6-Azidohexanoic acid sulfo-NHS ester

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6-Azidohexanoic acid sulfo-NHS ester

6-Azidohexanoic acid sulfo-NHS ester

Catalog Number R01-0439
Category NHS Esters
Molecular Formula C11H14N4NaO7S
Molecular Weight 356.28
Catalog Number Size Price Quantity
R01-0439 -- $--

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

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
InChI Key XSBVNGAFUWOQLQ-UHFFFAOYSA-M
Solubility Soluble in Chloroform, DCM, DMF, DMSO, THF, Water
Appearance White to slightly grey crystalline
  • Product Specification
  • Application
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.

Computed Properties

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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