An internal standard for the quantification of 4-aminosalicylic acid
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4-Aminosalicylic Acid-d7

Item No. 43800

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-(amino-d2)-2-(hydroxy-d)benzoic-d3 acid-d2
Synonyms
  • p-Aminosalicylic Acid-d7
  • 4-ASA-d7
  • PAS-d7
  • Sanipirol-4-d7
Molecular Formula
C7D7NO3
Formula Weight
160.2
Purity
≥99% deuterated forms (d1-d7)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/ml
SMILES
O=C(C1=C([2H])C([2H])=C(C([2H])=C1O[2H])N([2H])[2H])O[2H]
InChi Code
InChI=1S/C7H7NO3/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,9H,8H2,(H,10,11)/i1D,2D,3D/hD4
InChi Key
WUBBRNOQWQTFEX-PNENHCSXSA-N
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

    4-Aminosalicylic Acid-d7 is intended for use as an internal standard for the quantification of 4-aminosalicylic acid (Item No. 33449) by GC- or LC-MS. 4-Aminosalicylic acid is an antimetabolite of p-aminobenzoic acid (PABA; Item No. 18659) that has antibacterial activity.1,2 It is active against streptomycin-sensitive and -resistant strains of M. tuberculosis (MICs = 0.78 and 0.39 µg/ml, respectively), an effect that can be reversed by PABA.1 4-Aminosalicylic acid is an alternative substrate for mycobacterial dihydropteroate synthase (FolP1) and misincorporation into the folate pathway leads to accumulation of several folate-dependent metabolites including serine, homocysteine, dUMP, and AICAR, markers of folate pathway inhibition, in a concentration-dependent manner.2 It reverses manganese-induced increases in rat hippocampal levels of NOD-like receptor protein 3 (NLRP3), cleaved caspase-1, and phosphorylated p65, markers of NLRP3 inflammasome-dependent pyroptosis, when administered at a dose of 300 mg/kg.3 4-Aminosalycilic acid is also a building block that has been used in the synthesis of luminescent lanthanide complexes.4 Formulations containing 4-aminosalicylic acid have been used in the treatment of tuberculosis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Youmans, G.P., Raleigh, G.W., and Youmans, A.S. The tuberculostatic action of para-aminosalicylic acid. J. Bacteriol. 54(4), 409-416 (1947).

    2. Chakraborty, S., Gruber, T., Barry, C.E., III, et al. Para-aminosalicylic acid acts as an alternative substrate of folate metabolism in Mycobacterium tuberculosis. Science 339(6115), 88-91 (2013).

    3. Peng, D., Li, J., Deng, Y., et al. Sodium para-aminosalicylic acid inhibits manganese-induced NLRP3 inflammasome-dependent pyroptosis by inhibiting NF-κB pathway activation and oxidative stress. J. Neuroinflammation 17(1), 343 (2020).

    4. Terai, T., Ito, H., Kikuchi, K., et al. Salicylic-acid derivatives as antennae for ratiometric luminescent probes based on lanthanide complexes. Chemistry 18(24), 7377-7381 (2012).