Chlorophyll f

Chlorophyll f
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
  • CCC1=C(C2=NC1=CC3=C(C4=C([N-]3)C(=C5[C@H]([C@@H](C(=N5)C=C6C(=C(C(=C2)[N-]6)C=C)C=O)C)CCC(=O)OC/C=C(\C)/CCC[C@H](C)CCC[C@H](C)CCCC(C)C)[C@H](C4=O)C(=O)OC)C)C.[Mg+2]
  • 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 (Chl f) is a form of chlorophyll that absorbs further into the red (near-infrared light) spectrum than other chlorophylls. In 2010, it was reported by Min Chen to be present in stromatolites from Western Australia's Shark Bay.[2][3] It has been found in cyanobacteria inside deep caves which appear perfectly dark in the visible light spectrum, but are lit up in near-infrared light which reflects more effectively from the rocks, allowing the cyanobacteria to photosynthesize using light with a wavelength as long as 780nm.[4][5]

The function of Chl f in photosynthetic reactions in plants and the wider ecological distribution of Chl f remains little studied. Chl f has been shown to support some of the roles in photosynthetic reactions, in both the energy transfer and in the charge separation processes.[6][7][8][9]

Chl f is produced from chlorophyllide f by chlorophyll synthase. Chlorophyllide f is made from chlorophyllide a by an enzyme known as PsbA4 or ChlF.[10]

References

  1. ^ 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. ^ 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. ^ Jabr, Ferris (August 19, 2010). "A new form of chlorophyll?". Scientific American. Retrieved 2010-09-07.
  4. ^ Behrendt L, Trampe EL, Nord NB, Nguyen J, Kühl M, Lonco D, Nyarko A, Dhinojwala A, Hershey OS, Barton H. Life in the dark: far-red absorbing cyanobacteria extend photic zones deep into terrestrial caves. Environ Microbiol. 2020 Mar;22(3):952-963. doi:10.1111/1462-2920.14774 PMID 31390129
  5. ^ Fox-Skelly J. 'They've probably been untouched for 49 million years': The New Mexico cave expanding our search for alien life. BBC News 3 February 2026
  6. ^ Nürnberg, Dennis J.; Morton, Jennifer; Santabarbara, Stefano; Telfer, Alison; Joliot, Pierre; Antonaru, Laura A.; 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. hdl:10044/1/63104. ISSN 0036-8075. OCLC 7735829001. PMID 29903971.
  7. ^ Zamzam, Noura; Kaucikas, Marius; Nürnberg, Dennis J.; Rutherford, A. William; van Thor, Jasper J. (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. S2CID 56477664.
  8. ^ Dunning, Hayley (June 14, 2018). "New type of photosynthesis discovered". Phys.org. Retrieved 2019-03-25.
  9. ^ Consoli, Giovanni; Tufail, Fiazall; Leong, Ho Fong; Viola, Stefania; Davis, Geoffry A.; Rew, Nicholas; Medranda, Daniel; Hofer, Michael; Simpson, Paul; Sandrin, Marco; Chachuat, Benoit; Nelson, Jenny; Renger, Thomas; Murray, James W.; Fantuzzi, Andrea (2025-10-09). "Locating the missing chlorophylls f in far-red photosystem I". Science. 0 (0) eado6830. doi:10.1126/science.ado6830. PMID 41066538.
  10. ^ Tsuzuki, Yuki; Tsukatani, Yusuke; Yamakawa, Hisanori; Itoh, Shigeru; Fujita, Yuichi; Yamamoto, Haruki (29 March 2022). "Effects of Light and Oxygen on Chlorophyll d Biosynthesis in a Marine Cyanobacterium Acaryochloris marina". Plants. 11 (7): 915. doi:10.3390/plants11070915. PMC 9003380. PMID 35406896.