dhurrin, 499-20-7

Articles:

PubMed:The necrotrophic effector protein SnTox3 re-programs metabolism and elicits a strong defence response in susceptible wheat leaves.

PubMed:Age versus stage: does ontogeny modify the effect of phosphorus and arbuscular mycorrhizas on above- and below-ground defence in forage sorghum?

PubMed:Effects of PEG-induced osmotic stress on growth and dhurrin levels of forage sorghum.

PubMed:High basal defense gene expression determines sorghum resistance to the whorl-feeding insect southwestern corn borer.

PubMed:Amygdalin analogues inhibit IFN-γ signalling and reduce the inflammatory response in human epidermal keratinocytes.

PubMed:Forward genetics by genome sequencing reveals that rapid cyanide release deters insect herbivory of Sorghum bicolor.

PubMed:Amphipol trapping of a functional CYP system.

PubMed:The rare cyanogen proteacin, and dhurrin, from foliage of Polyscias australiana, a tropical Araliaceae.

PubMed:Visualizing metabolite distribution and enzymatic conversion in plant tissues by desorption electrospray ionization mass spectrometry imaging.

PubMed:Sorghum allelopathy--from ecosystem to molecule.

PubMed:Global transcriptome analysis reveals distinct expression among duplicated genes during sorghum-interaction.

PubMed:Drying and processing protocols affect the quantification of cyanogenic glucosides in forage sorghum.

PubMed:Turning the 'mustard oil bomb' into a 'cyanide bomb': aromatic glucosinolate metabolism in a specialist insect herbivore.

PubMed:A combined biochemical screen and TILLING approach identifies mutations in Sorghum bicolor L. Moench resulting in acyanogenic forage production.

PubMed:A simple analytical method for dhurrin content evaluation in cyanogenic plants for their utilization in fodder and biofumigation.

PubMed:Homology modeling of the three membrane proteins of the dhurrin metabolon: catalytic sites, membrane surface association and protein-protein interactions.

PubMed:Comparison of gas chromotography, spectrophotometry and near infrared spectroscopy to quantify prussic acid potential in forages.

PubMed:Plant science. Dynamic metabolons.

PubMed:Primary or secondary? Versatile nitrilases in plant metabolism.

PubMed:Evolution of heteromeric nitrilase complexes in Poaceae with new functions in nitrile metabolism.

PubMed:Metabolon formation in dhurrin biosynthesis.

PubMed:Rate of hydrolysis and degradation of the cyanogenic glycoside - dhurrin - in soil.

PubMed:Consequences of transferring three sorghum genes for secondary metabolite (cyanogenic glucoside) biosynthesis to grapevine hairy roots.

PubMed:Reconstitution of cyanogenesis in barley (Hordeum vulgare L.) and its implications for resistance against the barley powdery mildew fungus.

PubMed:Determination of catalytic key amino acids and UDP sugar donor specificity of the cyanohydrin glycosyltransferase UGT85B1 from Sorghum bicolor. Molecular modeling substantiated by site-specific mutagenesis and biochemical analyses.

PubMed:Cyanogenic glycosides and menisdaurin from Guazuma ulmifolia, Ostrya virgininana, Tiquilia plicata and Tiquilia canescens.

PubMed:Tailoring the plant metabolome without a loose stitch.

PubMed:Predictive metabolic engineering in plants: still full of surprises.

PubMed:Metabolic channeling in plants.

PubMed:Metabolic engineering of dhurrin in transgenic Arabidopsis plants with marginal inadvertent effects on the metabolome and transcriptome.

PubMed:Structural determinants of substrate specificity in family 1 beta-glucosidases: novel insights from the crystal structure of sorghum dhurrinase-1, a plant beta-glucosidase with strict specificity, in complex with its natural substrate.

PubMed:Raman spectroscopic analysis of cyanogenic glucosides in plants: development of a flow injection surface-enhanced Raman scatter (FI-SERS) method for determination of cyanide.

PubMed:The in vitro substrate regiospecificity of recombinant UGT85B1, the cyanohydrin glucosyltransferase from Sorghum bicolor.

PubMed:Mutational and structural analysis of aglycone specificity in maize and sorghum beta-glucosidases.

PubMed:Dhurrin synthesis in sorghum is regulated at the transcriptional level and induced by nitrogen fertilization in older plants.

