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plastoquinone
Sign in to saveAlso known as Plastoquinone A, Plastoquinone-9, plastoquinone A, PQ
Plastoquinone (PQ) is a terpenoid-quinone (meroterpenoid) molecule involved in the electron transport chain in the light-dependent reactions of photosynthesis. The most common form of plastoquinone, known as PQ-A or PQ-9, is a 2,3-dimethyl-1,4-benzoquinone molecule with a side chain of nine isoprenyl units. There are other forms of plastoquinone, such as ones with shorter side chains like PQ-3 (which has 3 isoprenyl side units instead of 9) as well as analogs such as PQ-B, PQ-C, and PQ-D, which differ in their side chains. The benzoquinone and isoprenyl units are both nonpolar, anchoring the m
Chemical data
- Formula
- C53H80O2
- Molecular weight
- 749.2 g/mol
- IUPAC name
- 2,3-dimethyl-5-[(2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaenyl]cyclohexa-2,5-diene-1,4-dione
- SMILES
- CC1=C(C(=O)C(=CC1=O)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)/CCC=C(C)C)C
- InChIKey
- FKUYMLZIRPABFK-IQSNHBBHSA-N
- XLogP
- 18.2
- Polar surface area
- 34.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
~6 min read
Encyclopedic overview
6 sectionsContents
- Role in photosynthesis
- Within photosystem II
- Biosynthesis
- Derivatives
- References
- External links
Plastoquinone (PQ) is a terpenoid-quinone (meroterpenoid) molecule involved in the electron transport chain in the light-dependent reactions of photosynthesis. The most common form of plastoquinone, known as PQ-A or PQ-9, is a 2,3-dimethyl-1,4-benzoquinone molecule with a side chain of nine isoprenyl units. There are other forms of plastoquinone, such as ones with shorter side chains like PQ-3 (which has 3 isoprenyl side units instead of 9) as well as analogs such as PQ-B, PQ-C, and PQ-D, which differ in their side chains. The benzoquinone and isoprenyl units are both nonpolar, anchoring the molecule within the inner section of a lipid bilayer, where the hydrophobic tails are usually found.
Plastoquinones are very structurally similar to ubiquinone, or coenzyme Q10, differing by the length of the isoprenyl side chain, replacement of the methoxy groups with methyl groups, and removal of the methyl group in the 2 position on the quinone. Like ubiquinone, it can come in several oxidation states: plastoquinone, plastosemiquinone (unstable), and plastoquinol, which differs from plastoquinone by having two hydroxyl groups instead of two carbonyl groups.
Excerpted from Wikipedia’s “plastoquinone” article, available under the CC BY-SA 4.0 licence.