CAS 92921-24-9|Sulfo-N-Succinimidyl 4-(Maleimidomethyl)cyclohexane-1-carboxylate, Sodium Salt
| Common Name | Sulfo-N-Succinimidyl 4-(Maleimidomethyl)cyclohexane-1-carboxylate, Sodium Salt | ||
|---|---|---|---|
| CAS Number | 92921-24-9 | Molecular Weight | 436.369 |
| Density | / | Boiling Point | / |
| Molecular Formula | C16H17N2NaO9S | Melting Point | >270ºC (dec.) |
| MSDS | USA | Flash Point | / |
Names
| Name | Sulfo-N-Succinimidyl 4-(Maleimidomethyl)cyclohexane-1-carboxylate, Sodium Salt |
|---|---|
| Synonym | More Synonyms |
BiologicalActivity
| 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 >>OthersBiochemical Assay ReagentsResearch 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. |
Chemical & Physical Properties
| Melting Point | >270ºC (dec.) |
|---|---|
| Molecular Formula | C16H17N2NaO9S |
| Molecular Weight | 436.369 |
| Exact Mass | 436.055237 |
| PSA | 166.64000 |
| InChIKey | VUFNRPJNRFOTGK-UHFFFAOYSA-M |
| SMILES | O=C(ON1C(=O)CC(S(=O)(=O)[O-])C1=O)C1CCC(CN2C(=O)C=CC2=O)CC1.[Na+] |
| 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) |
