Juetten, Linda, Ramirez-Gualito, Karla, Weilhard, Andreas, Albrecht, Benjamin ORCID: 0000-0001-5267-8604, Cuevas, Gabriel ORCID: 0000-0002-9528-133X, del Carmen Fernandez-Alonso, Maria, Jimenez-Barbero, Jesus, Schlorer, Nils E. and Diaz, Dolores ORCID: 0000-0002-2406-4952 (2018). Exploring the Role of Solvent on Carbohydrate-Aryl Interactions by Diffusion NMR-Based Studies. ACS Omega, 3 (1). S. 536 - 544. WASHINGTON: AMER CHEMICAL SOC. ISSN 2470-1343

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Abstract

Carbohydrate-protein interactions play an important role in many molecular recognition processes. An exquisite combination of multiple factors favors the interaction of the receptor with one specific type of sugar, whereas others are excluded. Stacking CH-aromatic interactions within the binding site provide a relevant contribution to the stabilization of the resulting sugar-protein complex. Being experimentally difficult to detect and analyze, the key CH-pi interaction features have been very often dissected using a variety of techniques and simple model systems. In the present work, diffusion NMR spectroscopy has been employed to separate the components of sugar mixtures in different solvents on the basis of their differential ability to interact through CH-pi interactions with one particular aromatic cosolute in solution. The experimental data show that the properties of the solvent did also influence the diffusion behavior of the sugars present in the mixture, inhibiting or improving their separation. Overall, the results showed that, for the considered monosaccharide derivatives, their diffusion coefficient values and, consequently, their apparent molecular sizes and/or shapes depend on the balance between solute/cosolute as well as solute/solvent interactions. Thus, in certain media and in the presence of the aromatic cosolute, the studied saccharides that are more suited to display CH-pi interactions exhibited a lower diffusion coefficient than the noncomplexing sugars in the mixture. However, when dissolved in another medium, the interaction with the solvent strongly competes with that of the aromatic cosolute.

Item Type: Journal Article
Creators:
CreatorsEmailORCIDORCID Put Code
Juetten, LindaUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Ramirez-Gualito, KarlaUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Weilhard, AndreasUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Albrecht, BenjaminUNSPECIFIEDorcid.org/0000-0001-5267-8604UNSPECIFIED
Cuevas, GabrielUNSPECIFIEDorcid.org/0000-0002-9528-133XUNSPECIFIED
del Carmen Fernandez-Alonso, MariaUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Jimenez-Barbero, JesusUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Schlorer, Nils E.UNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Diaz, DoloresUNSPECIFIEDorcid.org/0000-0002-2406-4952UNSPECIFIED
URN: urn:nbn:de:hbz:38-199929
DOI: 10.1021/acsomega.7b01630
Journal or Publication Title: ACS Omega
Volume: 3
Number: 1
Page Range: S. 536 - 544
Date: 2018
Publisher: AMER CHEMICAL SOC
Place of Publication: WASHINGTON
ISSN: 2470-1343
Language: English
Faculty: Unspecified
Divisions: Unspecified
Subjects: no entry
Uncontrolled Keywords:
KeywordsLanguage
CHROMATOGRAPHIC NMR; MOLECULAR RECOGNITION; AROMATIC INTERACTIONS; ORDERED SPECTROSCOPY; STATIONARY PHASES; AQUEOUS-SOLUTIONS; DOSY; SPECTRA; SACCHARIDES; MIXTURESMultiple languages
Chemistry, MultidisciplinaryMultiple languages
Refereed: Yes
URI: http://kups.ub.uni-koeln.de/id/eprint/19992

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