Plastoquinone

Plastoquinone

Identifiers
CAS Number	4299-57-4 Y
3D model (Jmol)	Interactive image
ChemSpider	10627857 N
PubChem CID	6433402
InChI InChI=1S/C53H80O2/c1-40(2)21-13-22-41(3)23-14-24-42(4)25-15-26-43(5)27-16-28-44(6)29-17-30-45(7)31-18-32-46(8)33-19-34-47(9)35-20-36-48(10)37-38-51-39-52(54)49(11)50(12)53(51)55/h21,23,25,27,29,31,33,35,37,39H,13-20,22,24,26,28,30,32,34,36,38H2,1-12H3/b41-23+,42-25+,43-27+,44-29+,45-31+,46-33+,47-35+,48-37- N Key: FKUYMLZIRPABFK-RLAZMVNUSA-N N
SMILES CC=1C(=O)/C=C(/C\C=C(\C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)C)C(=O)C=1C
Properties
Chemical formula	C53H80O2
Molar mass	749.22 g·mol−1
Related compounds
Related compounds	1,4-benzoquinone quinone Coenzyme Q10
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

Plastoquinone (PQ) is a quinone molecule involved in the electron transport chain in the light-dependent reactions of photosynthesis. Plastoquinone is reduced when it accepts two electrons from photosystem II and two hydrogen cations (H⁺) from the stromal matrix of the chloroplast, thereby forming plastoquinol. It transports the protons into the lumen of thylakoid discs, while the electrons continue further along the electron transport chain, into the protein complex.

The prefix plasto- means either plastid or chloroplast, alluding to its location within the cell.

Structurally it is a 2,3-dimethyl-1,4-benzoquinone molecule with a side chain of nine isoprenyl units.

Some derivatives designed to penetrate cell membranes (SkQ1 (plastoquinonyl-decyl-triphenylphosphonium), SkQR1 (the rhodamine-containing analog of SkQ1), SkQ3) have anti-oxidant and protonophore activity.

SkQ1 is proposed as an anti-aging treatment.

SkQ1 is starting clinical trials for glaucoma in Russia.