23483-56-9

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

Relevant academic research and scientific papers

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.

Self-assembly of gold nanoparticles utilizing a charge-transfer interaction between carbazolyl and dinitrophenyl units

Colloidal gold nanoparticles self-assembled into macroscopic aggregates by a charge-transfer interaction between a 9-carbazolyl unit as an electron-donor immobilized on the surface of the gold nanoparticles and a bivalent linker containing two dinitrophenyl units as electron-acceptors. Transmission electron microscopy and scanning electron microscopy images showed spherical aggregates consisting of the gold nanoparticles.

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

Redox-responsive micromolecular gel compound, preparation method thereof, micromolecular gel of compound and application thereof

The invention discloses an redox-responsive micromolecular gel compound, and also discloses a preparation method of the compound. The preparation method comprises the following steps: adding a solventA into mercaptoalkyl acid shown in the structural formula (2), stirring, and dropwisely adding a sulfonyl chloride solution; 2, dissolving the product in a solvent, and adding a condensing agent foractivation; dissolving phenylalanine methyl ester hydrochloride in a solvent, dropwise adding organic alkali while stirring in an ice bath, and stirring; and 3, adding a solvent and hydrazine hydrateinto the product, and reacting under the protection of nitrogen to finally obtain the compound. The invention further discloses micromolecular gel prepared from the compound and application of the micromolecular gel to medical materials. The micromolecular water/organic gel provided by the invention has the advantages of simple preparation, low critical gelatinization concentration, easy regulation and control of mechanical strength, good shear thinning behavior, good damage recovery capability, good biocompatibility and the like.

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 a self-assembling gold nanoparticle-supported organocatalyst for enamine-based asymmetric aldol reactions

The self-assembling gold nanoparticle (GNP)-supported l-proline derivative, which was readily synthesized in four steps from 4-hydroxy-l-proline and chloroauric acid, was used for enamine-based aldol reactions. The modified Brust-Schiffrin (BS) synthesis

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.

BORATE MOIETY-CONTAINED LINKER AND BIO-SENSING ELEMENT CONTAINING THE SAME

A borate moiety-contained linker and a bio-sensing element containing the same are disclosed. The borate moiety-contained linker can be used to modify a sensing molecule and connect the sensing molecule to a substrate to form the bio-sensing element.

Click chemistry for the assembly of gold nanorods and silver nanoparticles

Click chemistry based on a 1,3-dipolar cycloaddition between lipophilic gold nanorods (GNRs) containing an acetylene group with spherical silver nanoparticles containing an azide has been accomplished (see scheme). Phantom experiments show that this organ

Immobilization of rhodium complexes at thiolate monolayers on gold surfaces: Catalytic and structural studies

Chiral rhodium-diphosphine complexes have been incorporated into self-assembled thiolate monolayers (SAMs) on gold colloids. Catalysts of this type are of interest because they combine properties of homogeneous and heterogeneous systems. In addition, it s