Biosynthesis and Catabolism of Caffeine in Low-Caffeine-Containing Species of <i>Coffea</i>

Ashihara, Hiroshi; Crozier, Alan

doi:10.1021/jf981209n

Cited by 57 publications

(52 citation statements)

References 30 publications

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“…2,5 Caffeine (1,3,7-trimethyl-2,6-purinedione) is a natural product widely distributed in coffee beans and several other plants. 6,7 Coffee beans contain relatively high concentrations of caffeine, which is perceived by some as having adverse effects on health. 8 Nevertheless, caffeine is extensively used as a smooth muscle relaxant; it is often included in small doses in analgesics and cold remedies because of its stimulant action; and it is consumed in beverages such as coffee, tea, and a variety of soft drinks.…”

Section: Introductionmentioning

confidence: 99%

Theoretical and pH dependent surface enhanced Raman spectroscopy study on caffeine

et al. 2002

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ABSTRACT:The surface enhanced Raman spectroscopy (SERS) spectrum of caffeine is recorded on a silver colloid at different pH values. It is discussed on the basis of the SERS "surface selection rules" in order to characterize its vibrational behavior on such a biological artificial model. To improve the previous assignments in the Raman spectrum and for a reliable, detailed analysis of SERS spectra, density functional theory calculations (structural parameters, harmonic vibrational wavenumbers, total electron density, and natural population analysis of the molecule) are performed for the anhydrous form of caffeine and the results are discussed. The predicted geometry and vibrational Raman spectra are in good agreement with the experimental data. The flat orientation of the mainly chemisorbed caffeine attached through the electrons and the lone pair of nonmethylated N atoms of the imidazole ring are proposed to occur at neutral and basic pH values. At acid pH values caffeine is probably adsorbed on the Ag surface through one or both oxygen atoms, more probably through the O atom of the conjugated carbonyl group with an end-on orientation. However, the changes in the overall SERS spectral pattern seem to indicate the electromagnetic mechanism as being the dominant one.

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Section: Introductionmentioning

confidence: 99%

Theoretical and pH dependent surface enhanced Raman spectroscopy study on caffeine

et al. 2002

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“…9 The activity of biosynthesis and degradation of caffeine in leaves of low-caffeine-containing Coffea species, C. salvatrix, C. eugenioides, and C. bengalensis has been investigated by Ashihara and Crozier. 10 The biosynthesis of caffeine is less pronounced in leaves of these Coffea species than in C. arabica. Degradation of caffeine was slow in both of high-and low caffeine coffee species, except in C. eugenioides which rapidly catabolises caffeine.…”

Section: Introductionmentioning

confidence: 95%

“…Degradation of caffeine was slow in both of high-and low caffeine coffee species, except in C. eugenioides which rapidly catabolises caffeine. 10,11 In the present studies, we used two Mascarocoffea spices, C. millotii ( Fig. 1) and C. perrieri and the level of caffeine and trigonelline and the activity of caffeine biosynthesis are compared with those in caffeine-accumulating C. canephora.…”

Section: Introductionmentioning

confidence: 99%

Caffeine Biosynthesis and Purine Metabolism in Leaves of Mascarocoffea Species

Deng

Rakotomalala

Nagai

et al. 2017

ECB

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“…In young and mature leaves of C. eugenioides which contain low levels of caffeine, [8-14C] caffeine is catabolised rapidly primarily by the main caffeine catabolic pathway via theophylline. This suggests that the low caffeine accumulation in C. eugenioides is a consequence of rapid degradation of caffeine perhaps accompanied by a slow rate of caffeine biosynthesis (Ashihara and Crozier, 1999). In tea and mate (Ilex paraguariensis), large amounts of theophylline are also converted to theobromine and caffeine via a theophylline -> 3-methylxanthine -> theobromine -> caffeine salvage pathway (Ito et al, 1997).…”

Section: Kegg Pathway-based Analysis Using Progenitor Genomes As Refementioning

confidence: 99%

Genomic studies of biochemical compounds determining arabica coffee (Coffea arabica L.) quality

Tran¹

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Coffee is an important crop globally. Improving coffee quality is a primary breeding target that would benefit from understanding of trait inheritance and ancestral genetic information. However, comparatively little information exists on the genetics of quality and the relationships between wild and cultivated coffee genotypes, especially arabica coffee (Coffea arabica L.) which accounts for almost 60% of coffee production globally. The complex polyploidy genome and limited genomic information for C. arabica have impeded the progress of genetic studies. Arabica coffee is among the major organisms that do not have a reference genome. This project aimed to develop and utilise genomic resources in genetic studies of arabica coffee quality. The relationship between coffee species and the position of arabica within the Coffeeae tribe were investigated using complete chloroplast genome sequences to determine the value of these genetic resources in breeding. A draft genome sequence of arabica coffee was developed. Marker-trait associations were studied for caffeine and trigonelline, the two principal compounds known to be related to coffee quality, paving the way for developing new improved varieties with preferred levels of these compounds in the coffee beans.Chloroplast genomes of 16 coffee species were sequenced and their phylogeny constructed. Results support distinct Psilanthus and Coffea clades. It is likely that C. canephora is a hybrid that has a Psilanthus maternal genome but received much of its nuclear genome from Coffea. The maternal genomes of C. arabica and C. canephora are divergent. This result is in agreement with the fact that the chloroplast genome of arabica should be that of the maternal parent i.e. C. eugenioides. There were two species (C. humblotiana and C. tetragona) close to C. arabica and one species (P. ebracteolatus) close to C. canephora containing almost no caffeine. They could serve as important materials in arabica quality breeding and research.For the association study, 232 diverse arabica coffee accessions originating from 27 countries were harvested from the germplasm collection at CATIE (Tropical Agricultural Research and Higher Education Centre), Costa Rica. Substantial variation between genotypes was observed for bean morphology attributes. Non-volatiles including caffeine and trigonelline showed larger variation in range than was previously reported. Results of targeted analysis of 18 volatiles from 35 accessions also showed significant variation. No strong correlation was found between bean morphology and the levels of non-volatile or volatile compounds, implying that it is difficult to select for low or high non-volatile and volatile compounds based on bean physical characteristics. However, it also indicates that breeding for desirable combinations of traits (i.e. large bean size, low caffeine, high trigonelline, and favourable volatiles) is possible.ii The genome of the most popular arabica variety (K7) in Australia was sequenced. Genome assembly was performed using b...

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Biosynthesis and Catabolism of Caffeine in Low-Caffeine-Containing Species of Coffea

Cited by 57 publications

References 30 publications

Theoretical and pH dependent surface enhanced Raman spectroscopy study on caffeine

Theoretical and pH dependent surface enhanced Raman spectroscopy study on caffeine

Caffeine Biosynthesis and Purine Metabolism in Leaves of Mascarocoffea Species

Genomic studies of biochemical compounds determining arabica coffee (Coffea arabica L.) quality

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