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==Chemical structure== [[Image:Chlorophyll-a-3D-vdW.png|thumb|Space-filling model of the chlorophyll ''a'' molecule]] Several chlorophylls are known. All are defined as derivatives of the parent [[chlorin]] by the presence of a fifth, ketone-containing ring beyond the four pyrrole-like rings. Most chlorophylls are classified as [[chlorin]]s, which are reduced relatives of [[porphyrins]] (found in [[hemoglobin]]). They share a common biosynthetic pathway with porphyrins, including the precursor [[uroporphyrinogen III]]. Unlike hemes, which contain iron bound to the N4 center, most chlorophylls bind [[magnesium]]. The axial [[ligand]]s attached to the Mg<sup>2+</sup> center are often omitted for clarity. Appended to the chlorin ring are various side chains, usually including a long [[phytyl]] chain ({{chem2|C20H39O}}). The most widely distributed form in terrestrial plants is chlorophyll ''a''. Chlorophyll ''a'' has [[methyl]] group in place of a [[formyl]] group in chlorophyll ''b''. This difference affects the absorption spectrum, allowing plants to absorb a greater portion of visible light. The structures of chlorophylls are summarized below:<ref>{{cite book |doi=10.1007/1-4020-4516-6_1 |chapter=An Overview of Chlorophylls and Bacteriochlorophylls: Biochemistry, Biophysics, Functions and Applications |title=Chlorophylls and Bacteriochlorophylls |series=Advances in Photosynthesis and Respiration |year=2006 | vauthors = Scheer H |volume=25 |pages=1–26 |isbn=978-1-4020-4515-8 }}</ref><ref>{{cite journal | vauthors = Taniguchi M, Lindsey JS | title = Synthetic Chlorins, Possible Surrogates for Chlorophylls, Prepared by Derivatization of Porphyrins | journal = Chemical Reviews | volume = 117 | issue = 2 | pages = 344–535 | date = January 2017 | pmid = 27498781 | doi = 10.1021/acs.chemrev.5b00696 | osti = 1534468 }}</ref>{{clear}} {| class="wikitable" | ! [[Chlorophyll a|Chlorophyll ''a'']] ! [[Chlorophyll b|Chlorophyll ''b'']] ! [[Chlorophyll c1|Chlorophyll ''c<sub>1</sub>'']] ! [[Chlorophyll c2|Chlorophyll ''c<sub>2</sub>'']] ! [[Chlorophyll d|Chlorophyll ''d'']] ! [[Chlorophyll f|Chlorophyll ''f'']]<ref name=ChlF /> |- ! [[Molecular formula]] | C<sub>55</sub>H<sub>72</sub>O<sub>5</sub>N<sub>4</sub>Mg | C<sub>55</sub>H<sub>70</sub>O<sub>6</sub>N<sub>4</sub>Mg | C<sub>35</sub>H<sub>30</sub>O<sub>5</sub>N<sub>4</sub>Mg | C<sub>35</sub>H<sub>28</sub>O<sub>5</sub>N<sub>4</sub>Mg | C<sub>54</sub>H<sub>70</sub>O<sub>6</sub>N<sub>4</sub>Mg | C<sub>55</sub>H<sub>70</sub>O<sub>6</sub>N<sub>4</sub>Mg |- ! C2 group | [[methyl group|−CH<sub>3</sub>]] | −CH<sub>3</sub> | −CH<sub>3</sub> | −CH<sub>3</sub> | −CH<sub>3</sub> | −CHO |- ! C3 group | [[Vinyl group|−CH=CH<sub>2</sub>]] | −CH=CH<sub>2</sub> | −CH=CH<sub>2</sub> | −CH=CH<sub>2</sub> | [[formyl|−CHO]] | −CH=CH<sub>2</sub> |- ! C7 group | −CH<sub>3</sub> | −CHO | −CH<sub>3</sub> | −CH<sub>3</sub> | −CH<sub>3</sub> | −CH<sub>3</sub> |- ! C8 group | [[ethyl group|−CH<sub>2</sub>CH<sub>3</sub>]] | −CH<sub>2</sub>CH<sub>3</sub> | −CH<sub>2</sub>CH<sub>3</sub> | −CH=CH<sub>2</sub> | −CH<sub>2</sub>CH<sub>3</sub> | −CH<sub>2</sub>CH<sub>3</sub> |- ! C17 group | −CH<sub>2</sub>CH<sub>2</sub>COO−Phytyl | −CH<sub>2</sub>CH<sub>2</sub>COO−Phytyl | [[acrylate|−CH=CHCOOH]] | −CH=CHCOOH | −CH<sub>2</sub>CH<sub>2</sub>COO−Phytyl | −CH<sub>2</sub>CH<sub>2</sub>COO−Phytyl |- ! C17−C18 bond | Single<br />(chlorin) | Single<br />(chlorin) | Double<br />(porphyrin) | Double<br />(porphyrin) | Single<br />(chlorin) | Single<br />(chlorin) |- ! Occurrence | Universal | Mostly plants | Various algae | Various algae | Cyanobacteria | Cyanobacteria |} <div class="skin-invert-image><gallery caption="Structures of chlorophylls"> chlorophyll a.svg|chlorophyll ''a'' chlorophyll b.svg|chlorophyll ''b'' chlorophyll c1.svg|chlorophyll ''c<sub>1</sub>'' chlorophyll c2.svg|chlorophyll ''c<sub>2</sub>'' Chlorophyll d.svg|chlorophyll ''d'' Chlorophyll f_vert.svg|chlorophyll ''f'' </gallery></div> Chlorophyll ''e'' is reserved for a pigment that has been extracted from algae in 1966 but not chemically described. Besides the lettered chlorophylls, a wide variety of sidechain modifications to the chlorophyll structures are known in the wild. For example, ''[[Prochlorococcus]]'', a cyanobacterium, uses 8-vinyl Chl ''a'' and ''b''.<ref name="Chen19">{{cite journal | vauthors = Chen M |title=Chlorophylls d and f: Synthesis, occurrence, light-harvesting, and pigment organization in chlorophyll-binding protein complexes |journal=Advances in Botanical Research |date=2019 |volume=90 |pages=121–139 |doi=10.1016/bs.abr.2019.03.006|isbn=9780081027523 |s2cid=149632511 }}</ref>
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