Ribose Found in the Gas Phase

Cocinero, Emilio J.; Lesarri, Alberto; Écija, Patricia; Basterretxea, Francisco J.; Grabow, Jens‐Uwe; Fernández, José A.; Castaño, Fernando

doi:10.1002/anie.201107973

Cited by 100 publications

(104 citation statements)

References 57 publications

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“…The low-temperature environment of a supersonic expansion provides the ideal medium for preparing individual conformers of sugars in virtual isolation conditions, ready to be interrogated by a short burst of microwave radiation. To date, rotational investigations of monosaccharides have been carried out for C 4 sugars [222], C 5 sugars [62,223,224], and C 6 sugars [225][226][227]. All factors contributing to stabilization of the observed species are given in the next sections.…”

Section: Cytosinementioning

confidence: 98%

“…With the initial design [59] and progressive improvements [60, 61 and references therein], relevant biomolecules have been in studied in order to identify and characterize their most stable conformations in the gas phase. This approach has been essentially followed in other laboratories [62]. More recently, laser ablation sources have been incorporated into broad-band CP-FTMW spectrometers [63,64], extending the application of this method to a large number of thermally fragile systems with high melting points.…”

Section: -Ch(r)-coomentioning

confidence: 98%

“…Presently, Fourier transform microwave spectroscopy techniques in supersonic jets, combined with laser ablation techniques [61][62][63], can bring intact monosaccharides into the gas phase for structural investigation. The low-temperature environment of a supersonic expansion provides the ideal medium for preparing individual conformers of sugars in virtual isolation conditions, ready to be interrogated by a short burst of microwave radiation.…”

Section: Cytosinementioning

confidence: 99%

See 2 more Smart Citations

Microwave Spectroscopy of Biomolecular Building Blocks

Alonso

López

2014

Topics in Current Chemistry

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Microwave spectroscopy, considered as the most definitive gas phase structural probe, is able to distinguish between different conformational structures of a molecule, because they have unique spectroscopic constants and give rise to distinct individual rotational spectra.Previously, application of this technique was limited to molecular specimens possessing appreciable vapor pressures, thus discarding the possibility of studying many other molecules of biological importance, in particular those with high melting points, which had a tendency to undergo thermal reactions, and ultimately degradation, upon heating.Nowadays, the combination of laser ablation with Fourier transform microwave spectroscopy techniques, in supersonic jets, has enabled the gas-phase study of such systems. In this chapter, these techniques, including broadband spectroscopy, as well as results of their application into the study of the conformational panorama and structure of biomolecular building blocks, such as amino acids, nucleic bases, and monosaccharides, are briefly discussed, and with them, the tools for conformational assignation - rotational constants, nuclear quadrupole coupling interaction, and dipole moment.

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Section: Cytosinementioning

confidence: 98%

Section: -Ch(r)-coomentioning

confidence: 98%

Section: Cytosinementioning

confidence: 99%

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Microwave Spectroscopy of Biomolecular Building Blocks

Alonso

López

2014

Topics in Current Chemistry

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“…Such is the case of the blood groups: having A or B blood group depends on the nature and type of a single sugar unit [4]. Monosaccharides may be found either in linear or cyclic forms [5]. When isolated, they may interconvert (almost freely) between those two forms.…”

Section: Introductionmentioning

confidence: 99%

Phenyl-β-D-glucopyranoside and Phenyl-β-D-galactopyranoside Dimers: Small Structural Differences but Very Different Interactions

Usabiaga¹,

Camiruaga²,

Insausti³

et al. 2018

Front. Phys.

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We report a combination of laser spectroscopy in molecular jets and quantum mechanical calculations to characterize the aggregation preferences of phenyl-β-D-glucopyranoside (β-PhGlc) and phenyl-β-D-galactopyranoside (β-PhGal) homodimers. At least two structures of β-PhGlc dimer were found maintaining the same intramolecular interactions of the monomers, but with additional intermolecular interactions between the hydroxyl groups. Several isomers were also found for the dimer of β-PhGal forming extensive hydrogen bond networks between the interacting molecules, of very different shape. All the species found present several CH•••π and OH•••π interactions that add stability to the aggregates. The results show how even the smallest change in a substituent, from axial to equatorial position, plays a decisive role in the formation of the dimers. These conclusions reinforce the idea that the small structural changes between sugar units are amplified by formation of intra and intermolecular hydrogen bond networks, helping other molecules (proteins, receptors) to easily read the sugar code of glycans.

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“…B5 mJ per pulse). 45 The UV laser vaporization system offered a complementary method to vaporize the sample avoiding decomposition products, identifying the missing O-substituted and D isotopologues. In Hannover and Bilbao, argon or neon at 3-6 bar was used as a carrier gas, creating a supersonic jet that was expanded along the axis of the evacuated Fabry-Perot resonators.…”

Section: Experimental Methodsmentioning

confidence: 99%

Conformational steering in dicarboxy acids: the native structure of succinic acid

Jahn

Méndez

Nair

et al. 2015

Phys. Chem. Chem. Phys.

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The torsional freedom of the carbon backbone and hydroxyl groups of succinic acid, an important platform chemical fi nding numerous industrial applications as well as being the focus of considerable research in atmospheric science, is elucidated. The question of the potential presence of numerous conformers is answered by an unambiguous identifi cation of the structural and molecular properties using microwave and millimeter wave spectroscopy. The precise spectroscopic data provides evidence that the anomalous tendency of "folding the methylene unit" is favoured. Succinic acid, a dicarboxylic acid molecule, has been investigated spectroscopically with computational support to elucidate the complex aspects of its conformational composition. Due to the torsional freedom of the carbon backbone and hydroxy groups, a large number of potentially plausible conformers can be generated with an indication that the gauche conformer is favored over the trans form. The microwave and millimeter wave spectra have been analyzed and accurate spectroscopic constants have been derived that correlate best with those of the lowest energy gauche conformer. For an unambiguous conformational identification measurements were extended to the monosubstituted isotopologues, precisely determining the structural properties. Besides bond distances and angles, particularly the dihedral angle has been determined to be 67.76(11)1, confirming the anomalous tendency of the methylene units to favor gauche conformers when a short aliphatic segment is placed between two carbonyl groups.

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Ribose Found in the Gas Phase

Cited by 100 publications

References 57 publications

Microwave Spectroscopy of Biomolecular Building Blocks

Microwave Spectroscopy of Biomolecular Building Blocks

Phenyl-β-D-glucopyranoside and Phenyl-β-D-galactopyranoside Dimers: Small Structural Differences but Very Different Interactions

Conformational steering in dicarboxy acids: the native structure of succinic acid

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