Date published: 2026-4-3

1-800-457-3801

SCBT Portrait Logo
Seach Input

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

4.0(2)
Write a reviewAsk a question

See product citations (3)

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.

QUICK LINKS

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

Is 4-azido-L-phenylalanine stable at room temperature? The bottle of the powder what accidentally left outside of the freezer in day light for 1hr before being returned to -20C.

Asked by: Sophie49
Thank you for your question. The reagent is stable if left out for 1hr and is fine to store back in -20C.
Answered by: BlakeJ
Date published: 2023-12-18

培養に用いたAzFを含んだ培地をオートクレーブ処理しても大丈夫でしょうか。

Asked by: Mathy
質問頂き、誠にありがとうございます。商品の問題、又は質問がございましたら、日本のディーラーを連絡し、お尋ねください。宜しくお願い致します。 Thank you for your product review.Please contact our Technical Service Department of Japan for the consultation optimization suggestion and more information.
Answered by: Jiajun Z
Date published: 2023-06-12

Does ~30 mg/ml of DMSO dissolve 100% pAzF? or it still dissolves partially? And is that concentration of DMSO is OK with mammalian cell culture?

Asked by: Jiaul
Thank you for your question. The solubility of sc-289923 in DMSO has not been tested. sc-289923 is soluble in 80% AcOH.
Answered by: Technical Support
Date published: 2019-09-11

It doesn't dissolve in DMSO, I tried to dissolve 30 mg in 1 ml DMSO. It is completely insoluble in DMSO

Asked by: JISLAM
Thank you for your question. Please contact our Technical Service Department for questions about solubility of this chemical.
Answered by: Technical Support
Date published: 2018-12-11

What is the concentration of DMSO that must be used to dissolve this chemical?

Asked by: 13punMA
Thank you much for asking about our product 4-Azido-L-phenylalanine (CAS# 33173-53-4). You will be able to dissolve 4-Azido-L-phenylalanine in DMSO at a concentration of ~30 mg/ml.
Answered by: Chemical Support 8
Date published: 2021-08-30

Would this chemical be considered a dangerous good?

Asked by: 13punMA
Thank you for asking about our 4-Azido-L-phenylalanine (CAS# 33173-53-4). 4-Azido-L-phenylalanine is not considered to be a dangerous good.
Answered by: Chemical Support 8
Date published: 2017-03-01

J'aimerai obtenir un devis pour ce produit pour pouvoir ensuite passez une commande. comment faire?

Asked by: Eric
  • y_2026, m_3, d_26, h_7CST
  • bvseo_bulk, prod_bvqa, vn_bulk_3.0.43
  • cp_1, bvpage1
  • co_hasquestionsanswers, tq_7
  • loc_en_US, sid_289923, prod, sort_[SortEntry(order=LAST_APPROVED_ANSWER_SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-4.0.0
  • CLOUD, getContent, 120ms
  • QUESTIONS, PRODUCT
Rated 3 out of 5 by from ~50 mg less than 1gHi, I found that the amount of unnatural amino acid in this batch was ~50mg less than 1g.
Date published: 2017-01-31
Rated 5 out of 5 by from Srivastava P; et alSrivastava P; et al. (PubMed ID: 26206238) utilized 4-Azido-L-phenylalanine to create Artificial metalloenzymes that catalyses olefin cyclopropanation. -SCBT Publication Review
Date published: 2015-06-14
  • y_2026, m_3, d_26, h_7
  • bvseo_bulk, prod_bvrr, vn_bulk_3.0.43
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_2
  • loc_en_US, sid_289923, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-4.0.0
  • CLOUD, getReviews, 10ms
  • REVIEWS, PRODUCT
4-Azido-L-phenylalanine is rated 4.0 out of 5 by 2.
  • y_2026, m_3, d_26, h_7
  • bvseo_bulk, prod_bvrr, vn_bulk_3.0.43
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_2
  • loc_en_US, sid_289923, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-4.0.0
  • CLOUD, getAggregateRating, 106ms
  • REVIEWS, PRODUCT