806013

APN-BCN

95%

• Synonym(s): Bicyclo[6.1.0]non-4-yn-9-ylmethyl (4-(cyanoethynyl)phenyl)carbamate
• Empirical Formula (Hill Notation): C₂₀H₁₈N₂O₂
• Molecular Weight: 318.37
• UNSPSC Code: 12352200
• PubChem Substance ID: 329768983
• NACRES: NA.22

Properties

• assay: 95%
• form: powder
• reaction suitability: reagent type: cross-linking reagent
• storage temp.: −20°C
• SMILES string: N#CC#CC1=CC=C(NC(OCC2C3CCC#CCCC23)=O)C=C1
• InChI: 1S/C19H16N2O2/c20-13-5-6-14-9-11-15(12-10-14)21-19(22)23-18-16-7-3-1-2-4-8-17(16)18/h9-12,16-18H,3-4,7-8H2,(H,21,22)
• InChI key: LVFLVSUFJDGHRN-UHFFFAOYSA-N

Description

Application

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

Preparation Note

Standard protein labeling procedure (cysteine labeling).

• Dissolve the protein in the appropriate buffer* with pH 6.5-9.0 (e.g. PBS) at 1-10 mg/mL concentration.
• Apply the appropriate amount of the stock solution of the reagent (1-5 molar eq. per free cysteine residue).
• Incubate at room temperature for 2 hours.
• If necessary; purify the protein-BCN conjugate using size exclusion chromatography or ultrafiltration.
• The conjugate can be readily coupled with azide-containing molecules by incubating the components in an aqueous buffer.

*Note: avoid thiol-containing buffers.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P301 + P312 + P330
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 13 - Non Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable