Chlorophyll f

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Chlorophyll f
Chlorophyll f.svg
Names
IUPAC name
[methyl 14-ethyl-8-formyl-4,13,18-trimethyl-20-oxo-3-{3-oxo-3-[(3,7,11,15-tetramethylhexadec-2-en-1-yl)oxy]propyl}-9-vinylphorbine-21-carboxylatato(2−)-κ4N23,N24,N25,N26]magnesium
Identifiers
3D model (JSmol)
ChEBI
  • InChI=1S/C55H71N4O6.Mg/c1-12-38-35(8)42-27-46-39(13-2)41(30-60)47(57-46)28-43-36(9)40(52(58-43)50-51(55(63)64-11)54(62)49-37(10)44(59-53(49)50)29-45(38)56-42)23-24-48(61)65-26-25-34(7)22-16-21-33(6)20-15-19-32(5)18-14-17-31(3)4;/h13,25,27-33,36,40,51H,2,12,14-24,26H2,1,3-11H3,(H-,56,57,58,59,60,62);/q-1;+2/p-1/b34-25+;/t32-,33-,36+,40+,51-;/m1./s1
    Key: FBMIDEWOZNHQKD-VBYMZDBQSA-M
  • [H]C(=O)c1c(C=C)c2\C=C3/N=C(C=c4c(C)c5C(=O)[C@H](C(=O)OC)C6=c5n4[Mg]n2c1\C=C1/N=C6[C@@H](CCC(=O)OC\C=C(/C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)[C@@H]1C)C(CC)=C/3C
  • COC(=O)C9C(=O)c6c(C)c3n7c6c9c2C(CCC(=O)COCC=C(C)CCCC(C)CCCC(C)CCCC(C)C)C(C)c1cc5n8c(cc4n([Mg]78n12)c(c=3)c(CC)c4c)c(C=C)c5C=O
Properties
C55H70O6N4Mg[1]
Molar mass 907.4725 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Chlorophyll f is a type form of chlorophyll that absorbs further in the red (infrared light) than other chlorophylls.[2][3] In 2010, it was reported from stromatolites from Western Australia's Shark Bay.[4]

The finding was made by scientists at the University of Sydney led by Professor Min Chen, and is the first discovery of a new form of chlorophyll in 60 years.[4] However, the function of chlorophyll f in photosynthetic reactions is uncertain and the ecological distribution of chlorophyll f remains unknown. Chlorophyll f has been shown to support some of the roles in photosynthetic reactions, in both the energy transfer and in the charge separation processes.[5][6][7]

Based on NMR data, optical and mass spectra and density functional theory (DFT) simulation, it is confirmed to have a structure of C55H70O6N4Mg or [2-formyl]-chlorophyll a.[1][2]

In the test tube the peak absorption wavelength is 706 nm, which is just over the red visible light limit in the near infrared. Fluorescence occurs at 722 nm.[2]

References[]

  1. ^ a b Willows, Robert D.; Li, Yaqiong; Scheer, Hugo; Chen, Min (15 March 2013). "Structure of chlorophyll f". Organic Letters. 15 (7): 1588–1590. doi:10.1021/ol400327j. PMID 23496297.
  2. ^ a b c Chen, M. .; Schliep, M. .; Willows, R. D.; Cai, Z. -L.; Neilan, B. A.; Scheer, H. . (2010). "A Red-Shifted Chlorophyll". Science. 329 (5997): 1318–1319. Bibcode:2010Sci...329.1318C. doi:10.1126/science.1191127. PMID 20724585. S2CID 206527174.
  3. ^ Ferris Jabr (August 19, 2010). "A New Form of Chlorophyll?". Scientific American. Retrieved 2010-09-07.
  4. ^ a b "Australian scientists discover first new chlorophyll in 60 years". University of Sydney. 20 August 2010.
  5. ^ Nürnberg, Dennis J.; Morton, Jennifer; Santabarbara, Stefano; et al. (2018). "Photochemistry beyond the red limit in chlorophyll f–containing photosystems". Science. 360 (6394): 1210–1213. Bibcode:2018Sci...360.1210N. doi:10.1126/science.aar8313. ISSN 0036-8075. OCLC 7735829001. PMID 29903971.
  6. ^ Zamzam, Noura; Kaucikas, Marius; Nürnberg, Dennis J.; et al. (2019). "Femtosecond infrared spectroscopy of chlorophyll f-containing photosystem I". Physical Chemistry Chemical Physics. 21 (3): 1224–1234. Bibcode:2019PCCP...21.1224Z. doi:10.1039/C8CP05627G. hdl:10044/1/66728. ISSN 1463-9076. OCLC 7943211172. PMID 30566126.
  7. ^ Dunning, Hayley (June 14, 2018). "New type of photosynthesis discovered". Phys.org. Retrieved 2019-03-25.


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