Biosynthetic origins of the isoprene units of 4-nerolidylcatechol in Potomorphe umbellata

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Data

2005-11-01

Autores

Bergamo, Debora Cristina B. [UNESP]
Kato, Massuo Jorge
Bolzani, Vanderlan da Silva [UNESP]
Furlan, Maysa [UNESP]

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Resumo

The biosynthetic origins of the isoprene units of 4-nerolidylcatechol (1), the major constituent of Potomorphe umbellata, have been studied through feeding experiments with [14C]- and [13C]-glucose, and with precursors of the mevalonic acid and triose/pyruvate pathways, namely, [2- 14C]-mevalonolactone and [U-14C]-glyceraldehyde-3- phosphate, respectively. The pattern of incorporation of label from [1- 13C]-glucose into 1 was determined by quantitative 13C NMR spectroscopy. The labelling pattern revealed that the additive was specifically incorporated, and that the isoprene units of the sesquiterpenoid moiety of 4-nerolidylcatechol were derived from both the mevalonic acid and the triose/pyruvate pathways. The results indicate that both plastidic and cytoplasmic pathways are able to provide isopentenyl diphosphate units for the biosynthesis of 1. ©2005 Sociedade Brasileira de Química.

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4-nerolidylcatechol, Biosynthesis, sesquiterpenoid, Isopentenyl diphosphate, Piperaceae, Potomorphe umbellata

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Journal of the Brazilian Chemical Society, v. 16, n. 6 B, p. 1406-1409, 2005.