Theoretical surface-enhanced Raman spectra study of substituted benzenes

Fleming, Guillermo Díaz; Golsio, Italo; Aracena, Andrés; Célis, Freddy; Vera, Leticia; Koch, Rainer; Campos‐Vallette, Marcelo

doi:10.1016/j.saa.2008.03.007

Cited by 16 publications

(2 citation statements)

References 16 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…This unreacted nitrile group would be present only if some fraction of the surface-bound peptides had reacted with only one available nitrile group, resulting in the presence of the free, unreacted nitrile group tethered to the surface through the chemically bound peptide. Finally, we observed a small C−O stretch at 1240 cm −1 and an aromatic CC stretch at 1438 cm −1 that overlaps with C−H aromatic in plane bending from the phenyl ring . Because it is possible that a peptide that was not chemically bound to the surface could remain absorbed on the SAM after our reaction, we performed a control experiment in which a 100% DT-composed surface (i.e., without the reactive azide group) was exposed to the peptide under our reaction conditions and then washed thoroughly according to the procedure described above.…”

Section: Resultsmentioning

confidence: 99%

Tethering Hydrophobic Peptides to Functionalized Self-Assembled Monolayers on Gold through Two Chemical Linkers Using the Huisgen Cycloaddition

Gallardo¹,

Webb²

2010

Langmuir

View full text Add to dashboard Cite

Gold surfaces functionalized with an α-helical peptide have been generated by reacting an azide-terminated self-assembled monolayer with structured peptides containing two cyanophenylalanines through a Huisgen cycloaddition. Mixed monolayers of a reactive bromine-terminated thiol and inert alkane thiol were prepared at various concentrations of the Br-terminated moiety. These were reacted with sodium azide to form azide-terminated monolayers with controlled concentration of the reactive azide. These surfaces were studied through ellipsometry and X-ray photoelectron spectroscopy, which demonstrated that the concentration of the reactive azide group on the surface is controlled by the chemical conditions under which the monolayer is prepared. Grazing incident angle surface infrared spectroscopy (GRAS-IR) of the azide-terminated surface demonstrated that the azide is approximately perpendicular to the plane of the surface, as expected. These surfaces were then exposed to an α-helical peptide composed of alternating leucine and lysine residues, with two residues replaced with cyanophenylalanine to react with two neighboring surface-bound azide groups to bind the peptide to the surface through two covalent bonds. The yield of this reaction was quantified through monitoring the absorption of the azide group by GRAS-IR. Despite damage to the monolayer during the reaction, reaction yields of 80-98% were determined for optimized reaction conditions. Although the peptide retains its α-helical configuration under the reaction conditions, GRAS-IR analysis of the amide I and II modes of the surface-bound peptide showed that it is probably randomly oriented on the surface.

show abstract

Section: Resultsmentioning

confidence: 99%

Tethering Hydrophobic Peptides to Functionalized Self-Assembled Monolayers on Gold through Two Chemical Linkers Using the Huisgen Cycloaddition

Gallardo¹,

Webb²

2010

Langmuir

View full text Add to dashboard Cite

show abstract

“…Density functional theoretical modelings of substituted benzene as benzonitrile have been reported by Fleming et al [3,4]. Sudaraganesan et al [5] have reported the molecular structure and vibrational spectra of 3-chloro-4-fluorobenzonitrile.…”

Section: Introductionmentioning

confidence: 95%

Vibrational spectral investigation, NBO, first hyperpolarizability and UV–Vis spectral analysis of 3,5-dichlorobenzonitrile and m-bromobenzonitrile by ab initio and density functional theory methods

kumar

Jeyavijayan²,

Arivazhagan

2015

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

View full text Add to dashboard Cite

Raman, infrared, SERS and theoretical study of 3‐(1‐phenylpropan‐2‐ylamino) propanenitrile, fenproporex

Fleming

Célis

Campos‐Vallette

et al. 2011

J Raman Spectroscopy

Self Cite

View full text Add to dashboard Cite

Infrared, Raman and surface-enhanced Raman scattering (SERS) spectra of 3-(1-phenylpropan-2-ylamino)propanenitrile (fenproporex) have been recorded. Density functional theory (DFT) with the B3LYP functional was used for optimizations of ground state geometries and simulation of Raman and SERS vibrational spectra of this molecule. Bands of the vibrational spectra were assigned in detail. The comparison of SERS spectra obtained by using colloidal silver and gold nanoparticles with the corresponding Raman spectrum reveals enhancement and shifts in bands, suggesting a possible partial charge-transfer mechanism in the SERS effect. Information about the orientation of fenproporex on the nanometer-sized metal structures is also obtained.

show abstract

Theoretical surface-enhanced Raman spectra study of substituted benzenes

Cited by 16 publications

References 16 publications

Tethering Hydrophobic Peptides to Functionalized Self-Assembled Monolayers on Gold through Two Chemical Linkers Using the Huisgen Cycloaddition

Tethering Hydrophobic Peptides to Functionalized Self-Assembled Monolayers on Gold through Two Chemical Linkers Using the Huisgen Cycloaddition

Vibrational spectral investigation, NBO, first hyperpolarizability and UV–Vis spectral analysis of 3,5-dichlorobenzonitrile and m-bromobenzonitrile by ab initio and density functional theory methods

Raman, infrared, SERS and theoretical study of 3‐(1‐phenylpropan‐2‐ylamino) propanenitrile, fenproporex

Contact Info

Product

Resources

About