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Merck

573115

SMCC, Water-Soluble

Synonym(s):

SMCC, Water-Soluble, Sulfosuccinimidyl- trans-4-(N-maleimidomethyl)cyclohexane-1-carboxylate, Sulfo-SMCC, Sulfosuccinimidyl-trans-4-(N-maleimidomethyl)cyclohexane-1-carboxylate, Sulfo-SMCC

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About This Item

Empirical Formula (Hill Notation):
C16H17N2O9S · Na
CAS Number:
92921-24-9
Molecular Weight:
436.37
UNSPSC Code:
41116133
NACRES:
NA.23
MDL number:
MFCD00054978

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SMILES string

[Na+].[S](=O)(=O)([O-])C1CC(=O)N(C1=O)OC(=O)C2CCC(CC2)CN3C(=O)C=CC3=O

InChI

1S/C16H18N2O9S.Na/c19-12-5-6-13(20)17(12)8-9-1-3-10(4-2-9)16(23)27-18-14(21)7-11(15(18)22)28(24,25)26;/h5-6,9-11H,1-4,7-8H2,(H,24,25,26);/q;+1/p-1

InChI key

VUFNRPJNRFOTGK-UHFFFAOYSA-M

assay

≥94% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

off-white

solubility

water: 2-5 mg/mL

shipped in

ambient

storage temp.

2-8°C

Quality Level

100

Related Categories

Disclaimer

Toxicity: Irritant (B)

General description

A water-soluble derivative of SMCC. Ideal for coupling enzymes to antibodies. Contains a cyclohexane bridge, which gives extra stability to the maleimide group. Both enzyme activity and antibody specificity are preserved after coupling. Water-soluble cross-linking reagents help to avoid the use of organic solvents such as dimethylformamide (DMF) and dimethylsulfoxide (DMSO) when preparing bioconjugates.
Ideal for coupling enzymes to antibodies. Contains a cyclohexane bridge, which gives extra stability to the maleimide group. Both enzyme activity and antibody specificity are preserved after coupling.

Other Notes

D’Souza, S.E., et al. 1988. J. Biol. Chem.263, 3943.

Preparation Note

Following each use, purge the original vial with inert gas and refrigerate (4°C). Unstable in aqueous solution; reconstitute just prior to use. Alternatively, the solid SMCC can be added directly to the sample to minimize hydrolysis. Hydrolysis is more pronounced in dilute protein solutions and can, therefore, be minimized by using more concentrated protein solutions (>5 mg/ml). For storage of stock solutions, reconstitute in anhydrous DMSO.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Global Trade Item Number

SKUGTIN
573115-50MGCN04055977266047

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