Azidoethyl-SS-ethylazide

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Azidoethyl-SS-ethylazide

Azidoethyl-SS-ethylazide | 352305-38-5

Catalog Number R14-0020
Category Azides
Molecular Formula C4H8N6S2
Molecular Weight 204.28
Catalog Number Size Price Quantity
R14-0020 -- $--

Chemical Information

Synonyms 1,2-bis(2-azidoethyl)disulfane; bis(2-azidoethyl) disulfide; 1,6-Diazido-3,4-dithiahexane; 1-azido-2-(2-azidoethyldisulfanyl)ethane
Purity >99.3%
Shelf Life 0-4°C for short term (days to weeks), or -20°C for long term (months).
Canonical SMILES C(CSSCCN=[N+]=[N-])N=[N+]=[N-]
InChI InChI=1S/C4H8N6S2/c5-9-7-1-3-11-12-4-2-8-10-6/h1-4H2
InChI Key SYKSDZXTWAVSIP-UHFFFAOYSA-N
Solubility 10 mm in DMSO
Appearance Solid
  • Product Specification
  • Application
Storage -20°C

Azidoethyl-SS-ethylazide, a versatile bifunctional click chemistry reagent, finds widespread use in diverse biochemical and molecular biology applications. Here are four key applications of Azidoethyl-SS-ethylazide:

Protein Labeling: Harnessing the power of bioorthogonal click chemistry, Azidoethyl-SS-ethylazide serves as a vital tool for tagging proteins with reporter molecules such as fluorophores or affinity tags. This labeling strategy enables the visualization and purification of proteins within intricate biological samples. The exquisite specificity and efficiency of the azide-alkyne cycloaddition reaction guarantee minimal disruption to protein functionality, ensuring accurate analysis and manipulation.

Drug Delivery: In the realm of targeted drug delivery, Azidoethyl-SS-ethylazide plays a crucial role in conjugating therapeutic agents to specific targeting molecules like antibodies or peptides. By establishing connections between drugs and targeting moieties through click chemistry linkages, this compound facilitates the precise delivery of therapeutics to designated cells or tissues. This targeted delivery mechanism not only enhances the efficacy of treatments but also mitigates undesirable side effect.

Material Science: Embracing the realm of material science, Azidoethyl-SS-ethylazide emerges as a valuable asset for crafting functionalized materials such as hydrogels, nanoparticles, and polymers. By embedding azide groups into materials, researchers can achieve site-specific modifications and cross-linking via click chemistry reactions. This innovative technique is pivotal for the creation of advanced materials boasting tailored properties, facilitating applications across diverse sectors including biomedicine and industry.

DNA and RNA Probes: Delving into the realm of nucleic acid studies, Azidoethyl-SS-ethylazide proves instrumental in synthesizing DNA and RNA probes for investigating genetic material. Through its interaction with alkyne-modified nucleotides, this compound generates stable, covalently linked probes crucial for a range of biotechnological and diagnostic tools. These probes heighten the sensitivity and specificity of techniques like fluorescence in situ hybridization (FISH) and next-generation sequencing (NGS), enabling detailed insights into genetic material and molecular interactions.

Computed Properties

XLogP3 2.7
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 6
Rotatable Bond Count 7
Exact Mass 204.02518663 g/mol
Monoisotopic Mass 204.02518663 g/mol
Topological Polar Surface Area 79.3Ų
Heavy Atom Count 12
Formal Charge 0
Complexity 172
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

Literatures

PMIDPublication DateTitleJournal
19883046 2009-12-14 Macromolecular cobalt carbonyl complexes encapsulated in a click-cross-linked micelle structure as a nanoparticle to deliver cobalt pharmaceuticals Biomacromolecules

Patents

Publication NumberTitlePriority Date
CN-114014852-A A class of fluorescence-directed superoxide-enhanced photosensitizer dyes based on benzophenothiazine dimers, their preparation methods and applications 2021-09-29
EP-3565543-A1 Mu opioid receptor modulators 2017-01-06
US-2020109126-A1 Mu opioid receptor modulators 2017-01-06
US-10702498-B2 MU opioid receptor modulators 2015-07-09
US-2019076398-A1 Mu opioid receptor modulators 2015-07-09
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