Chemical name: {2-[2-(4-Azido-2,3,5,6-tetrafluorobenzoyl-amino)ethoxy]ethoxy}acetic acid // Synonyms: N3-TFBA-O2Oc, ATFB-AEEA, 4-Azido-2,3,5,6-tetrafluorobenzoyl-AEEA, 8-(4-Azido-2,3,5,6-tetrafluorobenzoyl-amino)-3,6-dioxaoctanoic acid, ATFB-Ado, ATFB-Adoa

  • Product code:PEG5000
  • CAS No.:1993119-45-1
  • Formula:C13H12F4N4O5
  • Molecular weight:380.25 g/mol
  • Purity :min. 98%

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Aryl azides are well-known precursors of nitrenes and have been introduced by Fleet et al. as versatile photoaffinity labeling agents to probe biological receptors. Upon photolysis, N2 is liberated and a highly unstable singlet Phenylnitrene is being formed in situ, which reacts with neighboring molecules in a variety of reactions. Perfluorophenyl azides, however, form highly stabilized nitrene intermediates that undergo insertion and addition reactions in moderate to good yields rather than intermolecular rearrangements. This type of compounds has been used as photo-cross linker (Lamda max = 258nm) in estrogen receptor studies and for direct surface coating of carbon and organic based polymers.


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Li-Hong Liu, Mingdi Yan; Perfluorophenyl Azides: New Applications in Surface Functionalization and Nanomaterial Synthesis; Accounts of Chemical Research 2011; 43(11): 1434-1443.

DOI 10.1021/ar100066t.

Alexander Welle, François Billard, Jacqueline Marchand-Brynaert; Tri- and Tetravalent Photoactivable Cross-Linking Agents; SYNTHESIS 2012; 44: 2249-2254. DOI:


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cleavable, water soluble and heterobifunctional (N-Methyl amino perfluoroaryl azide benzamido)-ethyl-1,3-dithiopropionyl sulfosuccinimide: An efficient protein cross-linking

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Pandurangi, R.S., et al. Chemistry of bifunctional photoprobes: Part 1. Perfluoro azido functionalized phosphorus hydrazides as novel photoreactive heterobifunctional chelating

agents: High efficiency nitrene insertion on model solvents and proteins. J. Org Chem. 1997; 62(9): 2798-807.

Pandurangi, R.S., et al. Preservation of immunoreactivity in the photolabeling of B72.3 human antibody. Photochem Photobiol. 1996; 64(1): 100-5.

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6: 630-4.

Yan, M., et al. N-Hydroxysuccinimide ester functionalized perfluorophenyl azides as novel photoactive heterobifunctional cross-linking reagents. The covalent immobilization of

biomolecules to polymer surfaces. Bioconjugate Chem. 1994; 5: 151-7.

Platz, M.S., et al. Synthesis and binding of new polyfluorinated aryl azides to alpha-chymotrypsin. New reagents for photoaffinity labeling. Bioconjugate Chem. 1993; 4: 256-261.

Platz, M.S., et al. Chemistry and kinetics of singlet (pentafluorophenyl)nitrene. J. Amer Chem Soc. 1992; 114: 5054-67.

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Kristof De Prijcka, Nele De Smetb, Monika Rymarczyk-Machalb, Gonzalez Van Driesschec, Bart Devreesec, Tom Coenyea, Etienne Schachtb & Hans J. Nelisa; Biofouling: The Journal of

Bioadhesion and Biofilm Research 2010; 26(3): 269-275. DOI: 10.1080/08927010903501908.

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