A cyanogenic glucoside
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Linamarin

Item No. 20532

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(β-D-glucopyranosyloxy)-2-methyl-propanenitrile
CAS Number
554-35-8
Synonyms
  • α-hydroxy Isobutyronitrile β-D-glucose
  • Phaseolunatin
Molecular Formula
C10H17NO6
Formula Weight
247.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mLDMSO: 30 mg/mLEthanol: 10 mg/mLPBS (pH 7.2): 1 mg/mL
SMILES
O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC(C)(C#N)C
InChi Code
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
InChi Key
QLTCHMYAEJEXBT-ZEBDFXRSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

    $70

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    10 mg

    $120

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    25 mg

    $253

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    Product Description

    Linamarin is a glucoside of acetone cyanohydrin found in the leaves and roots of cassava, lima beans, and flax.1 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.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jørgensen, K., Morant, A.V., Morant, M., et al. Biosynthesis of the cyanogenic glucosides linamarin and lotaustralin in cassava: isolation, biochemical characterization, and expression pattern of CYP71E7, the oxime-metabolizing cytochrome P450 enzyme. Plant Physiol. 155(1), 282-292 (2011).

    2. Cereda, M.P., and Mattos, M.C.Y. Linamarin: The toxic compound of Cassava. J. Venom. Anim. Toxins 2(1), 06-12 (1996).