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573115

SMCC, Water-Soluble

Name: SMCC, Water-Soluble
Brand: MM

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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Properties

assay

≥94% (HPLC)

Quality Level

100

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

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

Description

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.

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.

Other Notes

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

Legal Information

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

Disclaimer

Toxicity: Irritant (B)

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c