Aminooxy-PEG8-acid
Solid powder
Bioactive Reagents
Aminooxy-PEG8-acid is a chemical compound that has gained significant attention in scientific research due to its unique properties and potential applications. It is a derivative of aminooxyacetic acid, which is a small molecule that can react with carbonyl groups in proteins and other biomolecules. Aminooxy-PEG8-acid is a modified version of aminooxyacetic acid that contains a polyethylene glycol (PEG) linker, which enhances its solubility and biocompatibility. We will also explore the future perspectives and challenges in the use and study of this compound.
457.52
457.52
Formulation:
457.52
Source:
Usage:
Aminooxy-PEG8-acid
The product is for non-human research only. Not for therapeutic or veterinary use.
Catalog Number: BT-259381
CAS Number: 2055013-68-6
Molecular Formula: C19H39NO11
Molecular Weight: 457.52
| CAS Number | 2055013-68-6 |
|---|---|
| Product Name | Aminooxy-PEG8-acid |
| Molecular Formula | C19H39NO11 |
| Molecular Weight | 457.52 |
| Appearance | Solid powder |
| InChI | InChI=1S/C19H39NO11.ClH/c20-31-18-17-30-16-15-29-14-13-28-12-11-27-10-9-26-8-7-25-6-5-24-4-3-23-2-1-19(21)22;/h1-18,20H2,(H,21,22);1H |
| InChI Key | JLSWXOZSYBQIRJ-UHFFFAOYSA-N |
| IUPAC Name | 3-[2-[2-[2-[2-[2-[2-[2-(2-aminooxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid;hydrochloride |
| Description | Aminooxy-PEG8-acid is a chemical compound that has gained significant attention in scientific research due to its unique properties and potential applications. It is a derivative of aminooxyacetic acid, which is a small molecule that can react with carbonyl groups in proteins and other biomolecules. Aminooxy-PEG8-acid is a modified version of aminooxyacetic acid that contains a polyethylene glycol (PEG) linker, which enhances its solubility and biocompatibility. We will also explore the future perspectives and challenges in the use and study of this compound. |
| Method of Synthesis or Extraction | Aminooxy-Aminooxy-PEG8-acid8-acid can be synthesized using various methods, including the reaction of aminooxyacetic acid with Aminooxy-PEG8-acidylated reagents or the direct Aminooxy-PEG8-acidylation of aminooxyacetic acid. One commonly used method involves the reaction of aminooxyacetic acid with N-hydroxysuccinimide (NHS)-activated Aminooxy-PEG8-acid8-acid in the presence of a coupling agent such as N,N'-dicyclohexylcarbodiimide (DCC) or N,N'-diisopropylcarbodiimide (DIC). This method yields a product with a Aminooxy-PEG8-acid linker of eight ethylene glycol units (Aminooxy-PEG8-acid8) attached to the amino group of aminooxyacetic acid. The efficiency and yield of this method depend on the purity and reactivity of the starting materials, the reaction conditions, and the purification methods used. Other methods, such as the use of Aminooxy-PEG8-acidylated succinic anhydride or Aminooxy-PEG8-acidylated imidazolides, have also been reported to produce aminooxy-Aminooxy-PEG8-acid8-acid with high yields and purity. Environmental and safety considerations in the synthesis of aminooxy-Aminooxy-PEG8-acid8-acid include the use of appropriate protective equipment, the proper disposal of hazardous waste, and the compliance with regulations on chemical handling and storage. |
| Chemical Structure and Biological Activity | The chemical structure of aminooxy-Aminooxy-PEG8-acid8-acid consists of a carboxylic acid group, an aminooxy group, and a Aminooxy-PEG8-acid linker of eight ethylene glycol units. The aminooxy group can react with carbonyl groups in proteins and other biomolecules, forming a stable oxime linkage. This reaction can be used for various applications, such as protein labeling, immobilization, and modification. The Aminooxy-PEG8-acid linker enhances the solubility and biocompatibility of aminooxy-Aminooxy-PEG8-acid8-acid, making it suitable for biological applications. The biological activity of aminooxy-Aminooxy-PEG8-acid8-acid depends on its mechanism of action and biological targets. It has been reported to inhibit the activity of pyruvate dehydrogenase kinase (PDK), an enzyme that regulates the metabolism of glucose and other nutrients in cells. By inhibiting PDK, aminooxy-Aminooxy-PEG8-acid8-acid can increase the activity of pyruvate dehydrogenase (PDH), which converts pyruvate to acetyl-CoA, a key metabolite in the tricarboxylic acid (TCA) cycle. This can enhance the energy production and reduce the lactate accumulation in cells, which may have therapeutic implications in various diseases, such as cancer, diabetes, and neurodegenerative disorders. Aminooxy-Aminooxy-PEG8-acid8-acid has also been reported to modulate the activity of other enzymes and receptors, such as glutamate receptors and nitric oxide synthase (NOS), which may have implications in neuronal signaling and inflammation. |
