An azide-containing derivative of p-hydroxybenzoic acid
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3-Azido-4-hydroxybenzoic Acid

Item No. 45147

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-azido-4-hydroxy-benzoic acid
CAS Number
1393745-16-8
Synonyms
  • 3-Azido pHB
Molecular Formula
C7H5N3O3
Formula Weight
179.1
Purity
≥95%
Formulation (Request formulation change)
A solid
SMILES
OC(C(C=C1N=[N+]=[N-])=CC=C1O)=O
InChi Code
InChI=1S/C7H5N3O3/c8-10-9-5-3-4(7(12)13)1-2-6(5)11/h1-3,11H,(H,12,13)
InChi Key
ISNGAPLVSJCUFQ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $59

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    25 mg

    $133

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    50 mg

    $236

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    100 mg

    $413

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    Cayman Chemical
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    Product Description

    3-Azido-4-hydroxybenzoic acid is a derivative of the bacterial phenolic glycolipid p-hydroxybenzoic acid (pHB) that contains an azide group.1 When applied to bacteria, 3-azido-4-hydroxybenzoic acid is incorporated into the cell surface and has been used in combination with biorthogonal conjugation of a fluorescent probe to visualize phenolic glycolipid in M. marinum. 3-Azido-4-hydroxybenzoic acid has also been used as a precursor in the synthesis of photoreactive benzamide probes for histone deacetylase 2 (HDAC2).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Guzmán, L.E., Cambier, C.J., Cheng, T.-Y., et al. Bioorthogonal metabolic labeling of the virulence factor phenolic glycolipid in mycobacteria. ACS Chem. Biol. 19(3), 707-717 (2024).

    2. Vaidya, A.S., Karumudi, B., Mendonca, E., et al. Design, synthesis, modeling, biological evaluation and photoaffinity labeling studies of novel series of photoreactive benzamide probes for histone deacetylase 2. Bioorg. Med. Chem. Lett. 22(15), 5025-5030 (2012).