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6-Azidohexanoic acid sulfo-NHS ester
| Catalog Number | R01-0439 |
| Category | NHS Esters |
| Molecular Formula | C11H14N4NaO7S |
| Molecular Weight | 356.28 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
6-Azidohexanoic Acid Sulfo-NHS Ester is an azido-containing building block that can be used to derivatize primary amines with an azido group via a stable amide bond. 6-Azidohexanoic Acid Sulfo-NHS Ester is used to modify proteins, antibodies, and other amine-containing biopolymers in aqueous media.
Chemical Information
Product Specification
Application
Computed Properties
| Purity | ≥ 95% (HPLC) |
| IUPAC Name | sodium;1-(6-azidohexanoyloxy)-2,5-dioxopyrrolidine-3-sulfonate |
| Canonical SMILES | C1C(C(=O)N(C1=O)OC(=O)CCCCCN=[N+]=[N-])S(=O)(=O)[O-].[Na+] |
| InChI | InChI=1S/C10H14N4O7S.Na/c11-13-12-5-3-1-2-4-9(16)21-14-8(15)6-7(10(14)17)22(18,19)20;/h7H,1-6H2,(H,18,19,20);/q;+1/p-1 |
| InChIKey | XSBVNGAFUWOQLQ-UHFFFAOYSA-M |
| Solubility | Soluble in Chloroform, DCM, DMF, DMSO, THF, Water |
| Appearance | White to slightly grey crystalline |
| Storage | Store at -20 °C, desiccate and shipped at ambient temperature |
6-Azidohexanoic acid sulfo-NHS ester, a versatile reagent in chemical biology, finds applications in various functionalization and conjugation techniques. Here are four key applications:
Bioconjugation: Widely employed in biomolecular conjugation, 6-Azidohexanoic acid sulfo-NHS ester enables the linkage of proteins, peptides, and antibodies with diverse molecules or surfaces through stable amide bond formation. By interacting with primary amines and facilitating the attachment of azide groups, this reagent sets the stage for subsequent click chemistry reactions, ultimately leading to the creation of intricate bioconjugates for diagnostic and therapeutic purposes.
Surface Functionalization: Within the realm of surface modification, this ester serves as a potent tool for introducing azide groups onto surfaces like glass, plastic, and metal. These azide-functionalized surfaces can then engage in further reactions with alkyne-modified molecules through click chemistry, offering a robust avenue for immobilizing bioactive compounds. Leveraging this technique, researchers can craft biosensors, biochips, and other analytical devices with enhanced functionality and versatility.
Photoaffinity Labeling: In the pursuit of unraveling protein interactions and functions, researchers harness 6-Azidohexanoic acid sulfo-NHS ester for photoaffinity labeling. By strategically incorporating azide groups into specific protein sites, scientists can utilize UV light to covalently capture and isolate interacting partners. This innovative approach aids in the elucidation of protein-protein interactions and the mapping of active sites, shedding light on the intricacies of biological processes.
Drug Delivery Systems: Pivotal in the realm of drug development, this ester serves as a key player in modifying drug molecules or carriers, such as nanoparticles, with azide groups. Subsequently, these modified entities can be conjugated with targeting ligands or tracking agents via click chemistry, paving the way for the creation of targeted drug delivery systems. This strategic approach not only enhances therapeutic efficacy but also mitigates adverse side effects.
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 9 |
| Rotatable Bond Count | 9 |
| Exact Mass | 356.04026422 g/mol |
| Monoisotopic Mass | 356.04026422 g/mol |
| Topological Polar Surface Area | 144Ų |
| Heavy Atom Count | 23 |
| Formal Charge | 0 |
| Complexity | 611 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 2 |
| Compound Is Canonicalized | Yes |
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