An internal standard for the quantification of diquat
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Alternative(s)
26778Diquat-d12 (bromide)
Unlabeled Version(s)
26251Diquat (bromide)
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Diquat-d4 (bromide)

Item No. 18250

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6,7-dihydrodipyrido[1,2-a:2',1'-c]pyrazine-5,8-diium-6,6,7,7-d4, dibromide
Molecular Formula
C12H8D4N2 • 2Br
Formula Weight
348.1
Purity
≥99% deuterated forms (d1-d4)
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: slightly solubleMethanol: slightly solubleWater: slightly soluble
λmax
309 nm
SMILES
[2H]C1([2H])[N+]2=CC=CC=C2C3=[N+](C=CC=C3)C1([2H])[2H].[Br-].[Br-]
InChi Code
InChI=1S/C12H12N2.2BrH/c1-3-7-13-9-10-14-8-4-2-6-12(14)11(13)5-1;;/h1-8H,9-10H2;2*1H/q+2;;/p-2/i9D2,10D2;;
InChi Key
ODPOAESBSUKMHD-KBJDMKPDSA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Cayman Chemical
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    Product Description

    Diquat-d4 is intended for use as an internal standard for the quantification of diquat by GC- or LC-MS. Diquat is a bipyridylium herbicide that, as a stable radical, acts as an electron acceptor in the electron transport chain and is reoxidized by molecular oxygen, producing reactive oxygen species (ROS).1 Diquat administration has been used to induce oxidative stress in vitro and in animal models.2,3,4 It increases the production of ROS and decreases the mitochondrial membrane potential in mitochondria isolated from porcine intestine leading to mitophagy when administered at a dose of 100 mg/kg.2 Formulations containing diquat have been used in agriculture for crop desiccation and defoliation.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Moreland, D.E. Mechanisms of action of herbicides. Ann. Rev. Plant Physiol. 31, 597-638 (1980).

    2. Cao, S., Wu, H., Wang, C., et al. Diquat-induced oxidative stress increases intestinal permeability, impairs mitochondrial function, and triggers mitophagy in piglets. J. Anim. Sci. 96(5), 1795-1805 (2018).

    3. Singh, P., Hanson, P.S., and Morris, C.M. Sirtuin-2 protects neural cells from oxidative stress and is elevated in neurodegeneration. Parkinsons Dis. 2017:2643587, (2017).

    4. Tomášek, O., Gabrielová, B., Kačer, P., et al. Opposing effects of oxidative challenge and carotenoids on antioxidant status and condition-dependent sexual signalling. Sci. Rep. 6:23546, (2016).