Chemistry and Biochemistry of γ-Glutamyl Derivatives from Plants Including Mushrooms (Basidiomycetes)

Kasai, Takanori; Larsen, Peder Olesen

doi:10.1007/978-3-7091-8551-3_4

Cited by 21 publications

(16 citation statements)

References 319 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The non-protein amino acid, S -methyl-Cys, cannot substitute for Met or Cys in the diet (Padovese et al, 2001). The taxonomic distribution of S -methyl-Cys encompasses all Phaseolus and several Vigna species, notably cowpea ( Vigna unguiculata ), and mung bean ( Vigna radiata ), but excludes black gram ( Vigna mungo ) and adzuki bean ( Vigna angularis ), two Asian Vigna species (Baldi and Salamini, 1973; Evans and Boulter, 1975; Kasai and Larsen, 1980; Kasai et al, 1986). V. mungo accumulates the dipeptide γ-Glu-Met rather than γ-Glu- S -methyl-Cys (Otoul et al, 1975).…”

Section: Introductionmentioning

confidence: 99%

Transcriptome Profiling Identifies Candidate Genes Associated with the Accumulation of Distinct Sulfur γ-Glutamyl Dipeptides in Phaseolus vulgaris and Vigna mungo Seeds

Liao¹,

Sharpe²,

Marsolais³

2013

Front. Plant Sci.

View full text Add to dashboard Cite

Common bean (Phaseolus vulgaris) and black gram (Vigna mungo) accumulate γ-Glutamyl-S-methylcysteine and γ-Glutamyl-methionine in seed, respectively. Transcripts were profiled by 454 pyrosequencing data at a similar developmental stage coinciding with the beginning of the accumulation of these metabolites. Expressed sequence tags were assembled into Unigenes, which were assigned to specific genes in the early release chromosomal assembly of the P. vulgaris genome. Genes involved in multiple sulfur metabolic processes were expressed in both species. Expression of Sultr3 members was predominant in P. vulgaris, whereas expression of Sultr5 members predominated in V. mungo. Expression of the cytosolic SERAT1;1 and -1;2 was approximately fourfold higher in P. vulgaris while expression of the plastidic SERAT2;1 was twofold higher in V. mungo. Among BSAS family members, BSAS4;1, encoding a cytosolic cysteine desulfhydrase, and BSAS1;1, encoding a cytosolic O-acetylserine sulphydrylase were most highly expressed in both species. This was followed by BSAS3;1 encoding a plastidic β-cyanoalanine synthase which was more highly expressed by 10-fold in P. vulgaris. The data identify BSAS3;1 as a candidate enzyme for the biosynthesis of S-methylcysteine through the use of methanethiol as substrate instead of cyanide. Expression of GLC1 would provide a complete sequence leading to the biosynthesis of γ-Glutamyl-S-methylcysteine in plastids. The detection of S-methylhomoglutathione in P. vulgaris suggested that homoglutathione synthetase may accept, to some extent, γ-Glutamyl-S-methylcysteine as substrate, which might lead to the formation of S-methylated phytochelatins. In conclusion, 454 sequencing was effective at revealing differences in the expression of sulfur metabolic genes, providing information on candidate genes for the biosynthesis of distinct sulfur amino acid γ-Glutamyl dipeptides between P. vulgaris and V. mungo.

show abstract

Section: Introductionmentioning

confidence: 99%

Transcriptome Profiling Identifies Candidate Genes Associated with the Accumulation of Distinct Sulfur γ-Glutamyl Dipeptides in Phaseolus vulgaris and Vigna mungo Seeds

Liao¹,

Sharpe²,

Marsolais³

2013

Front. Plant Sci.

View full text Add to dashboard Cite

show abstract

“…The occurrence of this pathway has been documented in whole plants and cultured cells (see Rennenberg [17] for review) as have been numerous related pathways (10). BSO3 is a specific inhibitor of y-glutamylcysteine synthetase (EC 6.3.2.2) in animal cells (3) and has been shown to inhibit glutathione synthesis in cultured tomato cells (2).…”

mentioning

confidence: 99%

Effects of Buthionine Sulfoximine on Cd-Binding Peptide Levels in Suspension-Cultured Tobacco Cells Treated with Cd, Zn, or Cu

Reese¹,

Wagner²

1987

Plant Physiol.

