Aminooxy-PEG3-bromide
Solid powder
Bioactive Reagents
Aminooxy-PEG3-bromide 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 has been modified with an aminooxy group and a bromide ion. This modification enhances the compound's reactivity and makes it useful for a variety of applications.
272.14
272.14
Formulation:
272.14
Source:
Usage:
Aminooxy-PEG3-bromide
The product is for non-human research only. Not for therapeutic or veterinary use.
Catalog Number: BT-259366
CAS Number: 1895922-73-2
Molecular Formula: C8H18BrNO4
Molecular Weight: 272.14
| CAS Number | 1895922-73-2 |
|---|---|
| Product Name | Aminooxy-PEG3-bromide |
| Molecular Formula | C8H18BrNO4 |
| Molecular Weight | 272.14 |
| Appearance | Solid powder |
| InChI | InChI=1S/C8H18BrNO4/c9-1-2-11-3-4-12-5-6-13-7-8-14-10/h1-8,10H2 |
| InChI Key | UWCFCSQLYSKMDZ-UHFFFAOYSA-N |
| IUPAC Name | O-[2-[2-[2-(2-bromoethoxy)ethoxy]ethoxy]ethyl]hydroxylamine |
| Description | Aminooxy-PEG3-bromide 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 has been modified with an aminooxy group and a bromide ion. This modification enhances the compound's reactivity and makes it useful for a variety of applications. |
| Method of Synthesis or Extraction | Aminooxy-Aminooxy-PEG3-bromide3-bromide can be synthesized using several methods, including the reaction of Aminooxy-PEG3-bromide with aminooxyacetic acid and subsequent bromination. Another method involves the reaction of Aminooxy-PEG3-bromide with aminooxyacetic acid N-hydroxysuccinimide ester followed by bromination. The efficiency and yield of each method depend on the reaction conditions and the purity of the starting materials. Environmental and safety considerations must also be taken into account during the synthesis process, as some of the reagents used can be hazardous. |
| Chemical Structure and Biological Activity | The chemical structure of aminooxy-Aminooxy-PEG3-bromide3-bromide consists of a Aminooxy-PEG3-bromide backbone with an aminooxy group and a bromide ion attached. The aminooxy group is a reactive functional group that can form covalent bonds with aldehydes and ketones. This property makes aminooxy-Aminooxy-PEG3-bromide3-bromide useful for labeling and detecting biomolecules in biological systems. The bromide ion also enhances the compound's reactivity and can be used for cross-linking and conjugation reactions. |
| Biological Effects | Aminooxy-Aminooxy-PEG3-bromide3-bromide has been shown to have various biological effects on cell function and signal transduction. It can inhibit the activity of certain enzymes, such as glyceraldehyde-3-phosphate dehydrogenase, which plays a role in glycolysis. Aminooxy-Aminooxy-PEG3-bromide3-bromide can also modulate the activity of ion channels and receptors, affecting cellular signaling pathways. The compound has potential therapeutic effects, such as in the treatment of cancer and neurodegenerative diseases. However, it can also have toxic effects at high concentrations, and further research is needed to determine its safety and efficacy. |
| Applications | In medical research, aminooxy-Aminooxy-PEG3-bromide3-bromide has been used in drug development and clinical trials. It has been used to label and detect biomolecules, such as proteins and carbohydrates, in biological systems. The compound has also been investigated for its potential therapeutic effects, such as in the treatment of cancer and neurodegenerative diseases. In environmental research, aminooxy-Aminooxy-PEG3-bromide3-bromide has been used to study the effects of pollutants on ecosystems and to develop pollution management strategies. In industrial research, the compound has been used in manufacturing processes to improve product quality and efficiency. Health and safety considerations must be taken into account when using aminooxy-Aminooxy-PEG3-bromide3-bromide in these applications. |
| Future Perspectives and Challenges | Current limitations in the use and study of aminooxy-Aminooxy-PEG3-bromide3-bromide include its potential toxicity and the need for further research to determine its safety and efficacy. Possible solutions and improvements include the development of safer and more effective derivatives of the compound and the optimization of reaction conditions for synthesis and labeling applications. Future trends and prospects in the application of aminooxy-Aminooxy-PEG3-bromide3-bromide in scientific research include its continued use in drug development and clinical trials, as well as its potential use in the development of new diagnostic and therapeutic tools. |
| Shelf Life | >2 years if stored properly |
| SMILES | C(COCCON)OCCOCCBr |
| 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-PEG3-bromide HCl salt |
| 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-PEG3-bromide |
| Last Modified | May 30 2023 |