Non-enzymatic conversion of chlorophyll-a into chlorophyll-d in vitro: a model oxidation pathway for chlorophyll-d biosynthesis.
Chlorophyll-a (Chl-a) was readily converted into Chl-d under mild conditions without any enzymes. Treatment of Chl-a dissolved in dry tetrahydrofuran (THF) with thiophenol and acetic acid at room temperature successfully produced Chl-d in 31% yield. During the acidic oxidation, removal of the central magnesium, pheophytinization, was sufficiently suppressed. This mild pathway can give insights into the yet unidentified Chl-d biosynthesis.
Department of Material and Environmental Chemistry, Graduate School of Engineering, Utsunomiya University, Utsunomiya, Tochigi 321-8585, Japan.
Takanori
T
Fukusumi
Kohei
K
Matsuda
Tadashi
T
Mizoguchi
Tomohiro
T
Miyatake
Satoshi
S
Ito
Tsukasa
T
Ikeda
Hitoshi
H
Tamiaki
Toru
T
Oba
D000042:Absorption; D019342:Acetic Acid / Q000737:chemistry; D002734:Chlorophyll / Q000737:chemistry*; D000077194:Chlorophyll A; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D005609:Free Radicals; D005663:Furans / Q000737:chemistry; D066298:In Vitro Techniques; D008274:Magnesium / Q000737:chemistry; D008956:Models, Chemical; D010084:Oxidation-Reduction; D010100:Oxygen / Q000737:chemistry*; D010636:Phenols / Q000737:chemistry; D018724:Spinacia oleracea / Q000378:metabolism; D013438:Sulfhydryl Compounds / Q000737:chemistry; D013997:Time Factors
D005609:Free Radicals; D005663:Furans; D010636:Phenols; D013438:Sulfhydryl Compounds; D002734:Chlorophyll; C018674:tetrahydrofuran; C107509:chlorophyll d; C042983:thiophenol; D008274:Magnesium; D019342:Acetic Acid; D010100:Oxygen; D000077194:Chlorophyll A