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