6-O-(alpha-D-Galactopyranosyl)-D-glucopyranose (BioDeep_00001868848)

Main id: BioDeep_00000015333

 

PANOMIX_OTCML-2023 BioNovoGene_Lab2019


代谢物信息卡片


6-O-(alpha-D-Galactopyranosyl)-D-glucopyranose

化学式: C12H22O11 (342.1162)
中文名称: D-(+)-蜜二糖一水合物, 蜜二糖
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C(C1C(C(C(C(O1)OCC2C(C(C(C(O2)O)O)O)O)O)O)O)O
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

描述信息

COVID info from COVID-19 Disease Map
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS
D-Melibiose is a disaccharide which is composed of one galactose and one glucose moiety in an alpha (1-6) glycosidic linkage.
D-Melibiose is a disaccharide which is composed of one galactose and one glucose moiety in an alpha (1-6) glycosidic linkage.

同义名列表

4 个代谢物同义名

6-O-(alpha-D-Galactopyranosyl)-D-glucopyranose; D-Melibiose; Melibiose; D(+)-Melibiose monohydrate



数据库引用编号

16 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

10 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

亚细胞结构定位 关联基因列表


文献列表

  • Juan Song, Yue Liu, Xiangchang Yin, Yi Nan, Yuhao Shi, Xiaojuan Chen, Haizhen Liang, Jie Zhang, Baiping Ma. Isolation and structural elucidation of prebiotic oligosaccharides from Ziziphi Spinosae Semen. Carbohydrate research. 2023 Sep; 534(?):108948. doi: 10.1016/j.carres.2023.108948. [PMID: 37783055]
  • Zhen Li, Qiang Huang, Yu Zheng, Yong Zhang, Xin Li, Shiqing Zhong, Zhijiang Zeng. Identification of the Toxic Compounds in Camellia oleifera Honey and Pollen to Honey Bees (Apis mellifera). Journal of agricultural and food chemistry. 2022 Oct; 70(41):13176-13185. doi: 10.1021/acs.jafc.2c04950. [PMID: 36214176]
  • Huimin Jia, Junjie Tao, Wenqi Zhong, Xudong Jiao, Shuangshuang Chen, Mengting Wu, Zhongshan Gao, Chunhui Huang. Nutritional Component Analyses in Different Varieties of Actinidia eriantha Kiwifruit by Transcriptomic and Metabolomic Approaches. International journal of molecular sciences. 2022 Sep; 23(18):. doi: 10.3390/ijms231810217. [PMID: 36142128]
  • Kinga Gostomska-Pampuch, Andrzej Gamian, Karol Rawicz-Pruszyński, Katarzyna Gęca, Joanna Tkaczuk-Włach, Ilona Jonik, Kinga Ożga, Magdalena Staniszewska. Proteins in human body fluids contain in vivo antigen analog of the melibiose-derived glycation product: MAGE. Scientific reports. 2022 05; 12(1):7520. doi: 10.1038/s41598-022-11638-2. [PMID: 35525899]
  • Magdalena Staniszewska, Agnieszka Bronowicka-Szydełko, Kinga Gostomska-Pampuch, Jerzy Szkudlarek, Arkadiusz Bartyś, Tadeusz Bieg, Elżbieta Gamian, Agata Kochman, Bolesław Picur, Jadwiga Pietkiewicz, Piotr Kuropka, Wiesław Szeja, Jerzy Wiśniewski, Piotr Ziółkowski, Andrzej Gamian. The melibiose-derived glycation product mimics a unique epitope present in human and animal tissues. Scientific reports. 2021 02; 11(1):2940. doi: 10.1038/s41598-021-82585-7. [PMID: 33536563]
  • Kavita Y Hiremath, Narasimhappagari Jagadeesh, Shivakumar Belur, Supreeth S Kulkarni, Shashikala R Inamdar. A lectin with anti-microbial and anti proliferative activities from Lantana camara, a medicinal plant. Protein expression and purification. 2020 06; 170(?):105574. doi: 10.1016/j.pep.2020.105574. [PMID: 31978534]
