Chlorin
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In
organic chemistry Organic chemistry is a subdiscipline within chemistry involving the scientific study of the structure, properties, and reactions of organic compounds and organic materials, i.e., matter in its various forms that contain carbon atoms.Clayden, J ...
, chlorins are tetrapyrrole pigments that are partially
hydrogenated Hydrogenation is a chemical reaction between molecular hydrogen (H2) and another compound or element, usually in the presence of a catalyst such as nickel, palladium or platinum. The process is commonly employed to reduce or saturate organic ...
porphyrins. The parent chlorin is an unstable compound which undergoes air oxidation to porphine. The name chlorin derives from
chlorophyll Chlorophyll (also chlorophyl) is any of several related green pigments found in cyanobacteria and in the chloroplasts of algae and plants. Its name is derived from the Greek words , ("pale green") and , ("leaf"). Chlorophyll allow plants to ...
. Chlorophylls are magnesium-containing chlorins and occur as photosynthetic pigments in
chloroplast A chloroplast () is a type of membrane-bound organelle known as a plastid that conducts photosynthesis mostly in plant and algal cells. The photosynthetic pigment chlorophyll captures the energy from sunlight, converts it, and stores it i ...
s. The reduced chlorin variants are present in bacteriochlorophylls and are named ‘bacteriochlorins’ and ‘isobacteriochlorins’. Chlorins are excellent photosensitizing agents. Various synthetic chlorins analogues such as m-tetrahydroxyphenylchlorin (mTHPC) and mono-L-aspartyl chlorin e6 are effectively employed in experimental photodynamic therapy as photosensitizer.


Chlorophylls

The most abundant chlorin is the
photosynthetic Photosynthesis is a process used by plants and other organisms to convert light energy into chemical energy that, through cellular respiration, can later be released to fuel the organism's activities. Some of this chemical energy is stored in ...
pigment
chlorophyll Chlorophyll (also chlorophyl) is any of several related green pigments found in cyanobacteria and in the chloroplasts of algae and plants. Its name is derived from the Greek words , ("pale green") and , ("leaf"). Chlorophyll allow plants to ...
. Chlorophylls have a fifth, ketone-containing ring unlike the chlorins. Diverse chlorophylls exists, such as chlorophyll ''a'', chlorophyll ''b'', chlorophyll ''d'', chlorophyll ''e'', chlorophyll ''f'', and chlorophyll ''g''. Chlorophylls usually feature
magnesium Magnesium is a chemical element with the symbol Mg and atomic number 12. It is a shiny gray metal having a low density, low melting point and high chemical reactivity. Like the other alkaline earth metals (group 2 of the periodic ...
as a central metal atom, replacing the two N''H'' centers in the parent.


Synthetic chlorins

Numerous synthetic chlorins have been examined. Contracted chlorins can be synthesised by reduction of B(III)subporphyrin or by oxidation of corresponding B(III)subbacteriochlorin. The B(III)subchlorins were directly synthesized as ''meso''-ester B(III)subchlorin from ''meso''-diester tripyrromethane, these class of compound showed very good fluorescence quantum yield and singlet oxygen producing efficiency


See also

* Corrin * Photodynamic therapy


Further reading

*


References

{{tetrapyrroles Biomolecules Metabolism Tetrapyrroles