N-Methyltransferases and 7-methyl - N9-Nucleoside jydrolase activity in Coffea arabica and the biosynthesis of caffeine

The incorporation of radioactivity from L-[14CH3]-methionine into caffeine by coffee frutis was enhanced by additions of theobromine and paraxanthine but was reduced by additions of theophylline and caffeine. Cell-free extracts prepared from seedlings, partially ripe and unripe coffee fruits showed that only the unripe green fruits contained significant methyltransferase and 7-methyl-N9-nucleoside hydrolase activity. The cell-free extracts catalysed the transfer of methyl groups from S-adenosyl-L-[14CH3]-methionine to 7-methylxanthine, and 7-methylxanthosine, producing theobromine and to theobromine producing caffeine. The two enzymic methylations exhibited a sharp pH max at 8.5 and a similar pattern of effects with metal chelators, thiol reagents and Mg2+ ions, which were slightly stimulating though not essential to enzyme activity. Paraxanthine (1,7-dimethylxanthine) was shown to be the most active among methylxanthines as methyl acceptors; however its formation from 1-methylxanthineand 7-methylxanthine was not detectable, and biosynthesis form paraxanthine in the intact plant would therefore appear not to occur. The apparent Km values are as folows: 7-methylxanthine 0.2 mM, theobromine 0.2 mM, paraxanthine 0.07 mM and S-adenosyl-L-methionine with each substrate 0.01 mM. The results suggest the pathway for caffeine biosynthesis in Coffea arabica is: 7-methylxanthosine - 7-methylxanthine - theobromine - caffeine

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Published: 1979
Subjects:COFFEA ARABICA, BIOQUIMICA, BIOSINTESIS, CAFEINA, ACTIVIDAD ENZIMATICA, ANALISIS DE CAFEINA,
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spelling KOHA-OAI-BVE:768662020-02-03T21:44:17ZN-Methyltransferases and 7-methyl - N9-Nucleoside jydrolase activity in Coffea arabica and the biosynthesis of caffeine1979The incorporation of radioactivity from L-[14CH3]-methionine into caffeine by coffee frutis was enhanced by additions of theobromine and paraxanthine but was reduced by additions of theophylline and caffeine. Cell-free extracts prepared from seedlings, partially ripe and unripe coffee fruits showed that only the unripe green fruits contained significant methyltransferase and 7-methyl-N9-nucleoside hydrolase activity. The cell-free extracts catalysed the transfer of methyl groups from S-adenosyl-L-[14CH3]-methionine to 7-methylxanthine, and 7-methylxanthosine, producing theobromine and to theobromine producing caffeine. The two enzymic methylations exhibited a sharp pH max at 8.5 and a similar pattern of effects with metal chelators, thiol reagents and Mg2+ ions, which were slightly stimulating though not essential to enzyme activity. Paraxanthine (1,7-dimethylxanthine) was shown to be the most active among methylxanthines as methyl acceptors; however its formation from 1-methylxanthineand 7-methylxanthine was not detectable, and biosynthesis form paraxanthine in the intact plant would therefore appear not to occur. The apparent Km values are as folows: 7-methylxanthine 0.2 mM, theobromine 0.2 mM, paraxanthine 0.07 mM and S-adenosyl-L-methionine with each substrate 0.01 mM. The results suggest the pathway for caffeine biosynthesis in Coffea arabica is: 7-methylxanthosine - 7-methylxanthine - theobromine - caffeineThe incorporation of radioactivity from L-[14CH3]-methionine into caffeine by coffee frutis was enhanced by additions of theobromine and paraxanthine but was reduced by additions of theophylline and caffeine. Cell-free extracts prepared from seedlings, partially ripe and unripe coffee fruits showed that only the unripe green fruits contained significant methyltransferase and 7-methyl-N9-nucleoside hydrolase activity. The cell-free extracts catalysed the transfer of methyl groups from S-adenosyl-L-[14CH3]-methionine to 7-methylxanthine, and 7-methylxanthosine, producing theobromine and to theobromine producing caffeine. The