View full text Add to dashboard Cite

ABSTRACThaving small size and similar amino acid composition in fission yeast and showed that they contained 2 or 3 pairs of Glu-Cys groups attached to a single Gly residue. In addition, they demonstrated that the Gly-Cys pairs were not bound through standard peptide linkages, but were attached through the -y-carboxyl group of Glu residues, in a manner analogous to glutathione. Recent work by Grill et al. (6) using different methods for primary sequence determination showed that peptides (termed phytochelatins) formed by Rauvolfia cultured cells in the presence of Cd are structurally identical to those of fission yeast. Direct comparison of the properties of plant Cd-peptide and rat liver Cd, Zn-thionein show that these ligands differ greatly in composition, metal affinity, and metal selectivity (16).The repeating y-glutamylcysteine groups in Cd-binding peptides of higher plants and fission yeast suggest that their synthesis may involve enzymes ofglutathione metabolism. The occurrence of this pathway has been documented in whole plants and cultured cells (see Rennenberg [17] for review) as have been numerous related pathways (10). BSO3 is a specific inhibitor of y-glutamylcysteine synthetase (EC 6.3.2.2) in animal cells (3) and has been shown to inhibit glutathione synthesis in cultured tomato cells (2). Since this enzyme may be involved in the synthesis of plant Cd-binding peptide, we examined the effects of BSO on the synthesis of this peptide in suspension-cultured tobacco cells exposed to Cd. We also examined the effects of Zn and Cu on formation of ligand of Cd-binding peptide, as these metals have been reported to induce the ligand (albeit very low levels) in fission yeast (5)

show abstract

“…As regards the nonprotein amino acids in WBS, cw-aminoadipic acid, palanine, y-aminobutyric acid, ornithine and ethanolamine were detected together with unique y-glutamyltyrosine and y-glutamylphenylalanine which characterized the free amino acid profile of WBS. y-Glutamyl peptides in legume seeds have been utilized occasionally as index compounds for classifica-tion of the leguminous crops (Kasai and Larsen, 1980): group (1) containing high concentration of y-glutamyltyrosine and yglutamylphenylalanine such as soybean (Glycine max), group (2) containing unique y-glutamyl peptides other than group (l), such as kidney bean (Phaseolus vulgaris), lima bean (P. lunatus) and number of Phaseolus beans, and group (3) containing small amounts or no y-glutamyl peptides in the seeds, such as broad bean (Vi& fuva). The winged bean seems to be a crop species belonging to group (l), like soybean.…”

Section: Nitrogen Contents and Moisturementioning

confidence: 99%

Free Amino Acids and Related Compounds in Seeds and Sprouts of Winged Bean Psophocarpus tetragonolobus (L.) DC)

Oka

Sasaoka

1985

Journal of Food Science

View full text Add to dashboard Cite

Free amino acids and related compounds in the nonprotein nitrogen (NPN) fraction of winged bean seeds and sprouts were quantitatively determined. The proportion of NPN to total nitrogen was low in the seeds (9%) and in the cotyledons of the sprouts (11 o/o), and relatively high in the epicotyls of the sprouts (54%). About 6% and 40% NPN were attributable to free amino acid nitrogen in the seeds and the sprouts, respectively. The free amino acid profile of seeds was characterized by the presence of sizable amounts of y-l-glutamyl-l-tyrosine and y-L-glutamyl-L-phenylalanine, indicating similarities to that of soybean seeds. Accumulation of free amino acids, particularly nonprotein amino acids such as a-aminoadipic acid and y-aminobutyric acid, were demonstrated in the sprouts. No canavanine was detected in either seeds or sprouts.

show abstract

Chemistry and Biochemistry of γ-Glutamyl Derivatives from Plants Including Mushrooms (Basidiomycetes)

Cited by 21 publications

References 319 publications

Transcriptome Profiling Identifies Candidate Genes Associated with the Accumulation of Distinct Sulfur γ-Glutamyl Dipeptides in Phaseolus vulgaris and Vigna mungo Seeds

Transcriptome Profiling Identifies Candidate Genes Associated with the Accumulation of Distinct Sulfur γ-Glutamyl Dipeptides in Phaseolus vulgaris and Vigna mungo Seeds

Effects of Buthionine Sulfoximine on Cd-Binding Peptide Levels in Suspension-Cultured Tobacco Cells Treated with Cd, Zn, or Cu

Free Amino Acids and Related Compounds in Seeds and Sprouts of Winged Bean Psophocarpus tetragonolobus (L.) DC)

Contact Info

Product

Resources

About