120042-14-0

Basic information

• Product Name: 2(S)-Amino-4-azido-butanoic Acid
• Synonyms: (2S)-2-Amino-4-azido-butanoic Acid;2(S)-Amino-4-azido-butanoic Acid;(S)-2-Amino-4-azidobutanoic acid;Ccris 3366;AzidohoMoanaline (AHA);4-Azido-hoMoalanine;H-Dab(N2)-OH, L-g-azidohoMoalanine, H-g-Aha-OH;H-g-azido-Abu-OH
• CAS NO: 120042-14-0
• Molecular Formula: C₄H₈N₄O₂
• Molecular Weight: 144.13192
• Product Categories: Amino Acids 13C, 2H, 15N;Amino Acids & Derivatives
• Mol File: 120042-14-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 220-2230C
• Appearance: off-white solid
• Storage Temp.: -20°C Freezer
• Solubility: Water
• CAS DataBase Reference: 2(S)-Amino-4-azido-butanoic Acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2(S)-Amino-4-azido-butanoic Acid(120042-14-0)
• EPA Substance Registry System: 2(S)-Amino-4-azido-butanoic Acid(120042-14-0)

Safety Data

• Hazardous Substances Data: 120042-14-0(Hazardous Substances Data)

Usage

Description

2(S)-Amino-4-azido-butanoic Acid, also known as L-azidohomoalaine, is a novel mutagenic amino acid analog that serves as a non-toxic and non-radioactive alternative to the traditional radioactive technique, 35S-methionine, for the detection of nascent protein. It is an off-white solid with a small modification in its structure, featuring an azido moiety that can be incorporated into proteins during active protein synthesis when fed to cultured cells.

Uses

Used in Research Applications:
2(S)-Amino-4-azido-butanoic Acid is used as a research tool for the detection of nascent proteins. It allows for a fast, sensitive, and non-toxic method to track protein synthesis in living cells, making it a valuable asset in various biological and medical research fields.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2(S)-Amino-4-azido-butanoic Acid is used as a mutagenic amino acid for the development of novel drugs and therapeutics. Its unique properties enable the creation of new compounds with potential applications in various medical conditions, including the treatment of diseases and disorders.
Used in Diagnostic Applications:
2(S)-Amino-4-azido-butanoic Acid is also utilized in the development of diagnostic tools and techniques, particularly for the detection and monitoring of protein synthesis in various diseases and conditions. Its incorporation into proteins allows for the identification and tracking of specific proteins, which can be crucial in understanding disease mechanisms and developing targeted therapies.

InChI:InChI=1/C4H8N4O2/c5-3(4(9)10)1-2-7-8-6/h3H,1-2,5H2,(H,9,10)/t3-/m0/s1

Upstream product

• 1404434-11-2 (2S)-2-amino-4-azidobutanoic acid methyl ester 
• 1224702-09-3 (S)-benzyl 4-azido-2-(tert-butoxycarbonylamino)butanoate 
• 7540-67-2 O-acetyl-L-homoserine 
• 76969-87-4 methyl (2S)-4-bromo-2-[(tert-butoxycarbonyl)amino]butanoate 

Downstream Products

• 942518-20-9 (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-azidobutanoic acid 
• 59-51-8 DL-methionine 
• 6232-19-5 β-cyano-L-alanine 

Relevant articles and documents

Azidohomoalanine: A conformationally sensitive IR probe of protein folding protein structure and electrostatics

Highly sensitive: The azido analogue of methionine, azidohomoalanine (see picture), is shown to be a sensitive IR probe of protein structure, folding, and electrostatics, as demonstrated for ribosomal protein NTL9. It can be readily incorporated in to proteins, and the azido frequency is significantly blue-shifted in the thermally unfolded state.

Optimal linker length for small molecule PROTACs that selectively target p38α and p38β for degradation

We report the design of hetero-bifunctional small molecules that selectively target p38α and p38β for degradation. These proteolysis targeted chimeras (PROTACs) are based on an ATP competitive inhibitor of p38α and p38β, which is linked to thalidomide analogues to recruit the Cereblon E3 ubiquitin ligase complex. Compound synthesis was facilitated by the use of a copper catalyzed “click” reaction. We show that optimization of the linker length and composition is crucial for the degradation-inducing activity of these PROTACs. We provide evidence that these chemical compounds can induce degradation of p38α and p38β but no other related kinases at nanomolar concentrations in several mammalian cell lines. Accordingly, the PROTACs inhibit stress and cytokine-induced p38α signaling. Our compounds contribute to understanding the development of PROTACs, and provide a useful tool to investigate functions of the p38 MAPK pathway and its involvement in diseases.

Nα-Fmoc-protected ω-azido- and ω-alkynyl-L- amino acids as building blocks for the synthesis of "clickable" peptides

The growing interest in the 1,4-disubstituted-1,2,3-triazolyl moiety as an amide bond surrogate and its formation through very mild, chemoselective, and bioorthogonal CuI-catalyzed Huisgen 1,3-dipolar [3+2] cycloaddition of an alkynyl to an azi