Display options
Cite
Zinn S, Medcraft C, Betz T, et al. High-Resolution Rotational Spectroscopy Study of the Smallest Sugar Dimer: Interplay of Hydrogen Bonds in the Glycolaldehyde Dimer. Angew Chem Int Ed Engl. 2016;55(20):5975-80doi: 10.1002/anie.201511077.
Zinn, S., Medcraft, C., Betz, T., & Schnell, M. (2016). High-Resolution Rotational Spectroscopy Study of the Smallest Sugar Dimer: Interplay of Hydrogen Bonds in the Glycolaldehyde Dimer. Angewandte Chemie (International ed. in English), 55(20), 5975-80. https://doi.org/10.1002/anie.201511077
Zinn, Sabrina, et al. "High-Resolution Rotational Spectroscopy Study of the Smallest Sugar Dimer: Interplay of Hydrogen Bonds in the Glycolaldehyde Dimer." Angewandte Chemie (International ed. in English) vol. 55,20 (2016): 5975-80. doi: https://doi.org/10.1002/anie.201511077
Zinn S, Medcraft C, Betz T, Schnell M. High-Resolution Rotational Spectroscopy Study of the Smallest Sugar Dimer: Interplay of Hydrogen Bonds in the Glycolaldehyde Dimer. Angew Chem Int Ed Engl. 2016 May 10;55(20):5975-80. doi: 10.1002/anie.201511077. Epub 2016 Apr 06. PMID: 27060475.
Copy Download .nbib Format: NLM
Share it on

Angew Chem Int Ed Engl. 2016 May 10;55(20):5975-80. doi: 10.1002/anie.201511077. Epub 2016 Apr 06.

High-Resolution Rotational Spectroscopy Study of the Smallest Sugar Dimer: Interplay of Hydrogen Bonds in the Glycolaldehyde Dimer.

Angewandte Chemie (International ed. in English)

Sabrina Zinn, Chris Medcraft, Thomas Betz, Melanie Schnell

Affiliations

  1. Max Planck Institute for the Structure and Dynamics of Matter, Luruper Chaussee 149, 22761, Hamburg, Germany.
  2. The Hamburg Centre for Ultrafast Imaging, Universität Hamburg, Luruper Chaussee 149, 22761, Hamburg, Germany.
  3. School of Chemistry, Newcastle University, Newcastle upon Tyne, UK.
  4. Max Planck Institute for the Structure and Dynamics of Matter, Luruper Chaussee 149, 22761, Hamburg, Germany. [email protected].
  5. The Hamburg Centre for Ultrafast Imaging, Universität Hamburg, Luruper Chaussee 149, 22761, Hamburg, Germany. [email protected].

PMID: 27060475 DOI: 10.1002/anie.201511077

Abstract

Molecular recognition of carbohydrates plays an important role in nature. The aggregation of the smallest sugar, glycolaldehyde, was studied in a conformer-selective manner using high-resolution rotational spectroscopy. Two different dimer structures were observed. The most stable conformer reveals C2 -symmetry by forming two intermolecular hydrogen bonds, giving up the strong intramolecular hydrogen bonds of the monomers and thus showing high hydrogen bond selectivity. By analyzing the spectra of the (13) C and (18) O isotopologues of the dimer in natural abundance, we could precisely determine the heavy backbone structure of the dimer. Comparison to the monomer structure and the complex with water provides insight into intermolecular interactions. Despite hydrogen bonding being the dominant interaction, precise predictions from quantum-chemical calculations highly rely on the consideration of dispersion.

© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: carbohydrate recognition; hydrogen bonding; microwave spectroscopy

Publication Types