Crystal Structure, Solubility, and Mutarotation of the Rare Monosaccharide <scp>d</scp>-Psicose

• Fukada Kazuhiro

  Department of Applied Biological Science, Faculty of Agriculture, Kagawa University

• Ishii Tomohiko

  Department of Advanced Materials Science, Faculty of Engineering, Kagawa University

• Tanaka Katsushi

  Department of Advanced Materials Science, Faculty of Engineering, Kagawa University

• Yamaji Masatsugu

  Department of Advanced Materials Science, Faculty of Engineering, Kagawa University

• Yamaoka Yuya

  Department of Advanced Materials Science, Faculty of Engineering, Kagawa University

• Kobashi Ken-ichi

  Department of Advanced Materials Science, Faculty of Engineering, Kagawa University

• Izumori Ken

  Rare Sugar Research Center, Kagawa University

書誌事項

タイトル別名

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

抄録

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

収録刊行物

• Bulletin of the Chemical Society of Japan

  Bulletin of the Chemical Society of Japan 83 (10), 1193-1197, 2010

  公益社団法人 日本化学会

キーワード

• General Chemistry

詳細情報

• CRID: 1390001204141231616
• NII論文ID: 130004058973
• NII論文ID: 10026699192
• NII書誌ID: AA00580132
• DOI: 10.1246/bcsj.20100148
• COI: 1:CAS:528:DC%2BC3cXhsVKksrbP
• ISSN: 13480634
• ISSN: 00092673
• NDL書誌ID: 10845707
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I10845707
• Web Site: https://academic.oup.com/bcsj/article-pdf/83/10/1193/56272117/bcsj.20100148.pdf
• 本文言語コード: en
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