two enzymic methylations exhibited a sharp pH max at 8.5 and a similar pattern of effects with metal chelators, thiol reagents and Mg2+ ions, which were slightly stimulating though not essential to enzyme activity. Paraxanthine (1,7-dimethylxanthine) was shown to be the most active among methylxanthines as methyl acceptors; however its formation from 1-methylxanthineand 7-methylxanthine was not detectable, and biosynthesis form paraxanthine in the intact plant would therefore appear not to occur. The apparent Km values are as folows: 7-methylxanthine 0.2 mM, theobromine 0.2 mM, paraxanthine 0.07 mM and S-adenosyl-L-methionine with each substrate 0.01 mM. The results suggest the pathway for caffeine biosynthesis in Coffea arabica is: 7-methylxanthosine - 7-methylxanthine - theobromine - caffeineCOFFEA ARABICABIOQUIMICABIOSINTESISCAFEINAACTIVIDAD ENZIMATICAANALISIS DE CAFEINAPhytochemistry (RU)
institution IICA
collection Koha
country Costa Rica
countrycode CR
component Bibliográfico
access En linea
databasecode cat-sibiica
tag biblioteca
region America Central
libraryname Sistema de Bibliotecas IICA/CATIE
topic COFFEA ARABICA
BIOQUIMICA
BIOSINTESIS
CAFEINA
ACTIVIDAD ENZIMATICA
ANALISIS DE CAFEINA
COFFEA ARABICA
BIOQUIMICA
BIOSINTESIS
CAFEINA
ACTIVIDAD ENZIMATICA
ANALISIS DE CAFEINA
spellingShingle COFFEA ARABICA
BIOQUIMICA
BIOSINTESIS
CAFEINA
ACTIVIDAD ENZIMATICA
ANALISIS DE CAFEINA
COFFEA ARABICA
BIOQUIMICA
BIOSINTESIS
CAFEINA
ACTIVIDAD ENZIMATICA
ANALISIS DE CAFEINA
N-Methyltransferases and 7-methyl - N9-Nucleoside jydrolase activity in Coffea arabica and the biosynthesis of caffeine
description The incorporation of radioactivity from L-[14CH3]-methionine into caffeine by coffee frutis was enhanced by additions of theobromine and paraxanthine but was reduced by additions of theophylline and caffeine. Cell-free extracts prepared from seedlings, partially ripe and unripe coffee fruits showed that only the unripe green fruits contained significant methyltransferase and 7-methyl-N9-nucleoside hydrolase activity. The cell-free extracts catalysed the transfer of methyl groups from S-adenosyl-L-[14CH3]-methionine to 7-methylxanthine, and 7-methylxanthosine, producing theobromine and to theobromine producing caffeine. The two enzymic methylations exhibited a sharp pH max at 8.5 and a similar pattern of effects with metal chelators, thiol reagents and Mg2+ ions, which were slightly stimulating though not essential to enzyme activity. Paraxanthine (1,7-dimethylxanthine) was shown to be the most active among methylxanthines as methyl acceptors; however its formation from 1-methylxanthineand 7-methylxanthine was not detectable, and biosynthesis form paraxanthine in the intact plant would therefore appear not to occur. The apparent Km values are as folows: 7-methylxanthine 0.2 mM, theobromine 0.2 mM, paraxanthine 0.07 mM and S-adenosyl-L-methionine with each substrate 0.01 mM. The results suggest the pathway for caffeine biosynthesis in Coffea arabica is: 7-methylxanthosine - 7-methylxanthine - theobromine - caffeine
format
topic_facet COFFEA ARABICA
BIOQUIMICA
BIOSINTESIS
CAFEINA
ACTIVIDAD ENZIMATICA
ANALISIS DE CAFEINA
title N-Methyltransferases and 7-methyl - N9-Nucleoside jydrolase activity in Coffea arabica and the biosynthesis of caffeine
title_short N-Methyltransferases and 7-methyl - N9-Nucleoside jydrolase activity in Coffea arabica and the biosynthesis of caffeine
title_full N-Methyltransferases and 7-methyl - N9-Nucleoside jydrolase activity in Coffea arabica and the biosynthesis of caffeine
title_fullStr N-Methyltransferases and 7-methyl - N9-Nucleoside jydrolase activity in Coffea arabica and the biosynthesis of caffeine
title_full_unstemmed N-Methyltransferases and 7-methyl - N9-Nucleoside jydrolase activity in Coffea arabica and the biosynthesis of caffeine
title_sort n-methyltransferases and 7-methyl - n9-nucleoside jydrolase activity in coffea arabica and the biosynthesis of caffeine
publishDate 1979
_version_ 1756058251548426240