STRUCTURE OF TREHALOSE DERIVATIVES .6. STRUCTURE AND TASTE OF 3,6/3',6'-DIANHYDRO-ALPHA,ALPHA-TREHALOSE MONOHYDRATE

被引：1

作者：

LEE, CK

KOH, LL

XU, Y

机构：

来源：

FOOD CHEMISTRY | 1995年 / 52卷 / 02期

关键词：

D O I：

10.1016/0308-8146(94)P4196-M

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The X-ray diffraction structure of 3,6:3',6'-dianhydro-alpha,alpha-trehalose (3,6-anhydro-alpha-D-glucopyranosyl 3,6-anhydro-alpha-D-glucopyranoside) monohydrate is described. The molecule has exact two-fold symmetry through the anomeric oxygen atom. The pyranosyl ring has a slightly distorted C-1(4) chair conformation and the cis-fused five-membered anhydro ring has a near perfect (4)E envelope conformation. X-ray crystal data show an absence of a sweet AH,B glucophore, which would explain the absence of sweetness. Evidence indicating the importance of hydrophobic character to bitterness is presented.

引用

页码：153 / 156

页数：4

共 30 条

[21] Lindberg, Lindberg, Svensson, The crystal and molecular structure of methyl-36-anhydro-α-d-glucopyranoside, Acta Chemica Scandinavica, 27, pp. 373-374, (1972)
[22] Lindley, Birch, Structural functions of taste in the sugar series, Journal of the Science of Food and Agriculture, 26, pp. 117-124, (1975)
[23] Ney, Bitterness of peptides: amino acid composition and chain length, Food Taste Chemistry, 115, pp. 149-173, (1979)
[24] Park, Kim, Jeffrey, The crystal structure of 16-anhydro-β-d-glucopyranose, Acta Crystallographica Section B Structural Crystallography and Crystal Chemistry, 27 B, pp. 220-227, (1971)
[25] Shallenberger, Acree, Molecular theory of sweet taste, Nature (London), 216, pp. 480-482, (1967)
[26] Shallenberger, Lindley, A lipophilic-hydrophilic attribute and component in the stereochemistry of sweetness, Food Chem., 2, pp. 145-153, (1977)
[27] Sheldrick, SHELXTL PLUS Release 4.0 Siemens R3M/V Crystallographic Research System, (1990)
[28] Taga, Senma, Osaki, The crystal and molecular structure of trehalose dihydrate, Acta Crystallographica Section B Structural Crystallography and Crystal Chemistry, 28 B, pp. 3258-3263, (1972)
[29] Wieser, Belitz, Relations between structure and bitter taste of amino acids and peptides. 1. Amino acids and related compounds, Z. Lebensm. Unters.-Forsch., 159, pp. 65-72, (1975)
[30] Wieser, Belitz, Steric arrangement of sweet and bitter taste of amino acids and peptides, Zeitschrift f�r Lebensmittel-Untersuchung und -Forschung, 160, pp. 382-392, (1976)

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