Sulfo-N-Succinimidyl 4-(Maleimidomethyl)cyclohexane-1-carboxylate, Sodium Salt

Modify Date: 2024-01-11 18:47:50

Sulfo-N-Succinimidyl 4-(Maleimidomethyl)cyclohexane-1-carboxylate, Sodium Salt Structure
Sulfo-N-Succinimidyl 4-(Maleimidomethyl)cyclohexane-1-carboxylate, Sodium Salt structure
Common Name Sulfo-N-Succinimidyl 4-(Maleimidomethyl)cyclohexane-1-carboxylate, Sodium Salt
CAS Number 92921-24-9 Molecular Weight 436.369
Density N/A Boiling Point N/A
Molecular Formula C16H17N2NaO9S Melting Point >270ºC (dec.)
MSDS USA Flash Point N/A

 Use of Sulfo-N-Succinimidyl 4-(Maleimidomethyl)cyclohexane-1-carboxylate, Sodium Salt


Sulfo-SMCC sodium is a commonly used hetero-bifunctional crosslinker bearing N-hydroxysuccinimide (NHS) ester and maleimide groups to react with primary amines and sulfhydryl groups, respectively.

 Names

Name Sulfo-N-Succinimidyl 4-(Maleimidomethyl)cyclohexane-1-carboxylate, Sodium Salt
Synonym More Synonyms

  Biological Activity

Description Sulfo-SMCC sodium is a commonly used hetero-bifunctional crosslinker bearing N-hydroxysuccinimide (NHS) ester and maleimide groups to react with primary amines and sulfhydryl groups, respectively.
Related Catalog
In Vitro The crosslinker Sulfo-SMCC consists of a maleimide and an N-hydroxysuccinimide ester group to bind to sulfhydryl groups and primary amines, respectively. Sulfo-SMCC inhibits the end-to-end annealing of stabilized Microtubules (MTs). MTs are treated with 250 μM Sulfo-SMCC, and imaged after incubation for 0 h, 6 h, and 24 h. MTs treated with Sulfo-SMCC shows a constant mean length, independent of the incubation time[1].
Kinase Assay Labeled and unlabeled porcine tubulin powders are used. Sulfo-SMCC is used. MTs are polymerized to a final concentration of 2 mg/mL in 80 mM PIPES buffer (pH 6.8) containing 10 μM taxol, 2 mM MgCl2, 0.5 mM EGTA, and 1 mM GTP. A mixture of rhodamine-labeled tubulin and unlabeled tubulin (1:5) is used in the time-dependent measurements. In these experiments, polymerized MTs are divided in 2 groups: control and Sulfo-SMCC (250 μM) treated. Both samples are imaged after diluting 1:5 and incubating for 0 h (within 45 minutes after polymerization), 6 h, and 24 h[1].
References

[1]. Prabhune M, et al. Sulfo-SMCC Prevents Annealing of Taxol-Stabilized Microtubules In Vitro. PLoS One. 2016 Aug 25;11(8):e0161623.

 Chemical & Physical Properties

Melting Point >270ºC (dec.)
Molecular Formula C16H17N2NaO9S
Molecular Weight 436.369
Exact Mass 436.055237
PSA 166.64000
Storage condition 0-6°C
Stability Moisture Sensitive
Water Solubility H2O: soluble2.5mg/mL | Soluble in water (2.5 mg/ml) and dimethyl formamide.

 Safety Information

Hazard Codes Xi
Risk Phrases 36/37/38-20/21-61
Safety Phrases 26-45-53
RIDADR NONH for all modes of transport

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 Synonyms

3-Pyrrolidinesulfonic acid, 1-[[[4-[(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)methyl]cyclohexyl]carbonyl]oxy]-2,5-dioxo-, sodium salt (1:1)
Sodium 1-[({4-[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl]cyclohexyl}carbonyl)oxy]-2,5-dioxo-3-pyrrolidinesulfonate
sodium,1-[4-[(2,5-dioxopyrrol-1-yl)methyl]cyclohexanecarbonyl]oxy-2,5-dioxopyrrolidine-3-sulfonate
Sulfo-SMCC (sodium)
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