LC-SMCC (succinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxy-(6-amidocaproate))

Thermo Scientific Pierce LC-SMCC is an amine-to-sulfhydryl crosslinker that contains NHS-ester and maleimide reactive groups at opposite ends of a long cyclohexane-stabilized spacer arm (16.2 angstroms).

Features of LC-SMCC:

• Reactive groups: NHS ester and maleimide
• Reactive toward: amino and sulfhydryl groups
• Long-chain variety of SMCC
• High purity, crystalline reagent can be used to create high-purity maleimide-activated derivatives
• Non-cleavable
• Water-insoluble (dissolve first in DMF or DMSO)
• Cyclohexane bridge confers added stability to the maleimide group making LC-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.

LC-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 LC-SMCC and are unusually stable up to pH 7.5 because of the cyclohexane bridge in the spacer arm.

Applications:
• Ideal reagent for enzyme labeling of antibodies, both enzyme activity 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

LC-SMCC is often used for the preparation of antibody-enzyme and hapten-carrier conjugates. In this type of conjugation, the NHS ester is reacted first with the antibody, excess crosslinking reagent removed and then the sulfhydryl-containing enzyme molecule is added. This two-step reaction scheme results in formation of specific antibody-enzyme conjugates.

LC-SMCC is a reagent of choice for creating stable maleimide-activated carrier proteins that will spontaneously react with sulfhydryls. In this application, the NHS ester of LC-SMCC is reacted with lysine residues on the carrier protein, converting them to reactive maleimides. These relatively stable maleimide-activated intermediates may be lyophilized and stored for later conjugation to a hapten.

Specifications:
We manufacture LC-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 LC-SMCC is tested to meet the following minimum specifications.

• Identity: IR scan shows only peaks characteristic of the structure and functional groups of LC-SMCC crosslinker
• Purity: ≥ 90% by NMR

Product References:

Crosslinker Application Guide -- search for recent literature references for this product

Related Products
SMCC (succinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate)
Sulfo-SMCC (sulfosuccinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate)