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)	Interactive image Interactive image
ChEBI	CHEBI:61290
PubChem CID	50909847
InChI 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
SMILES 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
Chemical formula	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 type form of chlorophyll that absorbs further in the red (infrared light) than other chlorophylls. In 2010, it was reported by Min Chen to be present in stromatolites from Western Australia's Shark Bay.^[2][3]

The function of Chl f in photosynthetic reactions is uncertain and the ecological distribution of Chl f remains unknown. 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.^[4][5][6]

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.^[7]

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. 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.
5. 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.
6. Dunning, Hayley (June 14, 2018). "New type of photosynthesis discovered". Phys.org. Retrieved 2019-03-25.
7. 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.