Lipoate-based imprinted self-assembled molecular thin films for biosensor applications

Kirsi Tappura (Corresponding Author), Inger Vikholm-Lundin, Willem M. Albers

Research output: Contribution to journalArticleScientificpeer-review

42 Citations (Scopus)

Abstract

Lipoate derivatives were used for the formation of imprinted self-assembled molecular thin films for the recognition of morphine. A large collection of lipoate derivatives was screened by molecular dynamics simulations in various solvents. A set of ligands showing favourable interactions with morphine in aqueous environment was selected for synthesis. Morphine-imprinted layers were then produced on gold substrates in mixed monolayers with morphine added as the template. The binding of ligands and morphine to gold, as well as the association/dissociation of morphine to the formed layers were studied with Surface Plasmon Resonance. Imprinted factors were highly variable and were dependent on ligand/morphine mixing ratio, lipoate derivative and monolayer preparation method. The imprinted factors were as high as 100 and 600 for one of the ligands. The results show that the simulations are able to provide correct information of the relative strengths of the molecular interactions between the ligand and morphine molecules in different solutions. The liquid phase simulations are, however, not able to predict the imprinted factors (i.e. distinguish between specific and non-specific binding), because the specificity is not formed before self-assembly on the surface.
Original languageEnglish
Pages (from-to)912-919
JournalBiosensors & Bioelectronics
Volume22
Issue number6
DOIs
Publication statusPublished - 2007
MoE publication typeA1 Journal article-refereed

Fingerprint

Biosensing Techniques
Biosensors
Morphine
Ligands
Thin films
Derivatives
Monolayers
Gold
Molecular interactions
Surface plasmon resonance
Self assembly
Molecular dynamics
Surface Plasmon Resonance
Association reactions
Molecular Dynamics Simulation
Molecules
Computer simulation
Liquids
Substrates

Keywords

  • Self-assembly
  • Molecular imprinting
  • Morphine
  • Surface plasmon resonance
  • Lipoates
  • Molecular dynamics simulations

Cite this

Tappura, Kirsi ; Vikholm-Lundin, Inger ; Albers, Willem M. / Lipoate-based imprinted self-assembled molecular thin films for biosensor applications. In: Biosensors & Bioelectronics. 2007 ; Vol. 22, No. 6. pp. 912-919.
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abstract = "Lipoate derivatives were used for the formation of imprinted self-assembled molecular thin films for the recognition of morphine. A large collection of lipoate derivatives was screened by molecular dynamics simulations in various solvents. A set of ligands showing favourable interactions with morphine in aqueous environment was selected for synthesis. Morphine-imprinted layers were then produced on gold substrates in mixed monolayers with morphine added as the template. The binding of ligands and morphine to gold, as well as the association/dissociation of morphine to the formed layers were studied with Surface Plasmon Resonance. Imprinted factors were highly variable and were dependent on ligand/morphine mixing ratio, lipoate derivative and monolayer preparation method. The imprinted factors were as high as 100 and 600 for one of the ligands. The results show that the simulations are able to provide correct information of the relative strengths of the molecular interactions between the ligand and morphine molecules in different solutions. The liquid phase simulations are, however, not able to predict the imprinted factors (i.e. distinguish between specific and non-specific binding), because the specificity is not formed before self-assembly on the surface.",
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Lipoate-based imprinted self-assembled molecular thin films for biosensor applications. / Tappura, Kirsi (Corresponding Author); Vikholm-Lundin, Inger; Albers, Willem M.

In: Biosensors & Bioelectronics, Vol. 22, No. 6, 2007, p. 912-919.

Research output: Contribution to journalArticleScientificpeer-review

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T1 - Lipoate-based imprinted self-assembled molecular thin films for biosensor applications

AU - Tappura, Kirsi

AU - Vikholm-Lundin, Inger

AU - Albers, Willem M.

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N2 - Lipoate derivatives were used for the formation of imprinted self-assembled molecular thin films for the recognition of morphine. A large collection of lipoate derivatives was screened by molecular dynamics simulations in various solvents. A set of ligands showing favourable interactions with morphine in aqueous environment was selected for synthesis. Morphine-imprinted layers were then produced on gold substrates in mixed monolayers with morphine added as the template. The binding of ligands and morphine to gold, as well as the association/dissociation of morphine to the formed layers were studied with Surface Plasmon Resonance. Imprinted factors were highly variable and were dependent on ligand/morphine mixing ratio, lipoate derivative and monolayer preparation method. The imprinted factors were as high as 100 and 600 for one of the ligands. The results show that the simulations are able to provide correct information of the relative strengths of the molecular interactions between the ligand and morphine molecules in different solutions. The liquid phase simulations are, however, not able to predict the imprinted factors (i.e. distinguish between specific and non-specific binding), because the specificity is not formed before self-assembly on the surface.

AB - Lipoate derivatives were used for the formation of imprinted self-assembled molecular thin films for the recognition of morphine. A large collection of lipoate derivatives was screened by molecular dynamics simulations in various solvents. A set of ligands showing favourable interactions with morphine in aqueous environment was selected for synthesis. Morphine-imprinted layers were then produced on gold substrates in mixed monolayers with morphine added as the template. The binding of ligands and morphine to gold, as well as the association/dissociation of morphine to the formed layers were studied with Surface Plasmon Resonance. Imprinted factors were highly variable and were dependent on ligand/morphine mixing ratio, lipoate derivative and monolayer preparation method. The imprinted factors were as high as 100 and 600 for one of the ligands. The results show that the simulations are able to provide correct information of the relative strengths of the molecular interactions between the ligand and morphine molecules in different solutions. The liquid phase simulations are, however, not able to predict the imprinted factors (i.e. distinguish between specific and non-specific binding), because the specificity is not formed before self-assembly on the surface.

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