A synthetic analog of a tryptophan metabolite
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3,4-DAA

Item No. 10007980

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[3-(3,4-dimethoxy-phenyl)-acryloylamino]-3-hydroxy-benzoic acid
CAS Number
2117759-07-4
Molecular Formula
C18H17NO6
Formula Weight
343.3
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMF:PBS (pH 7.2) (1:1): 0.5 mg/mlDMSO: 20 mg/mlEthanol: 1 mg/ml
λmax
347 nm
SMILES
COc1ccc(\C=C/C(=O)Nc2c(O)cccc2C(=O)O)cc1OC
InChi Code
InChI=1S/C18H17NO6/c1-24-14-8-6-11(10-15(14)25-2)7-9-16(21)19-17-12(18(22)23)4-3-5-13(17)20/h3-10,20H,1-2H3,(H,19,21)(H,22,23)/b9-7+
InChi Key
HUBVPPBIEOCMIE-VQHVLOKHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $20

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    5 mg

    $81

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    10 mg

    $142

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    50 mg

    $609

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    Product Description

    3,4-DAA is an orally active synthetic derivative of the tryptophan metabolite anthranilic acid. It suppresses antigen-specific proliferation of MBP Ac1-11 TCR CD4+ T-cells. At a concentration of 200 µM, 3,4-DAA reduces IFN-γ, IL-2, IL-12/23 p40, and TNFα in splenocytes from antigen-induced transgenic mice. However, at a concentration of 30 µM, IL-4, and IL-10 levels were increased. Expression of inducible nitric oxide synthase and nitric oxide release from EOC20 cells induced by IFN-γ and LPS are also suppressed by 3,4-DAA at concentration of 30-200 µM. Mice with experimental autoimmune encephalomyelitis treated orally (300 mg/kg per day) with 3,4-DAA exhibited fewer and milder relapses and less severe disease compared to control animals.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Platten, M., ho, P.P., Youssef, S., et al. Treatment of autoimmune neuroinflammation with a synthetic tyrptophan metabolite. Science 310(5749), 850-855 (2005).