07743
Dhurrin
≥95% (HPLC)
Synonym(s):
(S)-(β-D-Glucopyranosyloxy)(4-hydroxyphenyl)acetonitrile, (S)-4-Hydroxymandelonitrile β-D-glucoside
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About This Item
Empirical Formula (Hill Notation):
C14H17NO7
CAS Number:
Molecular Weight:
311.29
PubChem Substance ID:
UNSPSC Code:
12352201
NACRES:
NA.25
EC Number:
207-878-6
MDL number:
InChI
1S/C14H17NO7/c15-5-9(7-1-3-8(17)4-2-7)21-14-13(20)12(19)11(18)10(6-16)22-14/h1-4,9-14,16-20H,6H2/t9-,10-,11-,12+,13-,14-/m1/s1
InChI key
NVLTYOJHPBMILU-YOVYLDAJSA-N
assay
≥95% (HPLC)
form
powder or crystals
color
white to light brown
storage temp.
room temp
Quality Level
General description
Dhurrin is a cyanogenic glucoside found expressed in the leaves of Sorghum plants. Studies have shown that as the plant ages, dhurrin expression depends are nitrogen availability. Dhurrin production shifts from the leaves to the stems during development.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Other Notes
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Peter Kamp Busk et al.
Plant physiology, 129(3), 1222-1231 (2002-07-13)
The content of the cyanogenic glucoside dhurrin in sorghum (Sorghum bicolor L. Moench) varies depending on plant age and growth conditions. The cyanide potential is highest shortly after onset of germination. At this stage, nitrogen application has no effect on
Hiroshi Mizuno et al.
BMC plant biology, 12, 121-121 (2012-07-31)
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 causing a sorghum disease
Kirsten Annette Nielsen et al.
Phytochemistry, 69(1), 88-98 (2007-08-21)
Synthesis of the tyrosine derived cyanogenic glucoside dhurrin in Sorghum bicolor is catalyzed by two multifunctional, membrane bound cytochromes P450, CYP79A1 and CYP71E1, and a soluble UDPG-glucosyltransferase, UGT85B1 (Tattersall, D.B., Bak, S., Jones, P.R., Olsen, C.E., Nielsen, J.K., Hansen, M.L.
Kenneth Jensen et al.
Phytochemistry, 72(17), 2113-2123 (2011-05-31)
Formation of metabolons (macromolecular enzyme complexes) facilitates the channelling of substrates in biosynthetic pathways. Metabolon formation is a dynamic process in which transient structures mediated by weak protein-protein interactions are formed. In Sorghum, the cyanogenic glucoside dhurrin is derived from
Roslyn M Gleadow et al.
Journal of the science of food and agriculture, 92(11), 2234-2238 (2012-06-16)
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 sometimes death of grazing animals
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