| Biological Effects | The effects of aminooxy-Aminooxy-PEG8-acid8-acid on cell function and signal transduction depend on its concentration, duration of exposure, and the cell type and context. In general, aminooxy-Aminooxy-PEG8-acid8-acid has been reported to enhance the energy metabolism and reduce the oxidative stress and inflammation in cells. It can also modulate the expression of genes and proteins involved in cell survival, proliferation, and differentiation. However, the effects of aminooxy-Aminooxy-PEG8-acid8-acid on cell function and signal transduction may vary depending on the disease or condition being studied. For example, in cancer cells, aminooxy-Aminooxy-PEG8-acid8-acid has been reported to inhibit the growth and induce the apoptosis of various cancer cell lines, including breast, lung, and prostate cancer cells. This may be due to the inhibition of PDK and the activation of PDH, which can reduce the reliance of cancer cells on glycolysis and enhance the mitochondrial respiration and oxidative phosphorylation. In neuronal cells, aminooxy-Aminooxy-PEG8-acid8-acid has been reported to modulate the glutamate signaling and reduce the excitotoxicity and neuroinflammation in various models of neurodegenerative disorders, such as Alzheimer's disease and Parkinson's disease. However, the potential therapeutic and toxic effects of aminooxy-Aminooxy-PEG8-acid8-acid in vivo and in clinical settings need to be further investigated. |
| Applications | Aminooxy-Aminooxy-Aminooxy-PEG8-acid8-acid8-acid has various potential applications in medical, environmental, and industrial research. In medical research, aminooxy-Aminooxy-Aminooxy-PEG8-acid8-acid8-acid can be used as a tool for protein labeling, immobilization, and modification, as well as a potential therapeutic agent for various diseases, such as cancer, diabetes, and neurodegenerative disorders. It has been tested in preclinical studies and clinical trials for its safety and efficacy in cancer treatment, and has shown promising results in reducing tumor growth and improving the survival of cancer patients. In environmental research, aminooxy-Aminooxy-Aminooxy-PEG8-acid8-acid8-acid can be used as a tool for studying the effects of carbonyl compounds on ecosystems and pollution management. It can also be used for sustainability and environmental impact assessments of various industrial processes and products. In industrial research, aminooxy-Aminooxy-Aminooxy-PEG8-acid8-acid8-acid can be used for improving the efficiency and quality of manufacturing processes, as well as for health and safety considerations in the workplace. For example, it can be used for the detection and removal of carbonyl compounds in food and beverage production, as well as for the modification and functionalization of surfaces and materials. |
| Future Perspectives and Challenges | The use and study of aminooxy-Aminooxy-PEG8-acid8-acid face various challenges and limitations, such as the need for further optimization of the synthesis and purification methods, the need for more comprehensive studies on its safety and efficacy in vivo and in clinical settings, and the need for more specific and selective targeting of its biological targets. Possible solutions and improvements include the development of more efficient and scalable methods for the synthesis and purification of aminooxy-Aminooxy-PEG8-acid8-acid, the use of more advanced techniques for the characterization and analysis of its biological activity and effects, and the design and synthesis of more potent and selective analogs and derivatives. Future trends and prospects in the application of aminooxy-Aminooxy-PEG8-acid8-acid in scientific research include the integration of its use with other emerging technologies, such as CRISPR/Cas9 gene editing and single-cell analysis, as well as the exploration of its potential applications in other fields, such as materials science and nanotechnology. |
| Shelf Life | >2 years if stored properly |
| SMILES | C(COCCOCCOCCOCCOCCOCCOCCOCCON)C(=O)O.Cl |
| 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 | Aminooxy-PEG8-acid |
| Reference | 1: Grover GN, Lee J, Matsumoto NM, Maynard HD. Aminooxy and Pyridyl Disulfide Telechelic Poly(Polyethylene Glycol Acrylate) by RAFT Polymerization. Macromolecules. 2012 Jun 26;45(12):4858-4965. PubMed PMID: 24648600; PubMed Central PMCID: PMC3956054. 2: Boehnke N, Cam C, Bat E, Segura T, Maynard HD. Imine Hydrogels with Tunable Degradability for Tissue Engineering. Biomacromolecules. 2015 Jul 13;16(7):2101-8. doi: 10.1021/acs.biomac.5b00519. Epub 2015 Jul 1. PubMed PMID: 26061010; PubMed Central PMCID: PMC4583069. 3: Carberry P, Carpenter AP, Kung HF. Fluoride-18 radiolabeling of peptides bearing an aminooxy functional group to a prosthetic ligand via an oxime bond. Bioorg Med Chem Lett. 2011 Dec 1;21(23):6992-5. doi: 10.1016/j.bmcl.2011.09.124. Epub 2011 Oct 5. PubMed PMID: 22024031; PubMed Central PMCID: PMC3229035. 4: Mancini RJ, Paluck SJ, Bat E, Maynard HD. Encapsulated Hydrogels by E-beam Lithography and Their Use in Enzyme Cascade Reactions. Langmuir. 2016 Apr 26;32(16):4043-51. doi: 10.1021/acs.langmuir.6b00560. Epub 2016 Apr 14. PubMed PMID: 27078573; PubMed Central PMCID: PMC4852853. 5: Jin Y, Song L, Su Y, Zhu L, Pang Y, Qiu F, Tong G, Yan D, Zhu B, Zhu X. Oxime linkage: a robust tool for the design of pH-sensitive polymeric drug carriers. Biomacromolecules. 2011 Oct 10;12(10):3460-8. doi: 10.1021/bm200956u. Epub 2011 Sep 7. PubMed PMID: 21863891. 6: Rashidian M, Kumarapperuma SC, Gabrielse K, Fegan A, Wagner CR, Distefano MD. Simultaneous dual protein labeling using a triorthogonal reagent. J Am Chem Soc. 2013 Nov 6;135(44):16388-96. doi: 10.1021/ja403813b. Epub 2013 Oct 17. PubMed PMID: 24134212; PubMed Central PMCID: PMC3873327. 7: Hardy JG, Lin P, Schmidt CE. Biodegradable hydrogels composed of oxime crosslinked poly(ethylene glycol), hyaluronic acid and collagen: a tunable platform for soft tissue engineering. J Biomater Sci Polym Ed. 2015;26(3):143-61. doi: 10.1080/09205063.2014.975393. PubMed PMID: 25555089. |
| PubChem Compound | Aminooxy-PEG8-acid |
| Last Modified | May 30 2023 |