LC-SMCC (N-Succinimidyl 6-[[4-(N-Maleimidomethyl)cyclohexyl]carboxamido]hexanoate), Pierce™

Supplier: 0000013509

Synonyms: 2,5-Dioxopyrrolidin-1-yl 6-[4-[(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl]cyclohexane-1-carboxamido]hexanoateN-Succinimidyl 6-[[4-(N-Maleimidomethyl)cyclohexyl]carboxamido]caproateLC-SMCC

22362 22362
PI22362EA 265.6 USD
CAPI22362 PI22362
LC-SMCC (N-Succinimidyl 6-[[4-(N-Maleimidomethyl)cyclohexyl]carboxamido]hexanoate), Pierce™
LC-SMCC (N-Succinimidyl 6-[[4-(N-Maleimidomethyl)cyclohexyl]carboxamido]hexanoate)

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).


  • 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.


Caution: For Research Use Only. Not for use in diagnostic procedures.

Formula: C₂₂H₂₉N₃O₇
MW: 447.49 g/mol
Storage Temperature: Refrigerator
MDL Number: MFCD01863459
CAS Number: 125559-00-4

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Specification Test Results

Product Line Pierce™
Labeling Method Chemical Labeling
Crosslinker Type Heterobifunctional
Reactive Moiety Maleimide, NHS Ester
Spacer Long
Form Solid
Quantity 50 mg
Type Crosslinker
Solubility DMF, DMSO

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