900919

Azidoacetic acid NHS ester

• Synonym(s): (2,5-Dioxopyrrolidin-1-yl) 2-azidoacetate, 1-[(Azidoacetyl)oxy]pyrrolidine-2,5-dione
• Empirical Formula (Hill Notation): C₆H₆N₄O₄
• CAS Number: 824426-32-6
• Molecular Weight: 198.14
• MDL number: MFCD24452499
• UNSPSC Code: 12352106
• NACRES: NA.22

Properties

• form: powder or crystals
• Quality Level: 100
• reaction suitability: reagent type: cross-linking reagent
• availability: available only in USA
• storage temp.: −20°C
• SMILES string: [N+](=[N-])=NCC(=O)ON1C(=O)CCC1=O
• InChI: 1S/C6H6N4O4/c7-9-8-3-6(13)14-10-4(11)1-2-5(10)12/h1-3H2
• InChI key: FENNDBOWHRZLTQ-UHFFFAOYSA-N

Description

Application

Azidoacetic acid NHS ester is a simple azido-containing reagent with an N-hydroxysuccinimide (NHS) ester that can be reacted with primary amines at pH 7-9 forming a stable amide bond. The azide allows for chemoselective ligation with an alkyne or cyclooctyne. It is generally used to functionalize amines and amino acids with azidoacetyl groups.[1][2][3][4][5] It is generally used in click chemistry applications.

Safety Information

• pictograms: GHS02
• signalword: Danger
• hcodes: H242
• pcodes: P210 - P234 - P235 - P240 - P370 + P378 - P403
• Hazard Classifications: Self-react. C
• Storage Class: 5.2 - Organic peroxides and self-reacting hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable