Synthesis of a New Glycoconjugate with Di-á´
-Psicose Anhydride Structure.
Int J Mol Sci
; 23(21)2022 Oct 24.
Article
in En
| MEDLINE
| ID: mdl-36361617
ABSTRACT
Demand for healthy diets has led researchers to explore new saccharide as sucrose alternatives. á´
-Psicose, the C-3 epimer of á´
-fructose, has a similar sweetness intensity to sucrose but contributes fewer calories. This study proposes a disaccharide with a stable structure derived from á´
-psicose. The compound with a spiro-tricyclic core was generated at 32% conversion via caramelization of á´
-psicose under acidic anhydrous conditions. The compound was identified by high-resolution mass spectrometry and multi-dimensional nuclear magnetic resonance (NMR). The molecular formula was established as C12H20O10 from the molecular weight of m/z 324.1055. Twelve signals were observed by the 13C NMR spectrum. This compound, denoted di-á´
-psicose anhydride (DPA), exhibited a lower water solubility (40 g/L) and higher thermal stability (peak temperature = 194.7 °C) than that of á´
-psicose (peak temperature = 126.5 °C). The quantitatively evaluated metal ion scavenging ability of DPA was the best in magnesium (average 98.6 ± 1.1%). This synthesis methodology can provide disaccharides with high stability-reducing heavy metals.
Key words
Full text:
1
Database:
MEDLINE
Main subject:
Fructose
/
Anhydrides
Language:
En
Year:
2022
Type:
Article