PubMed:Relationship Between Levels of Cyanide in Sudangrass Hybrids Incorporated into Soil and Suppression of Meloidogyne hapla.

PubMed:Characterization of transgenic Arabidopsis thaliana with metabolically engineered high levels of p-hydroxybenzylglucosinolate.

PubMed:Resistance to an herbivore through engineered cyanogenic glucoside synthesis.

PubMed:Metabolism of tyrosine and tryptophan--new genes for old pathways.

PubMed:The mechanism of substrate (aglycone) specificity in beta -glucosidases is revealed by crystal structures of mutant maize beta -glucosidase-DIMBOA, -DIMBOAGlc, and -dhurrin complexes.

PubMed:Transgenic tobacco and Arabidopsis plants expressing the two multifunctional sorghum cytochrome P450 enzymes, CYP79A1 and CYP71E1, are cyanogenic and accumulate metabolites derived from intermediates in Dhurrin biosynthesis.

PubMed:The aglycone specificity-determining sites are different in 2, 4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one (DIMBOA)-glucosidase (Maize beta -glucosidase) and dhurrinase (Sorghum beta -glucosidase).

PubMed:Metabolic engineering of p-hydroxybenzylglucosinolate in Arabidopsis by expression of the cyanogenic CYP79A1 from Sorghum bicolor.

PubMed:The UDP-glucose:p-hydroxymandelonitrile-O-glucosyltransferase that catalyzes the last step in synthesis of the cyanogenic glucoside dhurrin in Sorghum bicolor. Isolation, cloning, heterologous expression, and substrate specificity.

PubMed:Production and properties of the linamarase and amygdalase activities of Penicillium aurantiogriseum P35.

PubMed:Substrate specificity of the cytochrome P450 enzymes CYP79A1 and CYP71E1 involved in the biosynthesis of the cyanogenic glucoside dhurrin in Sorghum bicolor (L.) Moench.

PubMed:The presence of CYP79 homologues in glucosinolate-producing plants shows evolutionary conservation of the enzymes in the conversion of amino acid to aldoxime in the biosynthesis of cyanogenic glucosides and glucosinolates.

PubMed:Cloning of three A-type cytochromes P450, CYP71E1, CYP98, and CYP99 from Sorghum bicolor (L.) Moench by a PCR approach and identification by expression in Escherichia coli of CYP71E1 as a multifunctional cytochrome P450 in the biosynthesis of the cyanogenic glucoside dhurrin.

PubMed:Isolation and reconstitution of cytochrome P450ox and in vitro reconstitution of the entire biosynthetic pathway of the cyanogenic glucoside dhurrin from sorghum.

PubMed:Dhurrin-6'-glucoside, a cyanogenic diglucoside from Sorghum bicolor.

PubMed:The primary sequence of cytochrome P450tyr, the multifunctional N-hydroxylase catalyzing the conversion of L-tyrosine to p-hydroxyphenylacetaldehyde oxime in the biosynthesis of the cyanogenic glucoside dhurrin in Sorghum bicolor (L.) Moench.

PubMed:Purification and characterization of recombinant cytochrome P450TYR expressed at high levels in Escherichia coli.

PubMed:Cytochrome P-450TYR is a multifunctional heme-thiolate enzyme catalyzing the conversion of L-tyrosine to p-hydroxyphenylacetaldehyde oxime in the biosynthesis of the cyanogenic glucoside dhurrin in Sorghum bicolor (L.) Moench.

PubMed:Characterization of cytochrome P450TYR, a multifunctional haem-thiolate N-hydroxylase involved in the biosynthesis of the cyanogenic glucoside dhurrin.

PubMed:Isolation of the heme-thiolate enzyme cytochrome P-450TYR, which catalyzes the committed step in the biosynthesis of the cyanogenic glucoside dhurrin in Sorghum bicolor (L.) Moench.

PubMed:Molecular cloning of hydroxynitrile lyase from Sorghum bicolor (L.). Homologies to serine carboxypeptidases.

PubMed:The metabolism of a natural product: lessons learned from cyanogenic glycosides.

PubMed:Involvement of Cytochrome P-450 in the Biosynthesis of Dhurrin in Sorghum bicolor (L.) Moench.

PubMed:2-nitro-3-(p-hydroxyphenyl)propionate and aci-1-nitro-2-(p-hydroxyphenyl)ethane, two intermediates in the biosynthesis of the cyanogenic glucoside dhurrin in Sorghum bicolor (L.) Moench.

