| 词条 | Glucogallin |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 441142282 | Name = Glucogallin | ImageFile = Glucogallin.svg | ImageName = Chemical structure of β-glucogallin | ImageAlt = Chemical structure of β-glucogallin | IUPACName = [(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]3,4,5-trihydroxybenzoate | OtherNames = β-Glucogallin 1-Galloylglucose 1-Galloyl-β-glucose 1-O-Galloyl-β-D-glucose beta-Glucogallin Monogalloyl glucose |Section1={{Chembox Identifiers | CASNo = 13405-60-2 | CASNo_Ref = {{cascite|correct|??}} | CASNoOther = | PubChem = 124021 | ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} | ChemSpiderID = 26333268 | SMILES = CO[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC(=O)c2cc(c(c(c2)O)O)O)O)O)O | InChI = 1/C13H16O10/c1-21-12-9(18)8(17)10(19)13(23-12)22-11(20)4-2-5(14)7(16)6(15)3-4/h2-3,8-10,12-19H,1H3/t8-,9-,10+,12-,13+/m0/s1 | InChIKey = KGHSLXLLBHRMML-VKISENBKBE | StdInChI_Ref = {{stdinchicite|changed|chemspider}} | StdInChI = 1S/C13H16O10/c1-21-12-9(18)8(17)10(19)13(23-12)22-11(20)4-2-5(14)7(16)6(15)3-4/h2-3,8-10,12-19H,1H3/t8-,9-,10+,12-,13+/m0/s1 | StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} | StdInChIKey = KGHSLXLLBHRMML-VKISENBKSA-N | MeSHName = }} |Section2={{Chembox Properties | C=13 | H=16 | O=10 | Appearance = | Density = | MeltingPt = | BoilingPt = | Solubility = }} }}Glucogallin is chemical compound formed from gallic acid and β-D-glucose. It can be found in oaks species like the North American white oak (Quercus alba), European red oak (Quercus robur) [1] and Amla fruit (Phyllanthus emblica).[2] It is formed by a gallate 1-beta-glucosyltransferase (UDP-glucose: gallate glucosyltransferase), an enzyme performing the esterification of two substrates, UDP-glucose and gallate to yield two products, UDP and glucogallin. This enzyme can be found in oak leaf preparations.[3] This the first step in the biosynthesis of gallotannins. The molecule is then used by enzymes in the gallotannins synthetis pathway like beta-glucogallin O-galloyltransferase or beta-glucogallin-tetrakisgalloylglucose O-galloyltransferase. β-Glucogallin is aldose reductase inhibitor. Half-life of β-Glucogallin in human body seems to be unknown. References1. ^{{cite journal | doi = 10.1016/S0021-9673(00)00624-5 | title = Analysis of oak tannins by liquid chromatography-electrospray ionisation mass spectrometry | year = 2000 | last1 = Mämmelä | first1 = Pirjo | last2 = Savolainen | first2 = Heikki | last3 = Lindroos | first3 = Lasse | last4 = Kangas | first4 = Juhani | last5 = Vartiainen | first5 = Terttu | journal = Journal of Chromatography A | volume = 891 | pages = 75–83 | pmid = 10999626 | issue = 1}} {{Gallotannin}}{{Natural-phenol-stub}}2. ^{{cite journal | doi = 10.1371/journal.pone.0031399 | title = The isolation and characterization of β-glucogallin as a novel aldose reductase inhibitor from Emblica officinalis. | year = 2012 | last1 = Puppala | first1 = M | last2 = Ponder | first2 = J | last3 = Suryanarayana | first3 = P | last4 = Reddy | first4 = GB | last5 = Petrash | first5 = JM | last6 = LaBarbera | first6 = DV | journal = PLOS ONE | volume = 7 | issue = 4 | pages=e31399 | pmid=22485126 | pmc=3317655}} 3. ^{{cite journal | doi = 10.1016/0014-5793(82)81244-1 | title = Synthesis of β-glucogallin from UDP-glucose and gallic acid by an enzyme preparation from oak leaves | year = 1982 | last1 = Gross | first1 = G.G. | journal = FEBS Letters | volume = 148 | pages = 67–70}} 1 : Gallotannins |
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