Crystal Structure, Solubility, and Mutarotation of the Rare Monosaccharide d-Psicose

• DOI: 10.1246/bcsj.20100148
• Publication Date: 2010-09-27T05:20:23Z
• Authors: Kazuhiro Fukada; Tomohiko Ishii; Katsushi Tanaka; Masatsugu Yamaji; Yuya Yamaoka; Ken-ichi Kobashi; Ken Izumori
• Keywords: Monosaccharide; Mutarotation; Crystal (programming language); Solid solubility

Abstract X-ray crystal analysis for d-psicose (C3-position epimer of d-fructose) crystallized from aqueous solution was successfully performed the first time. It confirmed that solely as β-d-pyranose with 1C (1C4 (d)) conformation. The system (orthorhombic), space group (#19, P212121), and number molecules per unit cell (Z = 4) are same those β-d-fructopyranose, α-l-sorbopyranose, α-d-tagatopyranose. Solubility at 25 °C 291 g 100 water. Mutarotation further investigated recording time course specific rotation [α] 589 nm after dissolution in is thought β-d-psicopyranose water may be ca. −85 deg dm−1 g−1 cm3. absorbance 280 also measured to see development open-chain carbonyl-form solution, first-order kinetic behavior rate constant k 4.44 ms−1 confirmed. Assuming equilibrium content 0.2%, molar absorption coefficient, ε, estimated 160 cm−1 M−1.