23483-56-9

Basic information

• Product Name: 10-CARBOXYDECYL DISULFIDE
• Synonyms: 10-CARBOXYDECYL DISULFIDE;11-CARBOXYUNDECYL DISULFIDE, 99%;10-Carboxydecyldisulfide11,11'-Dithiodiundecanoicacid;11,11μ-Dithiobis-undecanoic acid, 11,11μ-Dithiobis-undecansä:ure;Bis(10-carboxydecyl)disulfide;11,11′-Dithiobis-undecansure
• CAS NO: 23483-56-9
• Molecular Formula: C₂₂H₄₂O₄S₂
• Molecular Weight: 434.7
• Mol File: 23483-56-9.mol
• Article Data: 14

Chemical Properties

• Melting Point: 93-97 °C
• Boiling Point: 594.4±15.0 °C(Predicted)
• Appearance: /
• Density: 1.063±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 4.48±0.10(Predicted)
• CAS DataBase Reference: 10-CARBOXYDECYL DISULFIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 10-CARBOXYDECYL DISULFIDE(23483-56-9)
• EPA Substance Registry System: 10-CARBOXYDECYL DISULFIDE(23483-56-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• RIDADR: UN 3335
• WGK Germany: 3
• Hazardous Substances Data: 23483-56-9(Hazardous Substances Data)

Usage

Chemical structure

Long-chain alkyl disulfide with a carboxyl group at one end

Uses

+ Coupling agent in the production of functionalized surfaces
+ Modification of gold surfaces for biosensors
+ Surfactant in the formulation of cosmetic and personal care products
+ Potential application in organic synthesis and materials science
+ Ability to form self-assembled monolayers on various substrates

Properties

+ Diverse uses in various industries
+ Unique properties and functionalities

Upstream product

• 2834-05-1 11-bromoundecanoic acid 
• 71310-21-9 11-mercaptounadecanoic acid 

Downstream Products

• 858972-33-5 11-[10-(4-nitro-phenoxycarbonyl)-decyldisulfanyl]-undecanoic acid 4-nitro-phenyl ester 
• 551772-78-2 (4-{10-[10-(4-methoxycarbonylmethoxy-benzyloxycarbonylamino)-decyldisulfanyl]-decylcarbamoyloxymethyl}-phenoxy)-acetic acid methyl ester 
• 1333432-10-2 N-(4-ethynylphenyl)-11,11'-disulfanediyldiundecanoic amide 
• 1333432-13-5 N-(4-azidophenyl)-11,11'-disulfanediyldiundecanoic amide 

Relevant articles and documents

Facile synthetic method of alkanethiol spacer for biointerface

An alkanethiol spacer which is suitable for biointerface was synthesized on 2-chlorotritylchloride (CTC) resin using solid-phase synthesis method. The triethylene glycol (TEG) unit containing building block was immobilized on CTC resin followed by a coupling alkanethiol building block. After dithiothreitol (DTT) treatment and cleavage of the resulting alkanethiol spacer from the resin, the spacer was obtained in a pure form without any purification steps. The TEG-alkanethiol spacer was applied for the DNA hybridization assay on a gold surface, and proved to work well when compared to the commercial spacer. Georg Thieme Verlag Stuttgart · New York.

Label-Free Detection of Glycan–Protein Interactions for Array Development by Surface-Enhanced Raman Spectroscopy (SERS)

A glyco-array platform has been developed, in which glycans are attached to plasmonic nanoparticles through strain-promoted azide-alkyne cycloaddition. Glycan–protein binding events can then be detected in a label-free manner employing surface-enhanced Ra

Functionalisation of gold nanoparticles with ruthenium(ii) polypyridyl complexes for their application in cellular imaging

Two new dinuclear Ru(ii) polypyridyl complexes containing an alkyl disulphide functionalised bipyridine-based ligand and either 1,10-phenanthroline (phen) or 1,4,5,8-tetraazaphenanthrene (TAP) as ancillary ligands have been synthesised and characterised. Their attachment onto the surface of gold nanoparticles (AuNPs, average diameter of ca. 2.5 nm) resulted in the formation of two new water-soluble Ru(ii)-AuNP conjugates that combine the advantageous properties of both moieties. Both free complexes show the attractive photophysical properties of Ru(ii) polypyridyl complexes and a rapid cellular uptake in HeLa cervical cancer cells. However, their corresponding gold conjugates displayed lower quantum yields than those determined for the free complexes presumed to be due to an energy transfer quenching of the Ru(ii) luminescence by interaction with the gold surface. Despite their diminished luminescence, confocal fluorescence microscopy studies revealed that the Ru(ii)-AuNP conjugates are successfully internalised into HeLa cells and better tolerated than their free complex counterparts after 24 h incubation, which makes them potential luminescent nanomaterials for bioimaging applications.

Synthesis of proton caged disulphide compounds for gold nanoparticle functionalization

The pH plays a fundamental role in many biological systems, and it is important to be capable of monitoring and manipulating it. A method for intracellular pH control has been recently developed based on a proton caged compound (PCC), which releases protons upon irradiation with light of proper wavelength. Intracellular modulation of PCC uptake can be achieved by gold nanosized vectors. This, however, is conditioned by the possibility of conjugating PCCs and vectors. Here, we present the synthesis of purposely designed proton caged disulphide sulphonyl urethanes, which bind gold nanoparticles through the disulphide bridge and display photoreactivity through an o-nitrophenyl moiety. The new compounds have been characterized by FTIR, 1H NMR, TEM and TGA and their photoreactivity in the UV range has been probed, after functionalizing them with gold nanoparticles.