  • Kambiz Morabbi Heravi, Hildegard Watzlawick, Josef Altenbuchner. The melREDCA Operon Encodes a Utilization System for the Raffinose Family of Oligosaccharides in Bacillus subtilis. Journal of bacteriology. 2019 08; 201(15):. doi: 10.1128/jb.00109-19. [PMID: 31138628]
  • Parameswaran Hariharan, Elena Tikhonova, João Medeiros-Silva, Aike Jeucken, Mikhail V Bogdanov, William Dowhan, Jos F Brouwers, Markus Weingarth, Lan Guan. Structural and functional characterization of protein-lipid interactions of the Salmonella typhimurium melibiose transporter MelB. BMC biology. 2018 08; 16(1):85. doi: 10.1186/s12915-018-0553-0. [PMID: 30075778]
  • Kaarel Adamberg, Signe Adamberg, Karin Ernits, Anneli Larionova, Tiia Voor, Madis Jaagura, Triinu Visnapuu, Tiina Alamäe. Composition and metabolism of fecal microbiota from normal and overweight children are differentially affected by melibiose, raffinose and raffinose-derived fructans. Anaerobe. 2018 Aug; 52(?):100-110. doi: 10.1016/j.anaerobe.2018.06.009. [PMID: 29935270]
  • Seiya Tanaka, Aki Shinoki, Hiroshi Hara. Melibiose, a Nondigestible Disaccharide, Promotes Absorption of Quercetin Glycosides in Rat Small Intestine. Journal of agricultural and food chemistry. 2016 Dec; 64(49):9335-9341. doi: 10.1021/acs.jafc.6b03714. [PMID: 27794607]
  • M Cervera-Tison, L E Tailford, C Fuell, L Bruel, G Sulzenbacher, B Henrissat, J G Berrin, M Fons, T Giardina, N Juge. Functional analysis of family GH36 α-galactosidases from Ruminococcus gnavus E1: insights into the metabolism of a plant oligosaccharide by a human gut symbiont. Applied and environmental microbiology. 2012 Nov; 78(21):7720-32. doi: 10.1128/aem.01350-12. [PMID: 22923411]
  • Joana Gasperazzo Ferreira, Angélica Pataro Reis, Valéria Monteze Guimarães, Daniel Luciano Falkoski, Lílian da Silva Fialho, Sebastião Tavares de Rezende. Purification and characterization of Aspergillus terreus α-galactosidases and their use for hydrolysis of soymilk oligosaccharides. Applied biochemistry and biotechnology. 2011 Aug; 164(7):1111-25. doi: 10.1007/s12010-011-9198-y. [PMID: 21331589]
  • Ulrike Lingner, Steffen Münch, Björn Sode, Holger B Deising, Norbert Sauer. Functional characterization of a eukaryotic melibiose transporter. Plant physiology. 2011 Jul; 156(3):1565-76. doi: 10.1104/pp.111.178624. [PMID: 21593216]
  • Nicole Hugouvieux-Cotte-Pattat, Sana Charaoui-Boukerzaza. Catabolism of raffinose, sucrose, and melibiose in Erwinia chrysanthemi 3937. Journal of bacteriology. 2009 Nov; 191(22):6960-7. doi: 10.1128/jb.00594-09. [PMID: 19734309]
  • S Gerber, M Wulf, G Milkereit, V Vill, J Howe, M Roessle, P Garidel, T Gutsmann, K Brandenburg. Phase diagrams of monoacylated amide-linked disaccharide glycolipids. Chemistry and physics of lipids. 2009 Apr; 158(2):118-30. doi: 10.1016/j.chemphyslip.2009.01.003. [PMID: 19428356]
  • T Arimoto, T Igarashi. Role of prolipoprotein diacylglyceryl transferase (Lgt) and lipoprotein-specific signal peptidase II (LspA) in localization and physiological function of lipoprotein MsmE in Streptococcus mutans. Oral microbiology and immunology. 2008 Dec; 23(6):515-9. doi: 10.1111/j.1399-302x.2008.00455.x. [PMID: 18954360]
