Peridinin
Names
IUPAC name
Acetic acid [(1S ,3R )-3-hydroxy-4-[(3E ,5E ,7E ,9E ,11Z )-11-[4-[(E )-2-[(1S ,4S ,6R )-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]vinyl]-5-oxo-2-furylidene]-3,10-dimethylundeca-1,3,5,7,9-pentaenylidene]-3,5,5-trimethylcyclohexyl] ester
Identifiers
[H][C@@](/[C@@](C)=C/C=C/C=C/C=C(C)/C=C2C=C(/C=C/[C@@]3(O4)[C@]4(C)C[C@@H](O)CC(C)3C)C(O\2)=O)=C=C1[C@](C)(O)C[C@@H](OC(C)=O)CC(C)1C
Properties
C 39 H 50 O 7
Molar mass
630.822 g·mol−1
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
Peridinin is a light-harvesting apocarotenoid , a pigment associated with chlorophyll and found in the peridinin-chlorophyll-protein (PCP) light-harvesting complex in dinoflagellates , best studied in Amphidinium carterae .[ 1]
Biological significance
Crystal structure of the soluble peridinin-chlorophyll-protein complex from the photosynthetic dinoflagellate Amphidinium carterae . This complex is found in many photosynthetic dinoflagellates and involves a boat or cradle-shaped protein with two pseudosymmetrical repeats of eight alpha helices (shown in blue and orange) wrapped around a pigment-filled central cavity. Each eight-helix segment binds one chlorophyll molecule (green, with central magnesium ion shown as a green sphere), one diacylglycerol molecule (yellow) and four peridinin molecules (gray).[ 1]
Peridinin is an apocarotenoid pigment that some organisms use in photosynthesis . Many photosynthetic dinoflagellates use peridinin, which absorbs blue-green light in the 470-550nm range, outside the range accessible to chlorophyll molecules. The peridinin-chlorophyll-protein complex is a specialized molecular complex consisting of a boat-shaped protein molecule with a large central cavity that contains peridinin, chlorophyll, and lipid molecules, usually in a 4:1 ratio of peridinin to chlorophyll.[ 1] [ 2] [ 3]
Spectral characteristics
Emission and excitation spectra of Peridinin Chlorophyll (PerCP)
Absorption maximum: 483 nm
Emission maximum: 676 nm
Extinction coefficient (ε): 1.96 x 106 M−1 cm−1
A483 /A280 ≥ 4.6
Applications
Peridinin chlorophyll (PerCP) is commonly used in immunoassays such as fluorescence-activated cell sorting (FACS) and flow cytometry . The fluorophore is covalently linked to proteins or antibodies for use in research applications.[ 4]
References
^ a b c Hofmann, E; Wrench, PM; Sharples, FP; Hiller, RG; Welte, W; Diederichs, K (21 June 1996). "Structural basis of light harvesting by carotenoids: peridinin-chlorophyll-protein from Amphidinium carterae" . Science . 272 (5269): 1788–91. doi :10.1126/science.272.5269.1788 . PMID 8650577 .
^ Schulte, Tim; Johanning, Silke; Hofmann, Eckhard (December 2010). "Structure and function of native and refolded peridinin-chlorophyll-proteins from dinoflagellates". European Journal of Cell Biology . 89 (12): 990–997. doi :10.1016/j.ejcb.2010.08.004 . PMID 20846743 .
^ Jiang, Jing; Zhang, Hao; Kang, Yisheng; Bina, David; Lo, Cynthia S.; Blankenship, Robert E. (July 2012). "Characterization of the peridinin–chlorophyll a-protein complex in the dinoflagellate Symbiodinium" . Biochimica et Biophysica Acta (BBA) - Bioenergetics . 1817 (7): 983–989. doi :10.1016/j.bbabio.2012.03.027 . PMC 3947849 . PMID 22497797 .
^ "Peridinin Chlorophyll (PerCP)" . Archived from the original on 2016-04-23. Retrieved 2014-06-07 .