Acid-PEG9-NHS ester - 1895916-27-4
Acid-PEG9-NHS ester
Catalog Number: BT-257383
CAS Number: 1895916-27-4
Molecular Formula: C26H45NO15
Molecular Weight: 611.64
The product is for non-human research only. Not for therapeutic or veterinary use.
Product Introduction
Description
Acid-PEG9-NHS ester is a chemical compound that is widely used in various fields of research, including medical, environmental, and industrial research. It is a derivative of polyethylene glycol (PEG) that is functionalized with a carboxylic acid group and a N-hydroxysuccinimide (NHS) ester group. This compound is known for its ability to conjugate with various biomolecules, such as proteins, peptides, and antibodies, to improve their solubility, stability, and bioactivity.
Properties
CAS Number
1895916-27-4
Product Name
Acid-PEG9-NHS ester
IUPAC Name
3-[2-[2-[2-[2-[2-[2-[2-[2-[3-(2,5-dioxopyrrolidin-1-yl)oxy-3-oxopropoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Molecular Formula
C26H45NO15
Molecular Weight
611.64
InChI
InChI=1S/C26H45NO15/c28-23-1-2-24(29)27(23)42-26(32)4-6-34-8-10-36-12-14-38-16-18-40-20-22-41-21-19-39-17-15-37-13-11-35-9-7-33-5-3-25(30)31/h1-22H2,(H,30,31)
InChI Key
BJOKQEMLFQBOQZ-UHFFFAOYSA-N
SMILES
C1CC(=O)N(C1=O)OC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)O
Solubility
Soluble in DMSO
Synonyms
Acid-PEG9-NHS ester
Method of Synthesis or Extraction
Acid-Acid-PEG9-NHS ester9-NHS ester can be synthesized by various methods, including the reaction of Acid-PEG9-NHS ester with succinic anhydride and N-hydroxysuccinimide in the presence of a catalyst, such as dicyclohexylcarbodiimide (DCC) or N,N'-diisopropylcarbodiimide (DIC). The efficiency and yield of this method depend on the reaction conditions, such as the ratio of reactants, temperature, and time. Another method involves the reaction of Acid-PEG9-NHS ester with succinic acid and N,N'-disuccinimidyl carbonate (DSC) in the presence of a base, such as triethylamine (TEA). This method has been reported to yield higher amounts of acid-Acid-PEG9-NHS ester9-NHS ester than the previous method. However, both methods require careful handling of the reactants and products due to their potential toxicity and environmental hazards.
Chemical Structure and Biological Activity
The chemical structure of acid-Acid-PEG9-NHS ester9-NHS ester consists of a Acid-PEG9-NHS ester chain of nine ethylene glycol units, a carboxylic acid group, and an NHS ester group. The NHS ester group is reactive towards primary amines, such as lysine residues in proteins, and forms stable amide bonds. This conjugation strategy has been widely used in bioconjugation applications, such as protein labeling, drug delivery, and diagnostic imaging. Acid-Acid-PEG9-NHS ester9-NHS ester has also been reported to exhibit anti-inflammatory and anti-tumor activities, possibly through the inhibition of NF-κB signaling and the induction of apoptosis.
Biological Effects
The biological effects of acid-Acid-PEG9-NHS ester9-NHS ester depend on the conjugated biomolecules and their targets. In general, the conjugation of acid-Acid-PEG9-NHS ester9-NHS ester with proteins or peptides can improve their solubility, stability, and bioactivity, and reduce their immunogenicity and toxicity. This can lead to enhanced therapeutic efficacy and reduced side effects in various diseases, such as cancer, autoimmune disorders, and infectious diseases. However, the conjugation of acid-Acid-PEG9-NHS ester9-NHS ester can also affect the conformation, function, and clearance of the biomolecules, which may lead to unexpected biological effects and toxicity.
Applications
In medical research, acid-Acid-PEG9-NHS ester9-NHS ester has been used in drug development, clinical trials, and findings. For example, it has been used to conjugate chemotherapeutic drugs with antibodies for targeted delivery to cancer cells, and to label proteins for imaging and diagnosis. In environmental research, acid-Acid-PEG9-NHS ester9-NHS ester has been used to study its effects on ecosystems, such as the toxicity and bioaccumulation of conjugated biomolecules in aquatic organisms. It has also been used in pollution management, such as the removal of heavy metals from wastewater. In industrial research, acid-Acid-PEG9-NHS ester9-NHS ester has been used in manufacturing processes, such as the production of biodegradable polymers and coatings, and in improving product quality and efficiency. However, the use of acid-Acid-PEG9-NHS ester9-NHS ester in these applications requires careful consideration of health and safety considerations, such as the potential toxicity and environmental impact of the conjugated biomolecules and their degradation products.
Future Perspectives and Challenges
The current limitations in the use and study of acid-Acid-PEG9-NHS ester9-NHS ester include the lack of standardized protocols for its synthesis, characterization, and conjugation, and the limited understanding of its biological effects and toxicity. Possible solutions and improvements include the development of more efficient and selective conjugation strategies, the optimization of reaction conditions and purification methods, and the use of advanced analytical techniques for characterization and quantification. Future trends and prospects in the application of acid-Acid-PEG9-NHS ester9-NHS ester in scientific research include the development of new biomolecules and targets for conjugation, the integration of acid-Acid-PEG9-NHS ester9-NHS ester with other functional groups and nanoparticles, and the exploration of its potential in regenerative medicine and tissue engineering.
Conclusion
Acid-Acid-PEG9-NHS ester9-NHS ester is a versatile and useful compound that has found applications in various fields of research. Its chemical structure and biological activity make it a valuable tool for bioconjugation and drug delivery, as well as for environmental and industrial applications. However, its use and study require careful consideration of its synthesis, characterization, and conjugation, as well as its biological effects and toxicity. Further research and development are needed to fully explore the potential of acid-Acid-PEG9-NHS ester9-NHS ester in scientific research and to address the challenges and limitations in its use and study.
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