Concept

Chlorophyllide

Chlorophyllide a and Chlorophyllide b are the biosynthetic precursors of chlorophyll a and chlorophyll b respectively. Their propionic acid groups are converted to phytyl esters by the enzyme chlorophyll synthase in the final step of the pathway. Thus the main interest in these chemical compounds has been in the study of chlorophyll biosynthesis in plants, algae and cyanobacteria. Chlorophyllide a is also an intermediate in the biosynthesis of bacteriochlorophylls. Chlorophyllide a, is a carboxylic acid (R=H). In chlorophyllide b, the methyl group at position 13 (IUPAC numbering for chlorophyllide a) and highlighted in the green box, is replaced with a formyl group. Porphyrin#Synthesis In the early steps of the biosynthesis, which starts from glutamic acid, a tetrapyrrole is created by the enzymes deaminase and cosynthetase which transform aminolevulinic acid via porphobilinogen and hydroxymethylbilane to uroporphyrinogen III. The latter is the first macrocyclic intermediate common to haem, sirohaem, cofactor F430, cobalamin and chlorophyll itself. The next intermediates are coproporphyrinogen III and protoporphyrinogen IX, which is oxidised to the fully aromatic protoporphyrin IX. Insertion of iron into protoporphyrin IX in for example mammals gives haem, the oxygen-carrying cofactor in blood, but plants combine magnesium instead to give, after further transformations, chlorophyll for photosynthesis. Details of the late stages of the biosynthetic pathway to chlorophyll differ in the plants (for example Arabidopsis thaliana, Nicotiana tabacum and Triticum aestivum) and bacteria (for example Rubrivivax gelatinosus and Synechocystis) in which it has been studied. However, although the genes and enzymes vary, the chemical reactions involved are identical. Chlorophyll is characterised by having a magnesium ion coordinated within a ligand called a chlorin.

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