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

Names

[ Name ]:
Sulfo-N-Succinimidyl 4-(Maleimidomethyl)cyclohexane-1-carboxylate, Sodium Salt

[Synonym ]:
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)

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]:

Signaling Pathways >> Others >> Others

Biochemical Assay Reagents

Research Areas >> Others

[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.

[Related Small Molecules]

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.

MSDS

Click to get detail MSDS

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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Related Compounds

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