Cyclodextrins as inhibitors of the precipitation of riboflavin-5'-phosphate due to presence of zinc chloride: A NMR investigation

Federica Aiello; Gloria Uccello-Barretta; Niccolò Falugiani; Francesca Nardelli; Federica Balzano

doi:10.1016/j.jpba.2016.12.039

Cyclodextrins as inhibitors of the precipitation of riboflavin-5'-phosphate due to presence of zinc chloride: A NMR investigation

J Pharm Biomed Anal. 2017 Sep 10:144:183-187. doi: 10.1016/j.jpba.2016.12.039. Epub 2016 Dec 31.

Authors

Federica Aiello¹, Gloria Uccello-Barretta², Niccolò Falugiani¹, Francesca Nardelli¹, Federica Balzano¹

Affiliations

¹ Dipartimento di Chimica e Chimica Industriale, Università degli Studi di Pisa, via G. Moruzzi 13, 56124 Pisa, Italy.
² Dipartimento di Chimica e Chimica Industriale, Università degli Studi di Pisa, via G. Moruzzi 13, 56124 Pisa, Italy. Electronic address: gloria.uccello.barretta@unipi.it.

PMID: 28081895
DOI: 10.1016/j.jpba.2016.12.039

Abstract

Several cyclodextrins (CDs) were probed in order to counteract the precipitation of riboflavin-5'-phosphate (or flavin mononucleotide, FMN-P) due to the presence of divalent cations, by exploiting Nuclear Magnetic Resonance (NMR) spectroscopy both for quantitative analyses and stereochemical characterizations. Among CDs, β-cyclodextrin (β-CD) showed the best solubilizing power in virtue of the formation of a 1-2 FMN-P/β-CD complex, the stereochemistry of which was ascertained by ROESY (Rotating-frame Overhauser Enhanced SpectroscopY) measurements.

Keywords: Complexation phenomena; Cyclodextrins; Nuclear magnetic resonance; Riboflavin 5’-phosphate; Solubility.

MeSH terms

Chlorides
Cyclodextrins
Flavin Mononucleotide
Magnetic Resonance Spectroscopy*
Phosphates
Solubility
Zinc Compounds

Substances

Chlorides
Cyclodextrins
Phosphates
Zinc Compounds
Flavin Mononucleotide
zinc chloride