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4-Azido-L-phenylalanine

4-Azido-L-phenylalanine is an unnatural amino acid, which is used as an effective vibrational reporter of local protein environments. 4-Azido-L-phenylalanine is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups.

Product Specifications

CAS Number

[33173-53-4]

Product Name Alternative

P-Azidophenylalanine; p-Azido-L-phenylalanine

UNSPSC

12352005

Hazard Statement

H242

Target

Biochemical Assay Reagents

Type

Reference compound

Related Pathways

Others

Field of Research

Others

Assay Protocol

https://www.medchemexpress.com/4-Azido-L-phenylalanine.html

Purity

99.84

Solubility

DMSO : 5 mg/mL (ultrasonic; warming; adjust pH to 3 with HCl; heat to 80°C)

Smiles

O=C(O)[C@@H](N)CC1=CC=C(N=[N+]=[N-])C=C1

Molecular Formula

C9H10N4O2

Molecular Weight

206.20

Precautions

H242

References & Citations

[1]Albayrak C, et al. Cell-free co-production of an orthogonal transfer RNA activates efficient site-specific non-natural amino acid incorporation. Nucleic Acids Res. 2013 Jun;41 (11) :5949-63.

Shipping Conditions

Room Temperature

Storage Conditions

-20°C, 3 years; 4°C, 2 years (Powder)

Scientific Category

Reference compound1

Clinical Information

No Development Reported

Citation 01

BioRxiv. 2024 Feb 12.|Cell Chem Biol. 2021 Sep 16;28 (9) :1366-1378.e4.|Elife. 2021 Jun 1;10:e67789.|Emerg Microbes Infect. 2021 Dec;10 (1) :1609-1625.|Nanomicro Lett. 2023 Aug 12;15 (1) :197.|Protein Expr Purif. 2022 Dec:200:106158.|RSC Chem Biol. 2025 Apr 21;6 (6) :860-868. |Sci Adv. 2025 Jun 13;11 (24) :eadt1346.|Bioconjug Chem. 2019 Dec 18;30 (12) :2998-3006.

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