Sulfasalazine

Description

Sulfasalazine is used to investigate bacterial folate metabolism and azo bond reduction, and to explore sulfonamide resistance and metabolic inhibition in microbial systems. It can be incorporated into culture conditions to evaluate susceptibility patterns or to study enzymatic cleavage of azo-linked compounds by bacterial reductases. Sulfasalazine is a conjugate molecule composed of sulfapyridine linked to 5-aminosalicylic acid through an azo bond, and it functions in part through its sulfonamide moiety.

Mechanism: The sulfapyridine portion of sulfasalazine acts as a structural analog of para-aminobenzoic acid and inhibits dihydropteroate synthase, interfering with tetrahydrofolate biosynthesis in susceptible bacteria. In addition, certain bacteria possess azoreductase enzymes capable of cleaving the azo bond, generating distinct metabolites. These properties make sulfasalazine useful for studying both sulfonamide-mediated metabolic inhibition and microbial azo reduction pathways.

 

Key Features and Advantages

  • Sulfonamide-Based Enzyme Inhibition: Interferes with dihydropteroate synthase activity, impacting bacterial folate synthesis.

  • Azo-Linked Structure: Contains an azo bond that can be enzymatically reduced by certain bacterial species, supporting metabolism studies.

  • Metabolic Target Distinct from Cell Wall or Ribosomal Agents: Provides a pathway-focused mechanism separate from beta lactams or tetracyclines.

  • Applicable to Gram-positive and Gram-negative Systems: Activity and metabolic processing can be evaluated across diverse bacterial groups.

  • Tool for Resistance Gene Evaluation: Supports investigation of sulfonamide resistance determinants and related metabolic adaptations.

 

Common Applications and Usage Notes

  • Folate Pathway Studies: Used to examine inhibition of dihydropteroate synthase and downstream effects on nucleotide biosynthesis.

  • Azoreductase Activity Assays: Applied in studies evaluating bacterial reduction of azo bonds and metabolic transformation of conjugated compounds.

  • Comparative Sulfonamide Analysis: Enables comparison between simple sulfonamides and structurally complex derivatives.

  • Metabolic Interaction Experiments: Utilized to explore how nutrient composition influences susceptibility to folate pathway inhibitors.

  • Resistance Profiling: Incorporated into assays assessing the impact of sul genes or other resistance determinants on growth inhibition.

  • Storage/Handling: Upon receipt, store this product at 4°C.

Sulfasalazine

View Sizes & Pricing

Catalog Number:
S-360-100
CAS Number:
599-79-1
$216.00

For research use only. Not for food, drug, household, or cosmetic use.
Availability:
2-3 Weeks
Shipping:
$14.99 Ground shipping (In continental US only.)

    Description

    Sulfasalazine is used to investigate bacterial folate metabolism and azo bond reduction, and to explore sulfonamide resistance and metabolic inhibition in microbial systems. It can be incorporated into culture conditions to evaluate susceptibility patterns or to study enzymatic cleavage of azo-linked compounds by bacterial reductases. Sulfasalazine is a conjugate molecule composed of sulfapyridine linked to 5-aminosalicylic acid through an azo bond, and it functions in part through its sulfonamide moiety.

    Mechanism: The sulfapyridine portion of sulfasalazine acts as a structural analog of para-aminobenzoic acid and inhibits dihydropteroate synthase, interfering with tetrahydrofolate biosynthesis in susceptible bacteria. In addition, certain bacteria possess azoreductase enzymes capable of cleaving the azo bond, generating distinct metabolites. These properties make sulfasalazine useful for studying both sulfonamide-mediated metabolic inhibition and microbial azo reduction pathways.

     

    Key Features and Advantages

    • Sulfonamide-Based Enzyme Inhibition: Interferes with dihydropteroate synthase activity, impacting bacterial folate synthesis.

    • Azo-Linked Structure: Contains an azo bond that can be enzymatically reduced by certain bacterial species, supporting metabolism studies.

    • Metabolic Target Distinct from Cell Wall or Ribosomal Agents: Provides a pathway-focused mechanism separate from beta lactams or tetracyclines.

    • Applicable to Gram-positive and Gram-negative Systems: Activity and metabolic processing can be evaluated across diverse bacterial groups.

    • Tool for Resistance Gene Evaluation: Supports investigation of sulfonamide resistance determinants and related metabolic adaptations.

     

    Common Applications and Usage Notes

    • Folate Pathway Studies: Used to examine inhibition of dihydropteroate synthase and downstream effects on nucleotide biosynthesis.

    • Azoreductase Activity Assays: Applied in studies evaluating bacterial reduction of azo bonds and metabolic transformation of conjugated compounds.

    • Comparative Sulfonamide Analysis: Enables comparison between simple sulfonamides and structurally complex derivatives.

    • Metabolic Interaction Experiments: Utilized to explore how nutrient composition influences susceptibility to folate pathway inhibitors.

    • Resistance Profiling: Incorporated into assays assessing the impact of sul genes or other resistance determinants on growth inhibition.

    • Storage/Handling: Upon receipt, store this product at 4°C.

    Product Specifications

    Catalog ID: S-360
    CAS #: 599-79-1
    Formula: C18H14N4O5S
    MW: 398.39 g/mol
    Storage/handling: Store at 4°C.

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