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Sigma-Aldrich

α-Hydroxyisobutyronitril-β-D-glucopyranosid

≥97% (HPLC)

Synonym(e):

α-Hydroxyisobutyronitril-β-D-glucose, 2-(β-D-Glucopyranosyloxy)-2-methylpropionitrile, Linamarin

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About This Item

Empirische Formel (Hill-System):
C10H17NO6
CAS-Nummer:
554-35-8
Molekulargewicht:
247.25
MDL-Nummer:
MFCD00036209
UNSPSC-Code:
12352201
PubChem Substanz-ID:
329760502
NACRES:
NA.25

Biologische Quelle

synthetic

Assay

≥97% (HPLC)

Form

solid

Optische Aktivität

[α]/D -26.5±2.0°, c = 1 in H2O

Methode(n)

HPLC: suitable

Farbe

white to off-white

Lagertemp.

2-8°C

SMILES String

CC(C)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C#N

InChI

1S/C10H17NO6/c1-10(2,4-11)17-9-8(15)7(14)6(13)5(3-12)16-9/h5-9,12-15H,3H2,1-2H3/t5-,6-,7+,8-,9+/m1/s1

InChIKey

QLTCHMYAEJEXBT-ZEBDFXRSSA-N

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Anwendung

Linamarin, a cyanogenic glucose substrate, is used together with β-glucosidase, linamarase, to produce cyanide in vivo as a potential anticancer strategy.

Biochem./physiol. Wirkung

Linamarin is a cyanogenic glucoside found in the leaves and roots of plants such as cassava, lima beans, and flax. Upon exposure to enzymes and gut flora in the human intestine, linamarin and its methylated relative lotaustralin can decompose to the toxic chemical hydrogen cyanide

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

Gefahreneinstufungen

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Stefan Pentzold et al.
Scientific reports, 6, 22407-22407 (2016-03-05)
Insects often release noxious substances for their defence. Larvae of Zygaena filipendulae (Lepidoptera) secrete viscous and cyanogenic glucoside-containing droplets, whose effectiveness was associated with their physical and chemical properties. The droplets glued mandibles and legs of potential predators together and
Christine Männel-Croisé et al.
Analytical chemistry, 81(22), 9493-9498 (2009-10-22)
Corrin-based chemosensors allow the rapid and selective colorimetric detection of endogenous biological cyanide. The color change from orange to violet can be easily observed with the "naked eye" (Deltalambda(max) = 51 nm). The methodology works directly in the biological matrix
Eduardo Rivadeneyra-Domínguez et al.
Toxins, 12(11) (2020-11-14)
Cassava (Manihot esculenta Crantz) is a plant that contains neurotoxins such as linamarin and lotaustraline. Its long-term consumption is associated with neuronal damage and contributes to the development of motor impairment in humans and rats. We investigated the effects of
Lotte Kolind-Hansen et al.
Journal of the science of food and agriculture, 90(2), 252-256 (2010-04-01)
A number of retail shops in Copenhagen sell fresh cassava roots. Cassava roots contain the toxic cyanogenic glucoside linamarin. A survey was made of the shop characteristics, origin of the roots, buyers, shop owner's knowledge of toxicity levels, and actual
Hung Su et al.
Journal of food and drug analysis, 27(2), 415-427 (2019-04-17)
The unintentional ingestion of toxic compounds in herbs is not uncommon in many parts of the world. To provide timely and life-saving care in the emergency department, it is essential to develop a point-of-care analytical method that can rapidly identify
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