Disentangling the puzzle of hydrogen bonding in vitamin C

Research output: Contribution to journalArticleResearchpeer review

Authors

  • Isabel Peña
  • Adam M. Daly
  • Carlos Cabezas
  • Santiago Mata
  • Celina Bermúdez
  • Amaya Niño
  • Juan C. López
  • Jens Uwe Grabow
  • José L. Alonso

External Research Organisations

  • Universidad de Valladolid
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Details

Original languageEnglish
Pages (from-to)65-69
Number of pages5
JournalJournal of Physical Chemistry Letters
Volume4
Issue number1
Publication statusPublished - 3 Jan 2013

Abstract

Fast-passage Fourier transform microwave spectroscopy in combination with a laser ablation source has been successfully applied to probe vitamin C (l-ascorbic acid) in the gas phase. Its ethyldiol side chain and two hydroxyl groups around the γ-lactone ring provide five internal rotation axes, enabling vitamin C to assume a wide variety of nonplanar 3D cooperative hydrogen bond networks that can also include the keto and ether functions. The rotational constants extracted from the analysis of the spectrum unequivocally identify the existence of three dominant conformers stabilized by different intramolecular hydrogen bonding motifs forming five-, six-, or seven-membered rings.

ASJC Scopus subject areas

Cite this

Disentangling the puzzle of hydrogen bonding in vitamin C. / Peña, Isabel; Daly, Adam M.; Cabezas, Carlos et al.
In: Journal of Physical Chemistry Letters, Vol. 4, No. 1, 03.01.2013, p. 65-69.

Research output: Contribution to journalArticleResearchpeer review

Peña, I, Daly, AM, Cabezas, C, Mata, S, Bermúdez, C, Niño, A, López, JC, Grabow, JU & Alonso, JL 2013, 'Disentangling the puzzle of hydrogen bonding in vitamin C', Journal of Physical Chemistry Letters, vol. 4, no. 1, pp. 65-69. https://doi.org/10.1021/jz301947g
Peña, I., Daly, A. M., Cabezas, C., Mata, S., Bermúdez, C., Niño, A., López, J. C., Grabow, J. U., & Alonso, J. L. (2013). Disentangling the puzzle of hydrogen bonding in vitamin C. Journal of Physical Chemistry Letters, 4(1), 65-69. https://doi.org/10.1021/jz301947g
Peña I, Daly AM, Cabezas C, Mata S, Bermúdez C, Niño A et al. Disentangling the puzzle of hydrogen bonding in vitamin C. Journal of Physical Chemistry Letters. 2013 Jan 3;4(1):65-69. doi: 10.1021/jz301947g
Peña, Isabel ; Daly, Adam M. ; Cabezas, Carlos et al. / Disentangling the puzzle of hydrogen bonding in vitamin C. In: Journal of Physical Chemistry Letters. 2013 ; Vol. 4, No. 1. pp. 65-69.
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