Silicon surface biofunctionalization with dopaminergic tetrahydroisoquinoline derivatives

Lucena-Serrano, Ana; Lucena-Serrano, Cristina; Contreras‐Cáceres, Rafael; Dı́az, A. Navas; Valpuesta, Marı́a; Cai, Chengzhi; López‐Romero, Juan Manuel

doi:10.1016/j.apsusc.2015.10.195

Cited by 11 publications

(13 citation statements)

References 49 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The clickable silicon surfaces were prepared by an easy and reproducible photoactivated hydrosilylation reaction of 4,7,10,13,16-pentaoxaheptacos-26-en-1-yne (17)o nto H-Si(111)s ubstrates, as described elsewhere. [20] As the H-Si(111)s urfacei sh ydrophobic (waterc ontact angle approx.9 0 8;f ar from hydrophilic) the hydrosilylation reaction of compound 17 would be performed on the alkene edge, resultingi na na lkynyl-terminated substrate, because the presence of four oligo(ethyleneg lycol) (OEG) units is closer to the alkynyl groups. Scheme 8s hows the generalp rocedure for the graftingo ft ripod 2a on alkynyl-terminated substrate (surface A).…”

Section: Resultsmentioning

confidence: 99%

“…Moreover,t he yield of CuAACc lick reaction was calculated by following the same procedure previously reported. [20] In our Scheme5.Synthesis and attempted deprotection of compound 13.i )Pd(PPh 3 ) 4 ,Ag 2 CO 3 ,THF,1 2h,r t; ii)HCl, NaNO 2 ,NaN 3 ,THF Scheme6.Preparation of 15.i )conc. HCl/THF; ii)B 2 pin 2 ,Pd(dppf) 2 Cl 2 ,KOAc, DME.…”

Section: Resultsmentioning

confidence: 99%

“…[23] Compound 17 was synthesized as described in literature. [20] All reactions were performed under an atmosphere of argon unless stated otherwise. Diethyl ether,1 ,2-dimethoxyethane (DME), and tetrahydrofuran (THF) were distilled from sodium benzophenone ketyl.…”

Section: Generale Xperimental Methodsmentioning

confidence: 99%

“…For the CuAAC reaction, surface Aw as immersed into ad egassed THF solution containing Cu(MeCN) 4 PF 6 (3.75 mm), the tripod 2a (5 mm), and the copper ligand 18 (37.5 mm). [20] After incubation for 24 h, the sample was taken out and immersed in aqueous EDTAsolution (25 mm), sonicated for 10 s, and thoroughly washed with Millipore water and then ethanol.…”

Section: Generale Xperimental Methodsmentioning

confidence: 99%

See 3 more Smart Citations

Synthesis and Covalent Grafting of Tripod‐Shaped Oligo(p‐phenylene)s End‐Capped with Azide Groups

et al. 2016

View full text Add to dashboard Cite

Here we report the synthesis and characterization of several tripod-shaped oligo(p-phenylene)s molecules with legs composed of five and three phenylene units, compounds 1 and 2,r espectively.I nt heses tructures, each leg is end-capped with an azide group andt he terminal functional arm contains an acetylene or bromine group. The presented synthesis has as the key step aP d-catalyzedS uzukic rosscoupling reaction. In particular,t he iodine derivative from the silicon core molecule reacts with the appropriate oligo(p-phenylene) boron derivative, thus generating the final tripod-shaped structure. The azide end-capped leg is specifically designed for its covalentincorporation on alkynyl terminated silicon surfaces in an easy and reproducible way. As ap reliminarys tudy,w ep resent the nanostructuration of tripod 2a on alkynyl-functionalized silicon waferst hrough copper-catalyzed alkyne-azide cycloaddition (CuAAC) click reaction.

show abstract

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Generale Xperimental Methodsmentioning

confidence: 99%

Section: Generale Xperimental Methodsmentioning

confidence: 99%

See 2 more Smart Citations

Synthesis and Covalent Grafting of Tripod‐Shaped Oligo(p‐phenylene)s End‐Capped with Azide Groups

et al. 2016

View full text Add to dashboard Cite

show abstract

“…[19] The use of click reactions has been reported for immobilisation of various organic compounds,i ncluding large biomolecules, on different surfaces. [20,21,22] Surprisingly,t ot he best of our knowledge,n o such reactions have been demonstrated in graphene chemistry.T he introductiono fc arbon-carbon triple bonds on graphene and its derivatives offers great opportunities for application of graphene derivatives in sensing and biosensing, medical applicationss uch as drug delivery as well as applications related to energy storageand conversion.…”

Section: Introductionmentioning

confidence: 99%

Fluorographene Modified by Grignard Reagents: A Broad Range of Functional Nanomaterials

Mazánek

Libánská

Šturala

et al. 2017

Chemistry A European J

View full text Add to dashboard Cite

Fluorographene is the youngest stoichiometric derivative of graphene; hence, its reactivity is only poorly explored. Compared to graphene, the significantly higher reactivity of C-F bonds makes this material a suitable platform for a large number of chemical modifications. Fluorographene is also the only member of the halographene family that can be prepared in the stoichiometric composition (C F ). Herein, the chemical modification of fluorographene with Grignard reagents, which are well known in organic synthesis for the formation of new C-C bonds, is presented. The reaction with alkyl magnesium bromides led to successful modification of fluorographene with ethyl, vinyl, ethynyl and propargyl groups. Chemical characterisation showed the presence of covalently bonded functional groups in a high concentration exceeding one functional group per C motif. The reactivity of Grignard reagents with fluorographene decreased from ethyl to ethynyl. The terminal carbon-carbon triple bonds were used for click reactions with organic azides leading to the formation of triazole rings. These findings open up a broad spectrum of opportunities for simple and robust modification of graphene by chemical reactions proceeding at room temperature under mild conditions. These results have major application potential in sensing, biomedical and energy-related applications.

show abstract

Polyacrylic acid polymer brushes as substrates for the incorporation of anthraquinone derivatives. Unprecedented application of decorated polymer brushes on organocatalysis

Ruiz-Muelle

Contreras‐Cáceres

Oña‐Burgos

et al. 2018

Applied Surface Science

View full text Add to dashboard Cite

Silicon surface biofunctionalization with dopaminergic tetrahydroisoquinoline derivatives

Cited by 11 publications

References 49 publications

Synthesis and Covalent Grafting of Tripod‐Shaped Oligo(p‐phenylene)s End‐Capped with Azide Groups

Synthesis and Covalent Grafting of Tripod‐Shaped Oligo(p‐phenylene)s End‐Capped with Azide Groups

Fluorographene Modified by Grignard Reagents: A Broad Range of Functional Nanomaterials

Polyacrylic acid polymer brushes as substrates for the incorporation of anthraquinone derivatives. Unprecedented application of decorated polymer brushes on organocatalysis

Contact Info

Product

Resources

About