806595

APN-Azide

95%

• Synonym(s): 3-(4-Azidophenyl)propiolonitrile, APN-N₃
• Empirical Formula (Hill Notation): C₉H₄N₄
• CAS Number: 1643841-88-6
• Molecular Weight: 168.15
• UNSPSC Code: 12352125
• PubChem Substance ID: 329769021
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: 95%
• form: powder
• reaction suitability: reagent type: cross-linking reagent
• mp: 100 °C
• functional group: azide
• storage temp.: 2-8°C
• SMILES string: N#CC#CC1=CC=C(N=[N+]=[N-])C=C1
• InChI: 1S/C9H4N4/c10-7-1-2-8-3-5-9(6-4-8)12-13-11/h3-6H
• InChI key: BDLXITYEYYHQNK-UHFFFAOYSA-N

Description

Application

APN-Azide is a bifunctional crosslinker for thiol-to-alkyne coupling. This coupling can be performed with high selectivity in biological medium using mild reaction conditions.

Standard protein labeling procedure (cysteine labeling)
1. Dissolve the protein in the appropriate buffer* with pH 6.5-9.0 (e.g. PBS) at 1-10 mg/mL concentration.
2. Apply the appropriate amount of the stock solution of the reagent (1-5 molar eq. per free cysteine residue).
3. Incubate at room temperature for 2 hours.
4. If necessary, purify the protein-azide conjugate using size exclusion chromatography or ultrafiltration.
5. The conjugate can be readily coupled with alkyne-containing using standard click-chemistry protocols.
*Note: avoid thiol-containing buffers.

Safety Information

• pictograms: GHS02,GHS07
• signalword: Danger
• hcodes: H228,H315,H319,H335
• pcodes: P210 - P240 - P241 - P261 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Sol. 1 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 4.1B - Flammable solid hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable