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Sigma-Aldrich

Dhurrin

≥95% (HPLC)

Synonym(e):

(S)-(β-D-Glucopyranosyloxy)-(4-hydroxyphenyl)-acetonitril, (S)-4-Hydroxymandelsäurenitril-β-D-glucosid

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About This Item

Empirische Formel (Hill-System):
C14H17NO7
CAS-Nummer:
499-20-7
Molekulargewicht:
311.29
EG-Nummer:
207-878-6
MDL-Nummer:
MFCD18632527
UNSPSC-Code:
12352201
PubChem Substanz-ID:
329748512
NACRES:
NA.25

Assay

≥95% (HPLC)

Form

powder or crystals

Farbe

white to light brown

Lagertemp.

room temp

SMILES String

OC[C@H]1O[C@@H](O[C@H](C#N)c2ccc(O)cc2)[C@H](O)[C@@H](O)[C@@H]1O

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

InChIKey

NVLTYOJHPBMILU-YOVYLDAJSA-N

Verwandte Kategorien

Allgemeine Beschreibung

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.

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Sonstige Hinweise

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H302

Gefahreneinstufungen

Acute Tox. 4 Oral

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

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Johan Memelink
Trends in plant science, 10(7), 305-307 (2005-06-14)
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 et al. reported that introducing the
Cecilia K Blomstedt et al.
Plant biotechnology journal, 10(1), 54-66 (2011-09-02)
Cyanogenic glucosides are present in several crop plants and can pose a significant problem for human and animal consumption, because of their ability to release toxic hydrogen cyanide. Sorghum bicolor L. contains the cyanogenic glucoside dhurrin. A qualitative biochemical screen
Gina Rosalinda De Nicola et al.
Journal of agricultural and food chemistry, 59(15), 8065-8069 (2011-06-29)
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 glucoside p-hydroxy-(S)-mandelonitrile-β-D-glucoside (dhurrin) as a
Toni M Kutchan
Trends in biotechnology, 23(8), 381-383 (2005-06-01)
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 engineered to produce the
Henrik Johansen et al.
Chemosphere, 67(2), 259-266 (2006-11-28)
Cyanogenic glycosides are common plant toxins. Toxic hydrogen cyanide originating from cyanogenic glycosides may affect soil processes and water quality. In this study, hydrolysis, degradation and sorption of dhurrin (4-hydroxymandelonitrile-beta-d-glucoside) produced by sorghum has been studied in order to assess
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