Peridinin

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
CAS Number	33281-81-1;
3D model (JSmol)	Interactive image;
PubChemCID	5289155;
CompTox Dashboard(EPA)	DTXSID20903948;
	SMILES [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
Chemical formula	C39H50O7
Molar mass	630.822g·mol−1
	Except where otherwise noted, data are given for materials in theirstandard state(at 25 °C [77 °F], 100 kPa). verify(what is?) Infobox references

Peridininis a light-harvestingapocarotenoid,apigmentassociated withchlorophylland found in theperidinin-chlorophyll-protein(PCP)light-harvesting complexindinoflagellates,best studied inAmphidinium carterae.^[1]

Biological significance

Crystal structureof the soluble peridinin-chlorophyll-protein complex from the photosynthetic dinoflagellateAmphidinium 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 anapocarotenoid pigmentthat some organisms use inphotosynthesis.Many photosyntheticdinoflagellatesuse peridinin, which absorbs blue-green light in the 470-550nm range, outside the range accessible tochlorophyllmolecules. Theperidinin-chlorophyll-protein complexis 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 10⁶M⁻¹cm⁻¹
A₄₈₃/A₂₈₀≥ 4.6

Applications

Peridinin chlorophyll (PerCP) is commonly used inimmunoassayssuch asfluorescence-activated cell sorting(FACS) andflow cytometry.The fluorophore is covalently linked to proteins or antibodies for use in research applications.^[4]

References

^^a ^b ^cHofmann, 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.PMC3947849.PMID 22497797.
^"Peridinin Chlorophyll (PerCP)".Archived fromthe originalon 2016-04-23.Retrieved2014-06-07.

[hofmann_1996-1] 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_2010-2] 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_2012-3] 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.PMC3947849.PMID 22497797.

[4] "Peridinin Chlorophyll (PerCP)".Archived fromthe originalon 2016-04-23.Retrieved2014-06-07.

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