SMCC (succinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate)

Catalog number: 22360

Thermo Scientific™  Related applications: Protein Labeling & Crosslinking

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Description

Thermo Scientific Pierce SMCC is an amine-to-sulfhydryl crosslinker that contains NHS-ester and maleimide reactive groups at opposite ends of a medium-length cyclohexane-stabilized spacer arm (8.3 angstroms).

Features of SMCC:

Reactive groups: NHS ester and maleimide
Reactive toward: amino and sulfhydryl groups
• Non-cleavable
• Water-insoluble (dissolve first in DMF or DMSO); compare to Sulfo-SMCC
• High purity, crystalline reagent can be used to create high-purity maleimide-activated derivatives
• Cyclohexane bridge confers added stability to the maleimide group making SMCC an ideal crosslinking agent for maleimide activation of proteins. Maleimide groups are stable for 64 hours in 0.1 M sodium phosphate buffer, pH 7 at 4°C.

Succinimidyl-4-(N-maleimidomethyl)cyclohexane-1-carboxylate (SMCC) is a non-cleavable and membrane permeable crosslinker. It contains an amine-reactive N -hydroxysuccinimide (NHS ester) and a sulfhydryl-reactive maleimide group. NHS esters react with primary amines at pH 7-9 to form stable amide bonds. Maleimides react with sulfhydryl groups at pH 6.5-7.5 to form stable thioether bonds. The maleimide groups of SMCC and Sulfo-SMCC and are unusually stable up to pH 7.5 because of the cyclohexane bridge in the spacer arm.

Applications:
• Enzyme labelling of antibodies - both enzyme and antibody specificity can be preserved
• Create specific bioconjugates via one- or two-step crosslinking reactions
• Create sulfhydryl-reactive, maleimide-activated carrier proteins for coupling haptens

Specifications:
We manufacture SMCC to the highest specifications to produce the most specific bioconjugates and maleimide-activated proteins, ensure the integrity of your data and to provide you with the highest degree of crosslinking consistency. Each lot of SMCC is tested to meet the following minimum specifications.

• Identity: IR scan shows only peaks characteristic of the structure and functional groups of SMCC cross linker
• Purity: ≥ 92% by NMR

Product References:
Crosslinker Application Guide -- search for recent literature references for this product

Related Products
Sulfo-SMCC (sulfosuccinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate)
For Research Use Only. Not for use in diagnostic procedures.

Specifications

Spacer: Short
Solubility: DMF (Dimethylformamide), DMSO (Dimethylsulfoxide)
Product Size: 50 mg
Labeling Method: Chemical Labeling
Crosslinker Type: Heterobifunctional

Contents & storage

Upon receipt store desiccated at 4°C. Product is shipped at ambient temperature.

Documents

Manuals & protocols