:Chlorophyll f

{{DISPLAYTITLE:Chlorophyll f}}

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| ImageFile = Chlorophyll f.svg

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| IUPACName = [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

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| Section1 = {{Chembox Identifiers

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| PubChem = 50909847

| 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

| InChIKey = 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]

| SMILES1 = 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

| ChEBI = 61290

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| Section2 = {{Chembox Properties

| Formula = C₅₅H₇₀O₆N₄Mg{{cite journal |author=Willows, Robert D. |author2=Li, Yaqiong |author3=Scheer, Hugo |author4= Chen, Min |date=15 March 2013 |title=Structure of chlorophyll f |journal=Organic Letters |volume=15 |issue=7 |pages=1588–1590 |doi=10.1021/ol400327j |pmid=23496297 }}

| MolarMass = 907.4725 g/mol

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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.{{cite journal| last1 = Chen | first1 = M. | first2 = M. | last2 = Schliep | last3 = Willows | first3 = R.D. | first4 = Z.-L. | last4 = Cai | first5 = B.A. | last5 = Neilan | first6 = H. | last6 = Scheer | year = 2010 | journal = Science | title = A red-shifted chlorophyll | volume = 329 | issue = 5997 | pages = 1318–1319 | pmid = 20724585 | doi = 10.1126/science.1191127 |bibcode = 2010Sci...329.1318C | s2cid = 206527174 }}{{cite news |author=Jabr, Ferris |date=August 19, 2010 |title=A new form of chlorophyll? |magazine=Scientific American |url=http://www.scientificamerican.com/article.cfm?id=new-form-chlorophyll |access-date=2010-09-07}}

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.{{cite journal |last1=Nürnberg |first1=Dennis J. |last2=Morton |first2=Jennifer |last3=Santabarbara |first3=Stefano |last4=Telfer |first4=Alison |last5=Joliot |first5=Pierre |last6=Antonaru |first6=Laura A. |last7=Ruban |first7=Alexander V. |last8=Cardona |first8=Tanai |last9=Krausz |first9=Elmars |last10=Boussac |first10=Alain |last11=Fantuzzi |first11=Andrea |last12=Rutherford |first12=A. William |display-authors=6 |year=2018 |title=Photochemistry beyond the red limit in chlorophyll f–containing photosystems |journal=Science |volume=360 |issue=6394 |pages=1210–1213 |issn=0036-8075 |oclc=7735829001 |bibcode=2018Sci...360.1210N |doi=10.1126/science.aar8313 |doi-access=free |pmid=29903971|hdl=10044/1/63104 |hdl-access=free }}{{cite journal |last1=Zamzam |first1=Noura |last2=Kaucikas |first2=Marius |last3=Nürnberg |first3=Dennis J. |last4=Rutherford |first4=A. William |last5=van Thor |first5=Jasper J. |year=2019 |title=Femtosecond infrared spectroscopy of chlorophyll f-containing photosystem I |journal=Physical Chemistry Chemical Physics |volume=21 |issue=3 |pages=1224–1234 |issn=1463-9076 |oclc=7943211172 |bibcode=2019PCCP...21.1224Z |doi=10.1039/C8CP05627G |pmid=30566126 |hdl=10044/1/66728 |hdl-access=free |s2cid=56477664}}{{cite news |last=Dunning |first=Hayley |date=June 14, 2018 |title=New type of photosynthesis discovered |website=Phys.org |url=https://phys.org/news/2018-06-photosynthesis.html |access-date=2019-03-25}}

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.{{cite journal |last1=Tsuzuki |first1=Yuki |last2=Tsukatani |first2=Yusuke |last3=Yamakawa |first3=Hisanori |last4=Itoh |first4=Shigeru |last5=Fujita |first5=Yuichi |last6=Yamamoto |first6=Haruki |title=Effects of Light and Oxygen on Chlorophyll d Biosynthesis in a Marine Cyanobacterium Acaryochloris marina |journal=Plants |date=29 March 2022 |volume=11 |issue=7 |pages=915 |doi=10.3390/plants11070915 |pmid=35406896 |pmc=9003380 |doi-access=free }}

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