1,6-Digalloylglucose

1,6-digalloyl glucose.svg 200px Chemical structure of 1,6-digalloyl glucose. β-D-Glucopyranose 1,6-bis(3,4,5-trihydroxybenzoate) (2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-{[(3,4,5-trihydroxybenzoyl)oxy]methyl}oxan-2-yl 3,4,5-trihydroxybenzoate Digalloyl glucose 23363-08-8 changed CAS 15723 522251 C04101 440221 389206 1/C20H20O14/c21-8-1-6(2-9(22)13(8)25)18(30)32-5-12-15(27)16(28)17(29)20(33-12)34-19(31)7-3-10(23)14(26)11(24)4-7/h1-4,12,15-17,20-29H,5H2/t12-,15-,16+,17-,20+/m1/s1 LYGRISUQIZNHGM-IVABAYMNBE 1S/C20H20O14/c21-8-1-6(2-9(22)13(8)25)18(30)32-5-12-15(27)16(28)17(29)20(33-12)34-19(31)7-3-10(23)14(26)11(24)4-7/h1-4,12,15-17,20-29H,5H2/t12-,15-,16+,17-,20+/m1/s1 LYGRISUQIZNHGM-IVABAYMNSA-N C1=C(C=C(C(=C1O)O)O)C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)O 20 20 14 1,6-Digalloylglucose, or more specifically 1,6-di-O-galloyl-β-D-glucose, is a gallotannin. It can be found in some oak species. 10.1016/S0021-9673(00)00624-5 Analysis of oak tannins by liquid chromatography-electrospray ionisation mass spectrometry 2000 Mämmelä Pirjo Savolainen Heikki Lindroos Lasse Kangas Juhani Vartiainen Terttu Journal of Chromatography A 891 75–83 10999626 1 Biosynthesis The enzyme beta-glucogallin O-galloyltransferase, characterised from oak, produces 1,6-digalloylglucose from two units of glucogallin: Gross, GG 1983 Synthesis of mono-galloyl-beta-D-glucose di-galloyl-beta-D-glucose and trigalloyl-beta-D-glucose by beta-glucogallin-dependent galloyltransferases from oak leaves Z. Naturforsch. C 38 519–523 10.1515/znc-1983-7-804 free 70% 2 Glucogallin 1,6-Digalloylglucose + Q23905964 D-glucose 0.5 1,6-digalloylglucose can then be converted into 1,2,6-trigalloylglucose, another gallotannin. Denzel K, Schilling G, Gross GG 1988 Biosynthesis of gallotannins - enzymatic conversion of 1,6-digalloylglucose to 1,2,6-trigalloylglucose Planta 176 1 135–137 10.1007/BF00392489 24220744 1988Plant.176..135D References Category:Gallotannins