A combined IR/IR and IR/UV spectroscopy study on the proton transfer coordinate of isolated 3-hydroxychromone in the electronic ground and excited state

Stamm, Anke; Weiler, M.; Brächer, Alexander; Schwing, Kirsten; Gerhards, Markus

doi:10.1039/c4cp02546f

Cited by 12 publications

(29 citation statements)

References 61 publications

(62 reference statements)

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“…As a solution to this issue, IR/IR methods (cf. Figure 7) were established for the electronic ground state by Zwier and coworkers 293,294 , and further applied in the Gerhards group 277,295 . The latter introduced this method for the electronically excited state (cf.…”

Section: Ir/ir/r2pimentioning

confidence: 99%

Neutral Peptides in the Gas Phase: Conformation and Aggregation Issues

et al. 2020

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Combined IR and UV laser spectroscopic techniques in molecular beams merged with theoretical approaches have proven to be an ideal tool to elucidate intrinsic structural properties on a molecular level. It offers the possibility to analyze structural changes by successively adding aggregation partners and thus an environment to a molecule. By this, it further makes these techniques a valuable starting point for a bottom-up approach in understanding the forces shaping larger molecular systems. This bottomup approach was successfully applied to neutral amino acids starting around the 1990s. Ever since experimental and theoretical methods developed further and investigations could be extended to larger peptide systems. Beyond, the review gives an introduction to secondary structures and experimental methods as well as a summary on theoretical approaches. Vibrational frequencies being characteristic probes of molecular structure and interactions are especially addressed. Archetypal biologically relevant secondary structures investigated by molecular beam spectroscopy are described and the influences of specific peptide residues on conformational preferences as well as the competition between secondary structures are discussed. Important influences like microsolvation or aggregation behaviour are presented. Beyond the linear α-peptides the main results of structural analysis on cyclic systems as well as on β-and γ-peptides are summarized. Overall, this contribution addresses current aspects of molecular beam spectroscopy on peptides and related species and provides molecular level insights into manifold issues of chemical and biochemical relevance. 45) , non-protected (cf. e.g. 46-48) and protected amino acids (cf. e.g. 49) up to dipeptide models (cf. e.g. 50).In this context, laser spectroscopic techniques combining IR and UV excitations, that one can consider as belonging to the so-called 'action spectroscopies', provide an isomer-selective method of choice to tackle the 87 ) or immunoglobulins (cf. e.g. 88), but they are also found in context with neurodegenerative diseases (cf. e.g. [89][90][91][92][93][94][95] and Section 12). A further structure associated with these diseases (cf. e.g. 96 ) is the β-helix, which presents a protein structure of several parallel β-strands in a helical arrangement with a frequently repetitive amino acid sequence. The structure is stabilized by H-bonds, sometimes ionic interactions or so called protein-protein interactions, which e.g. include electrostatic and hydrophobic effects. Further aspects of peptide structure in gas phase The role of protection groupsWith the unmodified N-and C-terminus amino acids and peptides can exhibit strong preferences for intramolecular H-bonds involving the N-and C-terminus, and can also form intermolecular H-bonds leading to polymer chains. Nevertheless, in a context where the description of the properties of a protein or a long peptide (with respect to its backbone) by smaller peptides is targeted, the introduction of protecting groups at the N-and...

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Section: Ir/ir/r2pimentioning

confidence: 99%

Neutral Peptides in the Gas Phase: Conformation and Aggregation Issues

et al. 2020

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“…For the one-color R2PI, the IR/R2PI 6,27,[29][30][31] and the IR/IR/R2PI technique [32][33][34] up to three tunable laser systems are necessary: one UV and two independent IR laser systems. The UV laser radiation is generated by a frequency-doubled dye laser (Sirah, Cobra Stretch).…”

Section: Combined Ir/uv Spectroscopymentioning

confidence: 99%

Aromatic embedding wins over classical hydrogen bonding – a multi-spectroscopic approach for the diphenyl ether–methanol complex

Medcraft

Zinn

Schnell

et al. 2016

Phys. Chem. Chem. Phys.

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Dispersion interactions are omnipresent in intermolecular interactions, but their respective contributions are difficult to predict. Aromatic ethers offer competing docking sites for alcohols: the ether oxygen as a well known hydrogen bond acceptor, but also the aromatic π system. The interaction with two aromatic moieties in diphenyl ether can tip the balance towards π binding. We use a multi-spectroscopic approach to study the molecular recognition, the structure and internal dynamics of the diphenyl ether-methanol complex, employing infrared, infrared-ultraviolet and microwave spectroscopy. We find that the conformer with the hydroxy group of the alcohol binding to one aromatic π cloud and being coordinated by an aromatic C-H bond of the other phenyl group is preferred. Depending on the expansion conditions in the supersonic jet, we observe a second conformer, which exhibits a hydrogen bond to the ether oxygen and is higher in energy.

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“…), which allowed us to measure mass‐ and isomer‐selective IR spectra of electronically excited systems. This technique has already been used in our group for the successful investigation of the excited‐state proton transfer (ESPT) in 2,5‐dihydroxy benzoic acid, 3‐hydroxychromone, 2‐(2‐naphtyl)‐3‐hydroxychromone, and 3‐hydroxyflavone and its hydrates …”

Section: Introductionmentioning

confidence: 99%

The Structure of Diphenyl Ether–Methanol in the Electronically Excited and Ionic Ground States: A Combined IR/UV Spectroscopic and Theoretical Study

et al. 2017

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Diphenyl ether offers competing docking sites for methanol: the ether oxygen acts as a common hydrogen-bond acceptor and the π system of each phenyl ring allows for OH-π interactions driven by electrostatic, induction, and dispersion forces. Based on investigations in the electronic ground state (S ), we present a detailed study of the electronically excited state (S ) and the ionic ground state (D ), in which an impact on the structural preference is expected compared with the S state. Dispersion forces in the electronically excited state were analyzed by comparing the computed binding energies at the coupled-cluster-singles (CCS) and approximate coupled-cluster-singles-doubles levels of theory (CC2 approximation). By applying UV/IR/UV spectroscopy, we found a more strongly bound OH-π structure in the S state compared with the S state, in agreement with spin-component-scaled CC2 calculations. A structural rearrangement into a non-hydrogen-bonded structure takes places upon ionization in the D state, which was revealed by using IR photodissociation spectroscopy and confirmed by theory.

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A combined IR/IR and IR/UV spectroscopy study on the proton transfer coordinate of isolated 3-hydroxychromone in the electronic ground and excited state

Cited by 12 publications

References 61 publications

Neutral Peptides in the Gas Phase: Conformation and Aggregation Issues

Neutral Peptides in the Gas Phase: Conformation and Aggregation Issues

Aromatic embedding wins over classical hydrogen bonding – a multi-spectroscopic approach for the diphenyl ether–methanol complex

The Structure of Diphenyl Ether–Methanol in the Electronically Excited and Ionic Ground States: A Combined IR/UV Spectroscopic and Theoretical Study

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