105661-40-3

Basic information

• Product Name: 3-AZIDO-L-ALANINE
• Synonyms: 3-AZIDO-L-ALANINE;L-AZIDOALANINE;3-Azidoalanine;Alanine, 3-azido-, L-;Brn 6191289;Ccris 1790;L-Alanine, 3-azido-;H-L-Aza-OH*HCl
• CAS NO: 105661-40-3
• Molecular Formula: C₃H₆N₄O₂
• Molecular Weight: 130.13
• Mol File: 105661-40-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: 3-AZIDO-L-ALANINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-AZIDO-L-ALANINE(105661-40-3)
• EPA Substance Registry System: 3-AZIDO-L-ALANINE(105661-40-3)

Safety Data

• Hazardous Substances Data: 105661-40-3(Hazardous Substances Data)

Usage

Chemical Properties

White crystalline powder

Uses

Nβ-Azido-L-2,3-Diaminopropionic Acid is a reagent used in the development of osteoprotegerin-like glycopeptides. Also used in the synthesis of macrocyclic peptides.

Safety Profile

Mutation data reported. Whenheated to decomposition it emits toxic vapors of NOx.

InChI:InChI=1/C3H6N4O2/c1-2(3(8)9)5-7-6-4/h2,5H,1H3,(H,8,9)/t2-/m0/s1

Upstream product

• 145967-50-6 benzyl (2S)-3-azido-2-[(tert-butoxycarbonyl)amino]propanoate 
• 122225-54-1 (S)-3-azido-2-((tert-butoxycarbonyl)amino)propanoic acid 
• 76387-70-7 (S)-3-amino-2-tert-butoxycarbonylaminopropionic acid 
• 112839-95-9 (S)-3-amino-2-oxetanone p-toluenesulfonic acid salt 

Relevant articles and documents

Presentation and detection of azide functionality in bacterial cell surface proteins

An improved protocol for copper-catalyzed triazole formation on the bacterial cell surface is described. Addition of highly pure CuBr to cells treated with azidohomoalanine (2) leads to ca. 10-fold more extensive cell surface labeling than previously observed. This highly active catalyst allows detection of the methionine analogues azidoalanine (1), azidonorvaline (3), and azidonorleucine (4) in cell surface proteins. Azidoalanine was previously believed to be silent with regard to the cellular protein synthesis machinery.

A concise route to L-azidoamino acids: L-azidoalanine, L-azidohomo-alanine and L-azidonorvaline

A simple and highly efficient synthetic route to three homologous azidoamino acids, starting from inexpensive, commercially available, protected natural amino acids is reported. The products can be used to introduce bioorthogonal handles into proteins. Ge