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Peridinin

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Peridinin
Skeletal formula
Skeletal formula
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
3D model (JSmol)
  • [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
C39H50O7
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).
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Peridinin is a light-harvesting carotenoid, a pigment associated with chlorophyll and found in the peridinin-chlorophyll-protein (PCP) light-harvesting complex in dinoflagellates, best studied in Amphidinium carterae.[1]

Structural characteristics

The PCP complex is unique in its high ratio of peridinin to chlorophyll; most light-harvesting complexes contain more chlorophyll than carotenoids, but the PCP contains eight peridinin and two chlorophyll molecules arranged to promote peridinin-chlorophyll energy transfer. The PCP complex is a protein trimer with an unusual alpha solenoid protein fold with a molecular weight of 35kDa.

The peridinin-chlorophyll-protein light-harvesting complex. The peridinin molecules are pink and the chlorophyll molecules are black.


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−1cm−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.[2]

References

  1. ^ Hofmann E, Wrench PM, Sharples FP, Hiller RG, Welte W, Diederichs K (1996). "Structural basis of light harvesting by carotenoids: peridinin-chlorophyll-protein from Amphidinium carterae". Science. 272 (5269): 1788–1791. doi:10.1126/science.272.5269.1788. PMID 8650577.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  2. ^ [1]
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