Dhurrin

Dhurrin Structure
Dhurrin structure
Common Name Dhurrin
CAS Number 499-20-7 Molecular Weight 311.28700
Density 1.56g/cm3 Boiling Point 586.7ºC at 760 mmHg
Molecular Formula C14H17NO7 Melting Point 200ºC (dec.)
MSDS Chinese USA Flash Point 308.6ºC
Symbol GHS07
GHS07
Signal Word Warning

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

J. Sci. Food Agric. 91(8) , 1523-6, (2011)

Sorghum [Sorghum bicolor (L.) Moench] has been shown to contain the cyanogenic glycoside dhurrin, which is responsible for the disorder known as prussic acid poisoning in livestock. The current standard method for estimating hydrogen cyanide (HCN) uses spectr...

Tailoring the plant metabolome without a loose stitch.

Trends Plant Sci. 10(7) , 305-7, (2005)

Metabolic engineering holds great promise as a technique for improving crop plants. However, introducing new metabolic steps can disturb normal metabolism and gene expression, affecting phenotype and quality in undesired ways. Recently, Charlotte Kristensen e...

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

J. Sci. Food Agric. 92(11) , 2234-8, (2012)

Cyanogenic glucosides are common bioactive products that break down to release toxic hydrogen cyanide (HCN) when combined with specific β-glucosidases. In forage sorghum, high concentrations of the cyanogenic glucoside dhurrin lead to reduced productivity and...

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

Proc. Natl. Acad. Sci. U. S. A. 97(25) , 13555-60, (2000)

The mechanism and the site of substrate (i.e., aglycone) recognition and specificity were investigated in maize beta-glucosidase (Glu1) by x-ray crystallography by using crystals of a catalytically inactive mutant (Glu1E191D) in complex with the natural subst...

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

BMC Plant Biol. 12 , 121, (2012)

Sorghum (Sorghum bicolor L. Moench) is a rich source of natural phytochemicals. We performed massive parallel sequencing of mRNA to identify differentially expressed genes after sorghum BTx623 had been infected with Bipolaris sorghicola, a necrotrophic fungus...

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

J. Agric. Food Chem. 59(15) , 8065-9, (2011)

Cyanogenic plants have some potential as biocidal green manure crops in limiting several soilborne pests and pathogens. Sorghum (Sorghum bicolor (L.) Moench) and Sudangrass (Sorghum bicolor subsp. sudanense (P.) Stapf), in fact, contain the cyanogenic glucosi...

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

Curr. Opin. Plant Biol. 4(3) , 234-40, (2001)

Tyrosine and tryptophan are precursors for the plant defense compounds dhurrin and indole glucosinolates, respectively. In addition, tryptophan is a precursor for the essential phytohormone indole-3-acetic acid. Recent advances in understanding the biosynthes...

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

Phytochemistry 66(13) , 1567-80, (2005)

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).

J. Biol. Chem. 275(26) , 20002-11, (2000)

The maize beta-glucosidase isozyme Glu1 hydrolyzes a broad spectrum of substrates in addition to its natural substrate DIMBOAGlc (2-O-beta-d-glucopyranosyl-4-hydroxy-7-methoxy-1,4-benzoxazin-3-on e), whereas the sorghum beta-glucosidase isozyme Dhr1 hydrolyze...

Predictive metabolic engineering in plants: still full of surprises.

Trends Biotechnol. 23(8) , 381-3; discussion 383-4, (2005)

In an important recent paper Kristensen et al. address a question of fundamental importance in plant biotechnology: how are metabolic pathways affected upon introduction of a transgene? Analysis of the transcriptome and metabolome of Arabidopsis thaliana engi...