807664

CBTF

• Synonym(s): APN-TFS ester, Sodium 4-((4-(cyanoethynyl)benzoyl)oxy)-2,3,5,6-tetrafluorobenzenesulfonate
• Empirical Formula (Hill Notation): C₁₆H₄F₄NNaO₅S
• Molecular Weight: 421.26
• UNSPSC Code: 12352200
• PubChem Substance ID: 329768745
• NACRES: NA.22

Properties

• form: powder
• Quality Level: 100
• reaction suitability: reagent type: cross-linking reagent
• functional group: ester
• storage temp.: −20°C
• SMILES string: O=C(OC1=C(F)C(F)=C(S(=O)(O[Na])=O)C(F)=C1F)C2=CC=C(C#CC#N)C=C2
• InChI: 1S/C16H5F4NO5S.Na/c17-10-12(19)15(27(23,24)25)13(20)11(18)14(10)26-16(22)9-5-3-8(4-6-9)2-1-7-21;/h3-6H,(H,23,24,25);/q;+1/p-1
• InChI key: YFJYSJRZDOWXDH-UHFFFAOYSA-M

Description

General description

CBTF (Sodium 4-((4-(cyanoethynyl)benzoyl)oxy)-2,3,5,6-tetrafluorobenzenesulfonate) is a heterobifunctional reagent. It bears a 3-arylpropionitrile (APN) group. CBTF can be prepared from 4-iodobenzoic acid. It participates in various amine-to-thiol coupling reactions. It participates in the synthesis of various antibody-dye conjugates. CBTF is widely used for antibody conjugation.

Application

CBTF is a bifunctional crosslinker for amine-to-thiol coupling. The coupling can be performed with high selectivity in biological medium using mild reaction conditions. CBTF readily reacts with organic amines in basic conditions to produce APN-probes suitable for cysteine labeling.

Other Notes

Standard protein labeling procedure (lysine labeling):

• Dissolve the protein in an appropriate buffer* with pH 7.5-9.0 (e.g. PBS) at 1-10mg/mL concentration.
• Apply the appropriate amount of the stock solution of the reagent (1-5 molar eq. per lysine residue).
• Incubate at room temperature for 2 hours.
• If necessary, purify the protein-APN conjugate using size exclusion chromatography or ultrafiltration.
• The conjugate can be readily coupled with thiol-containing substrates by incubating the components in aqueous buffer (pH 6.5-9.0) at ambient temperature for 2 hours.

Standard protein labeling procedure (cysteine labeling):

Dissolve the protein in the appropriate buffer* with pH 6.5-9.0 (e.g. PBS) at 1-10mg/mL concentration.
Apply the appropriate amount of the stock solution of the APN-labeled molecule (1-5 molar eq. per free cysteine residue).
Incubate at room temperature for 2 hours.
If necessary, purify the protein conjugate using size exclusion chromatography or ultrafiltration.

*Note: avoid amine- and thiol-containing buffers.

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H301
• Precautionary Statements: P301 + P310 + P330
• Hazard Classifications: Acute Tox. 3 Oral
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable