An internal standard for the quantification of sulfadoxin
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Unlabeled Version(s)
21488Sulfadoxin
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Sulfadoxin-d4

Item No. 37200

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-amino-N-(5,6-dimethoxy-4-pyrimidinyl)-benzenesulfonamide-d4
CAS Number
1330266-05-1
Synonyms
  • Ro 4-4393-d4
Molecular Formula
C12H10D4N4O4S
Formula Weight
314.4
Purity
≥99% deuterated forms (d1-d4)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetone: solubleDMSO: solubleMethanol: soluble
SMILES
O=S(NC1=NC=NC(OC)=C1OC)(C2=C([2H])C([2H])=C(C([2H])=C2[2H])N)=O
InChi Code
InChI=1S/C12H14N4O4S/c1-19-10-11(14-7-15-12(10)20-2)16-21(17,18)9-5-3-8(13)4-6-9/h3-7H,13H2,1-2H3,(H,14,15,16)/i3D,4D,5D,6D
InChi Key
PJSFRIWCGOHTNF-LNFUJOGGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

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    Product Description

    Sulfadoxin-d4 is intended for use as an internal standard for the quantification of sulfadoxin (Item No. 21488) by GC- or LC-MS. Sulfadoxin is a sulfonamide antibiotic that inhibits dihydropteroate synthetase (DHPS), an enzyme involved in folic acid (Item No. 20515) synthesis.1 Sulfadoxin competes with 4-aminobenzoate (PABA), the native substrate of DHPS, and inhibits PABA incorporation into folic acid.2 Folate is essential for purine and pyrimidine synthesis, therefore, sulfadoxin has antiproliferative activity in non-resistant P. falciparum.2,3 Sulfadoxin inhibits growth of P. falciparum in vitro, but potency varies between non-resistant (IC50 = 4 ng/ml) and resistant strains (IC50 = 3,970 ng/ml).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Brooks, D.R., Wang, P., Read, M., et al. Sequence variation of the hydroxymethyldihydropterin pyrophosphokinase: dihydropteroate synthase gene in lines of the human malaria parasite, Plasmodium falciparum, with differing resistance to sulfadoxine. Eur. J. Biochem. 224(2), 397-405 (1994).

    2. Hyde, J.E. Exploring the folate pathway in Plasmodium falciparum. Acta. Trop. 94(3), 191-206 (2005).

    3. Wang, P., Read, M., Sims, P.F.G., et al. Sulfadoxine resistance in the human malaria parasite Plasmodium falciparum is determined by mutations in dihydropteroate synthetase and an additional factor associated with folate utilization. Mol. Microbiol. 23(5), 979-986 (1997).