2.0 2012-08-09 09:25:23 -0600 2015-09-13 12:56:17 -0600 ECMDB21544 M2MDB001939 Isomaltose Isomaltose is a naturally occurring disaccharide of two glucose units similar to maltose, but with a alpha-(1-6)-linkage instead of the alpha-(1-4)-linkage. It is a reducing sugar. Both of the sugars are glucose and pyranoses. Isomaltose is produced when high maltose syrup is treated with the enzyme transglucosidase (TG) and is one of the major components in the mixture isomaltooligosaccharide. 6-O-a-D-Glucopyranosyl-D-glucose 6-O-a-delta-Glucopyranosyl-delta-glucose 6-O-a-δ-Glucopyranosyl-δ-glucose 6-O-alpha-D-Glucopyranosyl-D-glucose 6-O-alpha-delta-Glucopyranosyl-delta-glucose 6-O-α-D-Glucopyranosyl-D-glucose 6-O-α-δ-Glucopyranosyl-δ-glucose a-D-Glucopyranosyl-(1Right6)-D-glucose Alpha-D-Glucopyranosyl-(1right6)-D-glucose Brachiose Isomaltose α-D-Glucopyranosyl-(1Right6)-D-glucose C12H22O11 342.2965 342.116211546 (2S,3R,4S,5R,6R)-6-({[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-2,3,4,5-tetrol epimelibiose 499-40-1 OC[C@H]1O[C@H](OC[C@H]2OC(O)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O InChI=1S/C12H22O11/c13-1-3-5(14)8(17)10(19)12(23-3)21-2-4-6(15)7(16)9(18)11(20)22-4/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11?,12+/m1/s1 DLRVVLDZNNYCBX-RTPHMHGBSA-N Solid Cytoplasm logp -3.00 ALOGPS logs 0.17 ALOGPS solubility 5.11e+02 g/l ALOGPS logp -4.7 ChemAxon pka_strongest_acidic 11.25 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2S,3R,4S,5R,6R)-6-({[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-2,3,4,5-tetrol ChemAxon average_mass 342.2965 ChemAxon mono_mass 342.116211546 ChemAxon smiles OC[C@H]1O[C@H](OC[C@H]2OC(O)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O ChemAxon formula C12H22O11 ChemAxon inchi InChI=1S/C12H22O11/c13-1-3-5(14)8(17)10(19)12(23-3)21-2-4-6(15)7(16)9(18)11(20)22-4/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11?,12+/m1/s1 ChemAxon inchikey DLRVVLDZNNYCBX-RTPHMHGBSA-N ChemAxon polar_surface_area 189.53 ChemAxon refractivity 68.34 ChemAxon polarizability 30.85 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 11 ChemAxon donor_count 8 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 16790 Specdb::CMs 39089 Specdb::CMs 102701 Specdb::CMs 102702 Specdb::CMs 102703 Specdb::CMs 102704 Specdb::CMs 102705 Specdb::CMs 102706 Specdb::CMs 102707 Specdb::CMs 102708 Specdb::CMs 102709 Specdb::CMs 102710 Specdb::CMs 102711 Specdb::CMs 102712 Specdb::CMs 102713 Specdb::CMs 102714 Specdb::NmrOneD 5190 Specdb::NmrOneD 5191 Specdb::MsMs 303085 Specdb::MsMs 303086 Specdb::MsMs 303087 Specdb::MsMs 345958 Specdb::MsMs 345959 Specdb::MsMs 345960 Specdb::MsMs 1218236 Specdb::MsMs 1218237 Specdb::MsMs 1218238 Specdb::NmrTwoD 2028 HMDB02923 439193 388333 C00252 28189 isomaltose van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. 17765195 Kuriyama M, Hiwatari R, Osame M, Igata A: Leucocyte alpha-1,4- and alpha-1,6-glucosidase activities towards oligosaccharides in late onset glycogenosis type II. Tohoku J Exp Med. 1990 Aug;161(4):343-51. 2256108 Guddat S, Thevis M, Schanzer W: Identification and quantification of the plasma volume expander dextran in human urine by liquid chromatography-tandem mass spectrometry of enzymatically derived isomaltose. Biomed Chromatogr. 2005 Dec;19(10):743-50. 15856492 Vitek V, Vitek K: Chromatography of sugars in body fluids. IV. Separation of isomaltose and lactose in urine by paper chromatography. Biochem Med. 1973 Feb;7(1):119-27. 4684081 http://hmdb.ca/system/metabolites/msds/000/002/506/original/HMDB02923.pdf?1358462067 Alpha-xylosidase P31434 yicI http://ecmdb.ca/proteins/P31434.xml