Sulfo-SMCC | CAS No. 92921-24-9

Sulfo-SMCC

Basic Information

CAS Number

92921-24-9

Molecular Formula

C16H18N2NaO9S

Molecular Weight

437.38 g/mol

AD

Basic Physical Properties

Melting Point

>270°C (dec.)

Water Solubility

Soluble in water (2.5 mg/ml) and dimethyl formamide.

Solubility

H2O: soluble2.5mg/mL

C1CC(CCC1CN2C(=O)C=CC2=O)C(=O)ON3C(=O)CC(C3=O)S(=O)(=O)[O-].[Na+]

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);

InChIKey

VRMVBDHSLMDJAD-UHFFFAOYSA-N

LogP

-0.19470

Complexity

853

Safety Information

View Safety Information

GHS Hazard Pictograms

H315H315
H319H319
H335H335

Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation
H319 Causes serious eye irritation
Serious eye damage/eye irritation
H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Stability

Moisture Sensitive

Synonyms & References

English

  • Sodium 1-((4-((2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl)cyclohexanecarbonyl)oxy)-2,5-dioxopyrrolidine-3-sulfonate
  • 4-(N-Maleimidomethyl)cyclohexane-1-carboxylic acid 3-sulfo-N-hydroxysuccinimide ester
  • 3-Sulfo-N-succinimidyl 4-(N-Maleimidomethyl)cyclohexane-1-carboxylate Sodium Salt
  • 3-Sulfo-N-succinimidyl 4-(maleimidomethyl)cyclohexane-1-carboxylate sodium salt
  • 4-(N-Maleimidomethyl)cyclohexane-1-carboxylic acid 3-sulfo-N-hydroxysuccinimide ester sodium salt
  • sodium,1-[4-[(2,5-dioxopyrrol-1-yl)methyl]cyclohexanecarbonyl]oxy-2,5-dioxopyrrolidine-3-sulfonate
  • Sulfo-N-Succinimidyl
  • SULFO-N-SUCCINIMIDYL 4-(MALEIMIDOMETHYL)CYCLOHEXANE-1 -CARBOXYLATE , SODIUM SALT
  • Sulfo-SMCC
  • Sulfo-SMCC (sodium)
  • Sulphosuccinimidyl-4-(N-maleimidomethyl)cyclohexane-1-carboxylate sodium salt
  • Sulfo-SMCC Sodium Salt
  • 4-[(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)methyl]-Cyclohexanecarboxylic acid 2,5-dioxo-3-sulfo-1-pyrrolidinyl ester sodium salt (1:1)
  • Sulfo-SMCC sodium
  • Sulfo-SMCC Crosslinker
  • Sulfo-trans-SMCC
  • Sulfo-N-succinimidyl 4-(maleimidomethyl)cyclohexane-1-carboxylate sodium salt
  • C16H17N2NaO9S
  • VUFNRPJNRFOTGK-UHFFFAOYSA-M
  • Sulphosuccinimidyl-4-(N-maleimidomethyl)cyclohexane-1-carboxy
  • 3-Pyrrolidinesulfonic acid, 1-[[[4-[(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)methyl]cyclohexyl]carbonyl]oxy]-2,5-dioxo-, sodium salt (9CI)
  • Sulfosuccinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate
  • Sulfo-N-Succinimidyl 4-(Maleimidomethyl)cyclohexane-1-carboxylate, Sodium Salt, 90%
  • PD063671
  • SB19635
  • 92921-24-9
  • HY-D0975
  • H10470
  • HH32D7TN36
  • AKOS022186734
  • trans-Sodium 1-((4-((2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl)cyclohexane-1-carbonyl)oxy)-2,5-dioxopyrrolidine-3-sulfonate

MDL Number

MFCD00054978

FAQ

What are the physical and chemical properties of Sulfo-SMCC (CAS: 92921-24-9)?

Sulfo-SMCC (CAS: 92921-24-9) is a water-soluble compound. It has a molecular weight of approximately 436.31 g/mol. Sulfo-SMCC is soluble in water and ethanol. It is used as a cross-linker in protein conjugation. The compound is reactive towards thiol groups, allowing for efficient coupling reactions.

How is Sulfo-SMCC (CAS: 92921-24-9) typically synthesized?

Sulfo-SMCC (CAS: 92921-24-9) is typically synthesized by coupling maleimide and N-sulfosuccinimidyl 4-(p-azidophenyl)-butyrate. The synthesis involves the use of a carbodiimide as a coupling agent. The reaction is carried out in the presence of a catalyst to ensure high selectivity and yield.

What industries use Sulfo-SMCC (CAS: 92921-24-9)?

Sulfo-SMCC (CAS: 92921-24-9) is widely used in the pharmaceutical industry for protein conjugation and in biotechnology for immobilization of enzymes and antibodies. It is also used in the polymer industry for the modification of polymer surfaces. Additionally, it is employed in sensor technology for the development of biosensors and in semiconductor manufacturing for surface functionalization.

What precautions should be taken when handling Sulfo-SMCC (CAS: 92921-24-9)?

When handling Sulfo-SMCC (CAS: 92921-24-9), it is important to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a fume hood to minimize inhalation risks. Spills should be cleaned up immediately with care to avoid skin contact. Always refer to the safety data sheet (SDS) for detailed handling and safety information.

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