Acid-PEG9-NHS ester
Solid powder
Bioactive Reagents
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.
611.64
611.64
Formulation:
611.64
Source:
Usage:
Acid-PEG9-NHS ester
The product is for non-human research only. Not for therapeutic or veterinary use.
Catalog Number: BT-257383
CAS Number: 1895916-27-4
Molecular Formula: C26H45NO15
Molecular Weight: 611.64
| CAS Number | 1895916-27-4 |
|---|---|
| Product Name | Acid-PEG9-NHS ester |
| Molecular Formula | C26H45NO15 |
| Molecular Weight | 611.64 |
| Appearance | Solid powder |
| 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 |
| 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 |
| 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. |
| 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. |
| Shelf Life | >3 years if stored properly |
| SMILES | C1CC(=O)N(C1=O)OC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)O |
| Solubility | Soluble in DMSO |
| Storage | Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years). |
| Synonyms | Acid-PEG9-NHS ester |
| Reference | 1: Sano K, Nakajima T, Miyazaki K, Ohuchi Y, Ikegami T, Choyke PL, Kobayashi H. Short PEG-linkers improve the performance of targeted, activatable monoclonal antibody-indocyanine green optical imaging probes. Bioconjug Chem. 2013 May 15;24(5):811-6. doi: 10.1021/bc400050k. Epub 2013 May 3. PubMed PMID: 23600922; PubMed Central PMCID: PMC3674550. 2: Harrison E, Coulter JA, Dixon D. Gold nanoparticle surface functionalization: mixed monolayer versus hetero bifunctional peg linker. Nanomedicine (Lond). 2016 Apr;11(7):851-65. Review. PubMed PMID: 27021417. 3: Augusto MT, Hollmann A, Porotto M, Moscona A, Santos NC. Antiviral Lipopeptide-Cell Membrane Interaction Is Influenced by PEG Linker Length. Molecules. 2017 Jul 15;22(7). pii: E1190. doi: 10.3390/molecules22071190. PubMed PMID: 28714870; PubMed Central PMCID: PMC5776016. 4: Tuma R, Russell M, Rosendahl M, Thomas GJ Jr. Solution conformation of the extracellular domain of the human tumor necrosis factor receptor probed by Raman and UV-resonance Raman spectroscopy: structural effects of an engineered PEG linker. Biochemistry. 1995 Nov 21;34(46):15150-6. PubMed PMID: 7578129. 5: Kanazaki K, Sano K, Makino A, Yamauchi F, Takahashi A, Homma T, Ono M, Saji H. Feasibility of poly(ethylene glycol) derivatives as diagnostic drug carriers for tumor imaging. J Control Release. 2016 Mar 28;226:115-23. doi:10.1016/j.jconrel.2016.02.017. Epub 2016 Feb 8. PubMed PMID: 26869546. |
| PubChem Compound | Acid-PEG9-NHS ester |
| Last Modified | May 30 2023 |