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On the substrate‐ and stereospecificity of the plant carotenoid cleavage dioxygenase 7
Author(s) -
Bruno Mark,
Hofmann Manuel,
Vermathen Martina,
Alder Adrian,
Beyer Peter,
Al-Babili Salim
Publication year - 2014
Publication title -
febs letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.593
H-Index - 257
eISSN - 1873-3468
pISSN - 0014-5793
DOI - 10.1016/j.febslet.2014.03.041
Subject(s) - strigolactone , stereospecificity , carotenoid , dioxygenase , cleavage (geology) , stereochemistry , chemistry , substrate (aquarium) , biochemistry , enzyme , arabidopsis , biology , gene , catalysis , paleontology , ecology , fracture (geology) , mutant
Strigolactones are phytohormones synthesized from carotenoids via a stereospecific pathway involving the carotenoid cleavage dioxygenases 7 (CCD7) and 8. CCD7 cleaves 9‐ cis ‐β‐carotene to form a supposedly 9‐ cis ‐configured β‐apo‐10′‐carotenal. CCD8 converts this intermediate through a combination of yet undetermined reactions into the strigolactone‐like compound carlactone. Here, we investigated the substrate and stereo‐specificity of the Arabidopsis and pea CCD7 and determined the stereo‐configuration of the β‐apo‐10′‐carotenal intermediate by using Nuclear Magnetic Resonance Spectroscopy. Our data unequivocally demonstrate the 9‐ cis ‐configuration of the intermediate. Both CCD7s cleave different 9‐ cis ‐carotenoids, yielding hydroxylated 9‐ cis ‐apo‐10′‐carotenals that may lead to hydroxylated carlactones, but show highest affinity for 9‐ cis ‐β‐carotene.