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4-Azido-2,3,5,6-tetrafluorobenzoic acid

  CAS No.: 122590-77-6   Cat No.: BADC-01942   Purity: 95% 4.5  

4-Azido-2,3,5,6-tetrafluorobenzoic acid is an azide-functionalized fluorinated ADC linker intermediate enabling rapid click chemistry conjugation for stable payload attachment in antibody-drug conjugates. Keywords: ADC linker, azide linker, fluorinated linker, click chemistry, payload conjugation.

4-Azido-2,3,5,6-tetrafluorobenzoic acid

Structure of 122590-77-6

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Category
ADC Linker
Molecular Formula
C7HF4N3O2
Molecular Weight
235.10

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Synonyms
4-azido-2,3,5,6-tetrafluoro-benzoic Acid; Benzoic acid, 4-azido-2,3,5,6-tetrafluoro-; N3-TFBA
IUPAC Name
4-azido-2,3,5,6-tetrafluorobenzoic acid
Canonical SMILES
C1(=C(C(=C(C(=C1F)F)N=[N+]=[N-])F)F)C(=O)O
InChI
InChI=1S/C7HF4N3O2/c8-2-1(7(15)16)3(9)5(11)6(4(2)10)13-14-12/h(H,15,16)
InChIKey
IOJFHZXQSLNAQJ-UHFFFAOYSA-N
Melting Point
140-141°C
Appearance
White to Off-White Solid
Quantity
Data not available, please inquire.

4-Azido-2,3,5,6-tetrafluorobenzoic acid, a versatile chemical reagent utilized across various bioscience applications. Here are four key applications of this compound, presented with a high degree of perplexity and burstiness:

Bioconjugation: Playing a pivotal role in the bioconjugation process, this compound facilitates the labeling and modification of biomolecules. The azido group engages in click chemistry reactions, enabling precise and efficient attachment of tags, probes, or other functional groups to proteins, nucleic acids, and small molecules. This process is essential for monitoring and investigating biological molecules in diverse experimental scenarios.

Photoaffinity Labeling: Harnessing the power of 4-Azido-2,3,5,6-tetrafluorobenzoic acid in photoaffinity labeling unveils insights into protein-ligand interactions. Upon exposure to UV light, the azido group transforms into a highly reactive nitrene species, covalently binding to neighboring amino acid residues. This method aids researchers in mapping active protein sites and pinpointing binding partners with exceptional precision and specificity.

Material Science: Delving into material science, this compound contributes to the creation of advanced materials like fluorinated polymers and coatings. The tetrafluorobenzoic acid component imparts favorable attributes such as chemical resistance and stability, while the azido group allows for further customization. These materials see applications across industries spanning from aerospace to medical devices.

Small Molecule Inhibitor Development: Serving as a foundational block in the development of small molecule inhibitors, 4-Azido-2,3,5,6-tetrafluorobenzoic acid aids in targeting various enzymes and receptors. The fluorinated structure boosts binding affinity and specificity, while the azido group facilitates additional modifications. This process aids in crafting potent and selective inhibitors for both therapeutic and research applications.

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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