  • Pavel Tomsik, Ludek Sispera, Martina Rezacova, Mohamed Niang, Alena Stoklasova, Jaroslav Cerman, Jiri Knizek, Eva Brcakova, Jolana Cermanova, Stanislav Micuda. Increased melibiose/rhamnose ratio in bile of rats with acute cholestasis. Journal of gastroenterology and hepatology. 2008 Dec; 23(12):1934-40. doi: 10.1111/j.1440-1746.2008.05505.x. [PMID: 18717760]
  • Peng Lin, Tzi Bun Ng. Preparation and biological properties of a melibiose binding lectin from Bauhinia variegata seeds. Journal of agricultural and food chemistry. 2008 Nov; 56(22):10481-6. doi: 10.1021/jf8016332. [PMID: 18942841]
  • Kiran A Kulkarni, Samiksha Katiyar, Avadhesha Surolia, Mamannamana Vijayan, Kaza Suguna. Structure and sugar-specificity of basic winged-bean lectin: structures of new disaccharide complexes and a comparative study with other known disaccharide complexes of the lectin. Acta crystallographica. Section D, Biological crystallography. 2008 Jul; D64(Pt 7):730-7. doi: 10.1107/s0907444908011323. [PMID: 18566508]
  • Julie Milland, Elizabeth Yuriev, Pei-Xiang Xing, Ian F C McKenzie, Paul A Ramsland, Mauro S Sandrin. Carbohydrate residues downstream of the terminal Galalpha(1,3)Gal epitope modulate the specificity of xenoreactive antibodies. Immunology and cell biology. 2007 Nov; 85(8):623-32. doi: 10.1038/sj.icb.7100111. [PMID: 17724458]
  • Maria Duk, Elwira Lisowska. Presence of natural anti-Galalpha1-4GalNAcbeta1-3Gal (anti-NOR) antibodies in animal sera. Glycoconjugate journal. 2006 Nov; 23(7-8):585-90. doi: 10.1007/s10719-006-8188-8. [PMID: 17006649]
  • Kerstin Meyer-Lipp, Natacha Séry, Constanta Ganea, Cécile Basquin, Klaus Fendler, Gérard Leblanc. The inner interhelix loop 4-5 of the melibiose permease from Escherichia coli takes part in conformational changes after sugar binding. The Journal of biological chemistry. 2006 Sep; 281(36):25882-92. doi: 10.1074/jbc.m601259200. [PMID: 16822867]
  • Kerstin Meyer-Lipp, Constanta Ganea, Thierry Pourcher, Gérard Leblanc, Klaus Fendler. Sugar binding induced charge translocation in the melibiose permease from Escherichia coli. Biochemistry. 2004 Oct; 43(39):12606-13. doi: 10.1021/bi0489053. [PMID: 15449950]
  • Svend Kirkeby, Harry C Winter, Irwin J Goldstein. Comparison of the binding properties of the mushroom Marasmius oreades lectin and Griffonia simplicifolia I-B isolectin to alphagalactosyl carbohydrate antigens in the surface phase. Xenotransplantation. 2004 May; 11(3):254-61. doi: 10.1111/j.1399-3089.2004.00108.x. [PMID: 15099205]
  • G Tzortzis, A K Goulas, M-L A Baillon, G R Gibson, R A Rastall. In vitro evaluation of the fermentation properties of galactooligosaccharides synthesised by alpha-galactosidase from Lactobacillus reuteri. Applied microbiology and biotechnology. 2004 Mar; 64(1):106-11. doi: 10.1007/s00253-003-1427-z. [PMID: 13680200]
  • A S Dobroff, E G Rodrigues, J Z Moraes, L R Travassos. Protective, anti-tumor monoclonal antibody recognizes a conformational epitope similar to melibiose at the surface of invasive murine melanoma cells. Hybridoma and hybridomics. 2002 Oct; 21(5):321-31. doi: 10.1089/153685902761022661. [PMID: 12470474]
  • T H Wilson, P Z Ding. Sodium-substrate cotransport in bacteria. Biochimica et biophysica acta. 2001 May; 1505(1):121-30. doi: 10.1016/s0005-2728(00)00282-6. [PMID: 11248194]
