Back to Search
Start Over
SAM of gliotoxin on gold: a natural product platform for sugar recognition based on the immobilization of Canavalia brasiliensis lectin (ConBr)
- Source :
- Repositório Institucional da USP (Biblioteca Digital da Produção Intelectual), Universidade de São Paulo (USP), instacron:USP
- Publication Year :
- 2017
-
Abstract
- We report the successful fabrication of a novel gold surface coated with a thiol-lectin multilayer that showed specific interaction towards D-mannose sugars. Firstly, the gold surface was spontaneously modified with gliotoxin (gtx), a sulfur containing diketopiperazine isolated from marine-derived fungus, and fully characterized by electrochemical, EIS, SPR and SERS techniques. The results indicated the sulfur bridge of gtx is broken upon adsorption and the molecules are flat lying on gold with surface coverage of 2.3 × 10 −10 mol cm −2 and reductive desorption potential of −0.87 V vs Ag/AgCl, i.e. strongly chemisorbed on gold. The real-time monitoring of the immobilization of Concanavalin Br (ConBr) lectin (6.9 × 10 −12 mol cm −2 ) on the gold surface modified with gliotoxin (Au/gtx) was performed by SPR which was also used to prove the recognition capability of ConBr towards D-mannose remains active on Au/gtx. Comparative studies using 11-mercaptoundecanoic acid and cysteine on gold show the interaction between the thiol layer with ConBr involves a network of hydrogen bonds and that the SAM formed with gliotoxin is the most robust monolayer. Impedimetric measurements in solution containing [Fe(CN) 6 ] 3−/4− redox probe and D-mannose sugar at different concentrations indicate hydrogen bonds are the major intermolecular contributions connecting the sugar molecules to the sugar recognition sites of ConBr where Ca 2+ and Mn 2+ ions are inserted..
- Subjects :
- chemistry.chemical_classification
biology
Gliotoxin
Hydrogen bond
Stereochemistry
Chemistry
General Chemical Engineering
Self-assembled monolayer
02 engineering and technology
010402 general chemistry
021001 nanoscience & nanotechnology
01 natural sciences
0104 chemical sciences
chemistry.chemical_compound
Adsorption
Concanavalin A
Desorption
Polymer chemistry
Electrochemistry
biology.protein
Thiol
Molecule
0210 nano-technology
PRODUTOS NATURAIS
Subjects
Details
- Database :
- OpenAIRE
- Journal :
- Repositório Institucional da USP (Biblioteca Digital da Produção Intelectual), Universidade de São Paulo (USP), instacron:USP
- Accession number :
- edsair.doi.dedup.....c8f7c42310cad70e9a84ec82977c68f1