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5-hexynoic NHS ester | CAS 906564-59-8
| Catalog Number | R01-0002 |
| Category | NHS Esters |
| Molecular Formula | C10H11NO4 |
| Molecular Weight | 209.20 |
| Catalog Number | Size | Price | Quantity |
|---|---|---|---|
| R01-0002 | -- | -- |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
Chemical Information
Application
Computed Properties
Patents
| Synonyms | Alkyne NHS ester (hexynoic acid NHS ester);1-(5-Hexynoyloxy)-2,5-pyrrolidinedione; |
| Purity | ≥98% |
| IUPAC Name | |
| Canonical SMILES | C#CCCCC(=O)ON1C(=O)CCC1=O |
| InChI | InChI=1S/C10H11NO4/c1-2-3-4-5-10(14)15-11-8(12)6-7-9(11)13/h1H,3-7H2 |
| InChIKey | CXSSWEBEHUYETJ-UHFFFAOYSA-N |
| Solubility | good in organic solvents (DMF, DMSO, DCM) |
| Appearance | Soild powder |
5-hexynoic NHS ester is a versatile chemical reagent used in various biochemical and biotechnological applications. Here are some key applications of 5-hexynoic NHS ester:
Bioconjugation: 5-hexynoic NHS ester is widely used for bioconjugation reactions, where it facilitates the covalent attachment of biomolecules, such as proteins and peptides, to solid supports or other biomolecules. By reacting with amine groups, it forms stable amide bonds, enabling the creation of complex biomolecular assemblies. This is crucial for developing targeted drug delivery systems and diagnostic assays.
Click Chemistry: In the realm of click chemistry, 5-hexynoic NHS ester is employed as a component in azide-alkyne cycloaddition reactions. This enables the efficient and selective labeling of biomolecules with fluorescent tags or other probes for imaging and detection purposes. It provides a robust and reliable means of studying dynamic biological processes in vitro and in vivo.
Surface Functionalization: 5-hexynoic NHS ester can be used to functionalize surfaces of nanoparticles, microarrays, and biosensors with specific biomolecules. By modifying surfaces with 5-hexynoic NHS ester, researchers can immobilize enzymes, antibodies, or other ligands, creating highly specific and sensitive detection platforms. This application is crucial for developing advanced diagnostic tools and biosensors.
Protein Engineering: In protein engineering, 5-hexynoic NHS ester is utilized to introduce reactive handles for site-specific modifications of proteins. By selectively labeling proteins with 5-hexynoic NHS ester, researchers can introduce unique functional groups that enable further modifications, such as PEGylation or conjugation to therapeutic agents. This technology enhances protein stability, solubility, and therapeutic efficacy.
| XLogP3 | 0.1 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 5 |
| Exact Mass | 209.06880783 g/mol |
| Monoisotopic Mass | 209.06880783 g/mol |
| Topological Polar Surface Area | 63.7Ų |
| Heavy Atom Count | 15 |
| Formal Charge | 0 |
| Complexity | 323 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
| Publication Number | Title | Priority Date |
|---|---|---|
| WO-2022056273-A1 | Lipid conjugates for the delivery of therapeutic agents | 2020-09-11 |
| EP-3889155-A1 | Biomimetic g-quartet compounds | 2020-03-31 |
| WO-2021198239-A1 | Biomimetic g-quartet compounds | 2020-03-31 |
| WO-2019242691-A1 | Paclitaxel-lipid-polysaccharide dual-type conjugate, preparation method therefor and use thereof | 2018-06-20 |
| EP-3812376-A1 | Paclitaxel-lipid-polysaccharide dual-type conjugate, preparation method therefor and use thereof | 2018-06-20 |
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