Date published: 2026-7-28

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4-Azido-L-phenylalanine (CAS 33173-53-4)

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Alternate Names:
4-Azido-L-phenylalanine is also known as (S)-2-Amino-3-p-azidophenylpropionic acid.
Application:
4-Azido-L-phenylalanine is an unnatural derivative of L-phenylalanine and an effective vibrational reporter of local protein environments.
CAS Number:
33173-53-4
Purity:
≥98%
Molecular Weight:
206.10
Molecular Formula:
C9H10N4O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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4-Azido-L-phenylalanine is also known as H-4-Azido-Phe-OH, L-Phe(4-azido)-OH, π-Azido-L-phenylalanine, p-Azido-Phenylalanine, 4-azidophenylalanine, and (S)-2-Amino-3-(4-azidophenyl)propanoic acid. 4-Azido-L-phenylalanine is an unnatural derivative of L-phenylalanine, a nonpolar, essential amino acid that naturally occurs in the human body. 4-Azido-L-phenylalanine is used as an effective vibrational reporter of local protein environments and can be incorporated by recombinant methods into proteins allowing site-specific modification. Detection sensitivity with 4-Azido-L-phenylalanine in 1-D gels and Western blots is in the low femtomole range and compatible with downstream LC-MS/MS and MALDI MS analysis.


4-Azido-L-phenylalanine (CAS 33173-53-4) References

  1. Addition of p-azido-L-phenylalanine to the genetic code of Escherichia coli.  |  Chin, JW., et al. 2002. J Am Chem Soc. 124: 9026-7. PMID: 12148987
  2. Sensitive, site-specific, and stable vibrational probe of local protein environments: 4-azidomethyl-L-phenylalanine.  |  Bazewicz, CG., et al. 2013. J Phys Chem B. 117: 8987-93. PMID: 23865850
  3. Rapid and simultaneous screening of 47,XXY and AZF microdeletions by quadruplex real-time polymerase chain reaction.  |  Zhou, Y., et al. 2015. Reprod Biol. 15: 113-21. PMID: 26051460
  4. Preparation, Characterization, and Oxygenase Activity of a Photocatalytic Artificial Enzyme.  |  Gu, Y., et al. 2015. Chembiochem. 16: 1880-1883. PMID: 26097041
  5. Engineering a dirhodium artificial metalloenzyme for selective olefin cyclopropanation.  |  Srivastava, P., et al. 2015. Nat Commun. 6: 7789. PMID: 26206238
  6. Synthesis and Protein Incorporation of Azido-Modified Unnatural Amino Acids.  |  Tookmanian, EM., et al. 2015. RSC Adv. 5: 1274-1281. PMID: 26478813
  7. Copy Number Variations of the Azoospermia Factor Region and SRY Are Not Associated with the Risk of Hypospadias.  |  Kon, M., et al. 2016. Sex Dev. 10: 12-5. PMID: 27023068
  8. Pseudoautosomal abnormalities in terminal AZFb+c deletions are associated with isochromosomes Yp and may lead to abnormal growth and neuropsychiatric function.  |  Castro, A., et al. 2017. Hum Reprod. 32: 465-475. PMID: 28057878
  9. Synthesis and Explosion Hazards of 4-Azido-l-phenylalanine.  |  Richardson, MB., et al. 2018. J Org Chem. 83: 4525-4536. PMID: 29577718
  10. Identifying and Modulating Accidental Fermi Resonance: 2D IR and DFT Study of 4-Azido-l-phenylalanine.  |  Zhang, J., et al. 2018. J Phys Chem B. 122: 8122-8133. PMID: 30067030
  11. Characterization and Scaled-Up Production of Azido-Functionalized Silk Fiber Produced by Transgenic Silkworms with an Expanded Genetic Code.  |  Teramoto, H., et al. 2019. Int J Mol Sci. 20: PMID: 30708986
  12. Engineering a methyllysine reader with photoactive amino acid in mammalian cells.  |  Arora, S., et al. 2020. Chem Commun (Camb). 56: 12210-12213. PMID: 32926023
  13. Effect of isotope substitution on the Fermi resonance and vibrational lifetime of unnatural amino acids modified with IR probe: A 2D-IR and pump-probe study of 4-azido-L-phenyl alanine.  |  Park, JY., et al. 2020. J Chem Phys. 153: 164309. PMID: 33138413
  14. Generation of Fluorescent Versions of Saccharomyces cerevisiae RPA to Study the Conformational Dynamics of Its ssDNA-Binding Domains.  |  Kuppa, S., et al. 2021. Methods Mol Biol. 2281: 151-168. PMID: 33847957
  15. Site-specific nanobody-oligonucleotide conjugation for super-resolution imaging.  |  Teodori, L., et al. 2022. J Biol Methods. 9: e159. PMID: 35510035

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

4-Azido-L-phenylalanine, 100 mg

sc-289923B
100 mg
$179.00

4-Azido-L-phenylalanine, 250 mg

sc-289923
250 mg
$274.00

4-Azido-L-phenylalanine, 1 g

sc-289923A
1 g
$713.00

4-Azido-L-phenylalanine, 5 g

sc-289923C
5 g
$1989.00