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Contents
1History
2Photosynthesis
3Chemical structure
4Measurement of chlorophyll content
5Biosynthesis
6Senescence and the chlorophyll cycle
7Distribution
8Culinary use
9Biological use
10See also
11References
History
Chlorophyll was first isolated and named by Joseph Bienaimé Caventou and Pierre Joseph
Pelletier in 1817.[6] The presence of magnesium in chlorophyll was discovered in 1906,[7] and was
that element's first detection in living tissue.[8]
After initial work done by German chemist Richard Willstätter spanning from 1905 to 1915, the
general structure of chlorophyll a was elucidated by Hans Fischer in 1940. By 1960, when most
of the stereochemistry of chlorophyll a was known, Robert Burns Woodward published a total
synthesis of the molecule.[8][9] In 1967, the last remaining stereochemical elucidation was
completed by Ian Fleming,[10] and in 1990 Woodward and co-authors published an updated
synthesis.[11] Chlorophyll f was announced to be present in cyanobacteria and other oxygenic
microorganisms that form stromatolites in 2010;[12][13] a molecular formula of C55H70O6N4Mg and a
structure of (2-formyl)-chlorophyll a were deduced based on NMR, optical and mass spectra.[14]
Photosynthesis
Absorbance spectra of free chlorophyll a (blue) and b (red) in a solvent. The spectra of chlorophyll molecules
are slightly modified in vivo depending on specific pigment-protein interactions.
Chlorophyll A
Chlorophyll B
Chemical structure
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 chlorins, 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 ligands attached to the Mg2+ center are often omitted for
clarity. Appended to the chlorin ring are various side chains, usually including a
long phytyl chain (C20H39O). The most widely distributed form in terrestrial plants is
chlorophyll a. The only difference between chlorophyll a and chlorophyll b is that the former has
a methyl group where the latter has a formyl group. This difference causes a considerable
difference in the absorption spectrum, allowing plants to absorb a greater portion of visible light.
The structures of chlorophylls are summarized below:[17][18]
Chloroph Chloroph
Chlorophyll a Chlorophyll b Chlorophyll d Chlorophyll f[
yll c1 yll c2 14]
Molecu
lar C35H30O5N4 C35H28O5N4
C55H72O5N4Mg C55H70O6N4Mg C54H70O6N4Mg C55H70O6N4Mg
formul Mg Mg
a
C3
−CH=CH2 −CH=CH2 −CH=CH2 −CH=CH2 −CHO −CH=CH2
group
C7
−CH3 −CHO −CH3 −CH3 −CH3 −CH3
group
C8
−CH2CH3 −CH2CH3 −CH2CH3 −CH=CH2 −CH2CH3 −CH2CH3
group
Structures of chlorophylls
chlorophyll a
chlorophyll b