Basic information Safety Supplier Related

LINAMARIN

Basic information Safety Supplier Related

LINAMARIN Basic information

Product Name:
LINAMARIN
Synonyms:
  • Phaseolunatin =Linamarin
  • alpha-hydroxyisobutyronitrile-beta-d-glucose
  • 2-(?D-Glucopyranosyloxy)-2-methyl-propanenitrile
  • 2-(alpha-D-Glucopyranosyloxy)-2-methylpropanenitrile
  • Linamarine
  • Phaseolunatine
  • 2-(b-D-Glucopyranosyloxy)-2-methyl-propanenitrile
  • 2-(D-GLUCOPYRANOSYLOXY)-2-METHYL-PROPANENITRILE,PHASEOLUNATIN=LINAMARIN
CAS:
554-35-8
MF:
C10H17NO6
MW:
247.25
Product Categories:
  • Carbohydrates & Derivatives
Mol File:
554-35-8.mol
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LINAMARIN Chemical Properties

Melting point:
142-143°C
alpha 
D18 -29°
Boiling point:
390.28°C (rough estimate)
Density 
1.2868 (rough estimate)
refractive index 
1.4610 (estimate)
storage temp. 
2-8°C
solubility 
Soluble in DMSO, Methanol, and Ethanol
form 
solid
pka
12.73±0.70(Predicted)
color 
White or off-white
optical activity
[α]/D -26.5±2.0°, c = 1 in H2O
Stability:
Acid Sensitive
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Safety Information

Hazard Codes 
Xn
Risk Statements 
20/22-36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
TZ4850000
HS Code 
29400090
Hazardous Substances Data
554-35-8(Hazardous Substances Data)
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LINAMARIN Usage And Synthesis

Description

Linamarin is a glucoside of acetone cyanohydrin found in the leaves and roots of cassava, lima beans, and flax. It is thought to function in the transport of nitrogen from plant leaves to roots in young plants but also serves as a plant defense mechanism. Linamarin is converted to toxic hydrocyanic acid or prussic acid when it comes into contact with linamarase, an enzyme that is released when the cells of cassava roots are ruptured.

Chemical Properties

White Crystalline Solid

Uses

Can be found in the seed skins and embryos of flax.

Definition

ChEBI: Linamarin is a beta-D-glucoside. It is functionally related to a 2-hydroxy-2-methylpropanenitrile.

References

1) Jensen?et al.?(2011),?Convergent evolution in biosynthesis if cyanogenic defense compounds in plants; Nat. Commun.,?2?273 2) Rivadeneyra?et al. (2013),?Neurotoxic effect of linamarin in rats associated with cassava (Manihot esculenta Crantz) consumption; Food Chem. Toxicol.,?59?230 3) Kimani?et al. (2014),?Memory deficits associated with sublethal cyanide poisoning relative to cyanate toxicity in rodents; Metab. Brain Dis.,?29?105

LINAMARINSupplier

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