Sensing the anomeric effect in a solvent-free environment

Emilio J. Cocinero, Pierre Carcabal, Timothy D. Vaden, John P. Simons () and Benjamin G. Davis ()
Additional contact information
Emilio J. Cocinero: Physical and Theoretical Chemistry Laboratory, University of Oxford
Pierre Carcabal: Physical and Theoretical Chemistry Laboratory, University of Oxford
Timothy D. Vaden: Physical and Theoretical Chemistry Laboratory, University of Oxford
John P. Simons: Physical and Theoretical Chemistry Laboratory, University of Oxford
Benjamin G. Davis: Chemistry Research Laboratory, University of Oxford

Nature, 2011, vol. 469, issue 7328, 76-79

Abstract: The anomeric effect: C2 in the ring The anomeric effect is a chemical phenomenon that refers to an observed stabilization of six-membered carbohydrate rings when they contain an electronegative substituent at the C1 position of the ring. This stereo-electronic effect influences the three-dimensional shapes of many biological molecules, but its underlying physical origin is still not clear. Cocinero et al. use a combination of laser spectroscopy and computational analysis to create a peptidic sensor that can bind the archetypal carbohydrate D-galactose in two different anomeric forms. Complexes formed between the truncated peptide motif and isolated D-galactose in the gas phase are nearly identical structurally, although the strength of the polarization of their interactions with the peptide differs greatly. These results suggest that it will be important to re-evaluate the influence, and biological effects, of substituents at the C2 position of the six-membered carbohydrate rings.

Date: 2011
References: Add references at CitEc
Citations:

Downloads: (external link)
https://www.nature.com/articles/nature09693 Abstract (text/html)
Access to the full text of the articles in this series is restricted.

Related works:
This item may be available elsewhere in EconPapers: Search for items with the same title.

Export reference: BibTeX RIS (EndNote, ProCite, RefMan) HTML/Text

Persistent link: https://EconPapers.repec.org/RePEc:nat:nature:v:469:y:2011:i:7328:d:10.1038_nature09693

Ordering information: This journal article can be ordered from
https://www.nature.com/

DOI: 10.1038/nature09693

Access Statistics for this article

Nature is currently edited by Magdalena Skipper

More articles in Nature from Nature
Bibliographic data for series maintained by Sonal Shukla () and Springer Nature Abstracting and Indexing ().