Sulfo-SMCC
Catalog Number: BT-285546
CAS Number: 92921-24-9
Molecular Formula: C₁₆H₁₇N₂O₉SNa
Molecular Weight: 436.4 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
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Product Introduction
Description
Sulfo-SMCC is a chemical compound that is widely used in scientific research, particularly in the fields of medicine, environmental science, and industry. It is a water-soluble crosslinker that is commonly used to covalently link proteins, peptides, and other biomolecules. Sulfo-SMCC is a derivative of the original SMCC compound, which was developed in the 1980s. The addition of a sulfonate group to the SMCC molecule enhances its solubility in water and makes it more suitable for biological applications.
Properties
CAS Number
92921-24-9
Product Name
Sulfo-SMCC
IUPAC Name
sodium;1-[4-[(2,5-dioxopyrrol-1-yl)methyl]cyclohexanecarbonyl]oxy-2,5-dioxopyrrolidine-3-sulfonate
Molecular Formula
C₁₆H₁₇N₂O₉SNa
Molecular Weight
436.4 g/mol
InChI
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
SMILES
C1CC(CCC1CN2C(=O)C=CC2=O)C(=O)ON3C(=O)CC(C3=O)S(=O)(=O)[O-].[Na+]
Synonyms
4-[(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)methyl]cyclohexanecarboxylic Acid 2,5-Dioxo-3-sulfo-1-pyrrolidinyl Ester, Sodium Salt; Sulfo-SMCC
Canonical SMILES
C1CC(CCC1CN2C(=O)C=CC2=O)C(=O)ON3C(=O)CC(C3=O)S(=O)(=O)[O-].[Na+]
Method of Synthesis or Extraction
Sulfo-SMCC can be synthesized using a variety of methods, including chemical synthesis and enzymatic methods. Chemical synthesis involves the reaction of SMCC with a sulfonating agent, such as sodium sulfite or sulfuric acid. Enzymatic methods involve the use of enzymes, such as sulfotransferases, to add a sulfonate group to the SMCC molecule. The efficiency and yield of each method vary depending on the specific conditions used. Chemical synthesis typically yields higher quantities of Sulfo-SMCC, but may also produce more impurities. Enzymatic methods are generally more specific and produce purer Sulfo-SMCC, but may be less efficient.
Environmental and safety considerations are important when working with Sulfo-SMCC. The compound is classified as a hazardous material and should be handled with care. It is important to follow proper safety protocols, such as wearing protective clothing and working in a well-ventilated area. Sulfo-SMCC should also be disposed of properly to minimize environmental impact.
Environmental and safety considerations are important when working with Sulfo-SMCC. The compound is classified as a hazardous material and should be handled with care. It is important to follow proper safety protocols, such as wearing protective clothing and working in a well-ventilated area. Sulfo-SMCC should also be disposed of properly to minimize environmental impact.
Chemical Structure and Biological Activity
Sulfo-SMCC is a water-soluble crosslinker that contains a sulfonate group and a maleimide group. The sulfonate group enhances the solubility of the compound in water, while the maleimide group reacts with thiol groups on proteins and other biomolecules to form covalent bonds. The mechanism of action of Sulfo-SMCC involves the formation of stable covalent bonds between biomolecules, which can be used to create protein conjugates, immobilize proteins on surfaces, and crosslink proteins in solution.
Sulfo-SMCC has been shown to have a wide range of biological activities, including the ability to modify protein function, alter cell signaling pathways, and induce cell death. The potency of Sulfo-SMCC varies depending on the specific application, but it is generally considered to be a highly effective crosslinker.
Sulfo-SMCC has been shown to have a wide range of biological activities, including the ability to modify protein function, alter cell signaling pathways, and induce cell death. The potency of Sulfo-SMCC varies depending on the specific application, but it is generally considered to be a highly effective crosslinker.
Biological Effects
Sulfo-SMCC has a number of potential therapeutic and toxic effects. In medical research, Sulfo-SMCC is used to create protein conjugates that can be used as drugs or diagnostic tools. Clinical trials have shown that Sulfo-SMCC conjugates can be effective in treating a variety of diseases, including cancer and autoimmune disorders. However, Sulfo-SMCC can also have toxic effects on cells and tissues, particularly at high concentrations. It is important to carefully evaluate the potential therapeutic and toxic effects of Sulfo-SMCC before using it in medical research.
In environmental research, Sulfo-SMCC can have both positive and negative effects on ecosystems. On the one hand, Sulfo-SMCC can be used to immobilize proteins on surfaces, which can be useful in pollution management and environmental monitoring. On the other hand, Sulfo-SMCC can also have toxic effects on aquatic organisms and other wildlife. It is important to carefully evaluate the potential environmental impact of Sulfo-SMCC before using it in environmental research.
In industrial research, Sulfo-SMCC is used in a variety of manufacturing processes to improve product quality and efficiency. However, health and safety considerations are important when working with Sulfo-SMCC in an industrial setting. It is important to follow proper safety protocols and dispose of Sulfo-SMCC properly to minimize the risk of exposure to workers and the environment.
In environmental research, Sulfo-SMCC can have both positive and negative effects on ecosystems. On the one hand, Sulfo-SMCC can be used to immobilize proteins on surfaces, which can be useful in pollution management and environmental monitoring. On the other hand, Sulfo-SMCC can also have toxic effects on aquatic organisms and other wildlife. It is important to carefully evaluate the potential environmental impact of Sulfo-SMCC before using it in environmental research.
In industrial research, Sulfo-SMCC is used in a variety of manufacturing processes to improve product quality and efficiency. However, health and safety considerations are important when working with Sulfo-SMCC in an industrial setting. It is important to follow proper safety protocols and dispose of Sulfo-SMCC properly to minimize the risk of exposure to workers and the environment.
Applications
Sulfo-SMCC has a wide range of applications in scientific research. In medical research, Sulfo-SMCC is used to create protein conjugates that can be used as drugs or diagnostic tools. Clinical trials have shown that Sulfo-SMCC conjugates can be effective in treating a variety of diseases, including cancer and autoimmune disorders. In environmental research, Sulfo-SMCC can be used to immobilize proteins on surfaces, which can be useful in pollution management and environmental monitoring. In industrial research, Sulfo-SMCC is used in a variety of manufacturing processes to improve product quality and efficiency.
Future Perspectives and Challenges
Despite its many applications, there are still limitations in the use and study of Sulfo-SMCC. One challenge is the potential for toxicity at high concentrations, which can limit its use in certain applications. Another challenge is the need for more specific and efficient methods of synthesis and extraction. Future research will likely focus on developing new methods of synthesis and extraction that are more efficient and produce purer Sulfo-SMCC.
In conclusion, Sulfo-SMCC is a versatile and widely used crosslinker that has many applications in scientific research. Its chemical structure and biological activity make it a useful tool for creating protein conjugates, immobilizing proteins on surfaces, and crosslinking proteins in solution. However, it is important to carefully evaluate the potential therapeutic and toxic effects of Sulfo-SMCC before using it in medical research, and to follow proper safety protocols when working with the compound in any setting.
In conclusion, Sulfo-SMCC is a versatile and widely used crosslinker that has many applications in scientific research. Its chemical structure and biological activity make it a useful tool for creating protein conjugates, immobilizing proteins on surfaces, and crosslinking proteins in solution. However, it is important to carefully evaluate the potential therapeutic and toxic effects of Sulfo-SMCC before using it in medical research, and to follow proper safety protocols when working with the compound in any setting.
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