PubMed:The biosynthesis of cyanogenic glucosides in higher plants. Identification of three hydroxylation steps in the biosynthesis of dhurrin in Sorghum bicolor (L.) Moench and the involvement of 1-ACI-nitro-2-(p-hydroxyphenyl)ethane as an intermediate.

PubMed:Turnover of dhurrin in green sorghum seedlings.

PubMed:Larvicidal effects of grain sorghum (Sorghum bicolor) seedling extracts upon Culex pipiens larvae.

PubMed:The biosynthesis of cyanogenic glucosides in higher plants. The (E)- and (Z)-isomers of p-hydroxyphenylacetaldehyde oxime as intermediates in the biosynthesis of dhurrin in Sorghum bicolor (L.) Moench.

PubMed:Biosynthesis of the Cyanogenic Glucoside Dhurrin in Seedlings of Sorghum bicolor (L.) Moench and Partial Purification of the Enzyme System Involved.

PubMed:Allelopathic potential of sorghum-sudangrass hybrid (sudex).

PubMed:Cyanogenic glucosides: the biosynthetic pathway and the enzyme system involved.

PubMed:Characterization of beta-glucosidases with high specificity for the cyanogenic glucoside dhurrin in Sorghum bicolor (L.) moench seedlings.

PubMed:Relationship between contents of leucoanthocyanidin and dhurrin in sorghum leaves.

PubMed:Hydrolysis of a naturally occurring beta-glucoside by a broad-specificity beta-glucosidase from liver.

PubMed:In-vitro biosynthesis of 1-(4'-hydroxyphenyl)-2-nitroethane and production of cyanogenic compounds in osmotically stressed cell suspension cultures of Eschscholtzia californica Cham.

PubMed:Leakage of Dhurrin and p-Hydroxybenzaldehyde from Young Sorghum Shoots Immersed in Various Solvents.

PubMed:[The occurrence of hydrocyanic acid in Cormophytes. 18th. Communication. New observations in leguminosae-Papilionoideae (Galegeae, Genisteae, Loteae, Phaseoleae)].

PubMed:Subcellular Localization of Dhurrin beta-Glucosidase and Hydroxynitrile Lyase in the Mesophyll Cells of Sorghum Leaf Blades.

PubMed:Aphid feeding deterrents in sorghum : Bioassay isolation and characterization.

PubMed:[The cyanogenic glycosides of triticum, secale and sorghum].

PubMed:The biosynthesis of cyanogenic glucosides in higher plants. Channeling of intermediates in dhurrin biosynthesis by a microsomal system from Sorghum bicolor (linn) Moench.

PubMed:The biosynthesis of cyanogenic glucosides in higher plants. N-Hydroxytyrosine as an intermediate in the biosynthesis of dhurrin by Sorghum bicolor (Linn) Moench.

PubMed:Tissue Distributions of Dhurrin and of Enzymes Involved in Its Metabolism in Leaves of Sorghum bicolor.

PubMed:Presence of the cyanogenic glucoside dhurrin in isolated vacuoles from sorghum.

PubMed:Localization of Cinnamic Acid 4-Monooxygenase and the Membrane-bound Enzyme System for Dhurrin Biosynthesis in Sorghum Seedlings.

PubMed:Subcellular localization of the cyanogenic glucoside of sorghum by autoradiography.

PubMed:Stereochemical aspects of the biosynthesis of the epimeric cyanogenic glucosides dhurrin and taxiphyllin.

PubMed:The in vitro biosynthesis of dhurrin, the cyanogenic glycoside of Sorghum bicolor.

PubMed:Biosynthesis of phenolic compounds in first internodes of sorghum: lignin and related products.

PubMed:The metabolism of aromatic compounds in higher plants. VII. The origin of the nitrile nitrogen atom of dhurrin (beta-D-glucopyranosyloxy-L-p-hydroxymandelonitrile).

PubMed:The metabolism of aromatic compounds in higher plants. VI. Studies on the biosynthesis of dhurrin, the cyanogenic glucoside of Sorghum vulgare.

dhurrin
(S)-p-hydroxymandelnitrile-beta-D-glucopyranoside

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dhurrin (S)-p-hydroxymandelnitrile-beta-D-glucopyranoside

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dhurrin
(S)-p-hydroxymandelnitrile-beta-D-glucopyranoside