carrier.

[edit] Role in aging

Dolichol accumulates in tissues over time and has been suggested to be used as a biomarker for aging ^[1]

[edit] Synthesis

It is a product of the HMG-CoA reductase pathway, as characteristic for all terpenes produced via the mevalonate pathway. First, a cis(or Z)-prenyltransferase catalyzes condensation of Farnesyl diphosphate (FPP) with a varying number (dependent on the particular cis-prenyltransferase) of isopentenyl diphoshate (IPP) molecules, resulting in polyprenyl diphosphate (also known as dehydrodolichyl diphoshate). This subsequently undergoes loss of both phosphate groups resulting in a polyprenol (dehydrodolichol). Last, the α isoprenoid unit is saturated by α-saturase (still a hypothetical enzyme), and this α-saturated polyprenyl alcohol is Dolichol. ^[2]