  • E Hrdlicková-Cela, K Smetana, J Plzák, Z Holíková, S André, M Hrebícek, K Hodanová, B Dvoránková, J Motík, H J Gabius. Cells of porcine epidermis and corneal epithelium are not recognized by human natural anti-alpha-galactoside IgG. Folia biologica. 2001; 47(6):200-5. doi: NULL. [PMID: 11768777]
  • Y Ni, R Powell, D D Turner, I Tizard. Specificity and prevalence of natural bovine anti-alpha galactosyl (Galalpha1-6Glc or Galalpha1-6Gal) antibodies. Clinical and diagnostic laboratory immunology. 2000 May; 7(3):490-6. doi: 10.1128/cdli.7.3.490-496.2000. [PMID: 10799466]
  • F Dumas, J F Tocanne, G Leblanc, M C Lebrun. Consequences of hydrophobic mismatch between lipids and melibiose permease on melibiose transport. Biochemistry. 2000 Apr; 39(16):4846-54. doi: 10.1021/bi992634s. [PMID: 10769142]
  • W J Kelly, G P Davey, L J Ward. Characterization of lactococci isolated from minimally processed fresh fruit and vegetables. International journal of food microbiology. 1998 Dec; 45(2):85-92. doi: 10.1016/s0168-1605(98)00135-4. [PMID: 9924939]
  • N A Polikarpov. [Effects of solar and geomagnetic activity on the accuracy of laboratory methods in differentiation of Staphylococcus aureus and S. epidermidis]. Klinicheskaia laboratornaia diagnostika. 1995 Sep; ?(5):49-52. doi: NULL. [PMID: 7582780]
  • E Blasco, A Barra, M Nicolas, J C Lecron, J Wijdenes, J L Preud'homme. Proliferative response of human CD4+ T lymphocytes stimulated by the lectin jacalin. European journal of immunology. 1995 Jul; 25(7):2010-8. doi: 10.1002/eji.1830250732. [PMID: 7542601]
  • A Sharma, H Ahmed, H J Allen. Isolation of a melibiose-binding protein from human spleen. Glycoconjugate journal. 1995 Feb; 12(1):17-21. doi: 10.1007/bf00731864. [PMID: 7795409]
  • A Nicolopoulou, K Zoumbou, N Papageorgacopoulou, M Papapetropoulou. Metabolic and compositional changes in Escherichia coli cells starved in seawater. Microbiological research. 1994 Nov; 149(4):343-50. doi: 10.1016/s0944-5013(11)80082-0. [PMID: 7842233]
  • H A Vaughan, B E Loveland, M S Sandrin. Gal alpha(1,3)Gal is the major xenoepitope expressed on pig endothelial cells recognized by naturally occurring cytotoxic human antibodies. Transplantation. 1994 Oct; 58(8):879-82. doi: 10.1097/00007890-199410270-00003. [PMID: 7524207]
  • Y Ye, F A Neethling, M Niekrasz, E Koren, S V Richards, M Martin, S Kosanke, R Oriol, D K Cooper. Evidence that intravenously administered alpha-galactosyl carbohydrates reduce baboon serum cytotoxicity to pig kidney cells (PK15) and transplanted pig hearts. Transplantation. 1994 Aug; 58(3):330-7. doi: . [PMID: 8053057]
  • Y Ye, F A Neethling, M Niekrasz, S V Richards, G Koren, H Merhav, S Kosanke, R Oriol, D K Cooper. Intravenous administration of alpha-galactosyl carbohydrates reduces in vivo baboon serum cytotoxicity to pig kidney cells and transplanted pig hearts. Transplantation proceedings. 1994 Jun; 26(3):1399. doi: NULL. [PMID: 8029958]
  • F A Neethling, E Koren, Y Ye, S V Richards, M Kujundzic, R Oriol, D K Cooper. Protection of pig kidney (PK15) cells from the cytotoxic effect of anti-pig antibodies by alpha-galactosyl oligosaccharides. Transplantation. 1994 Mar; 57(6):959-63. doi: 10.1097/00007890-199403270-00032. [PMID: 8154046]
  • M S Sandrin, H A Vaughan, P L Dabkowski, I F McKenzie. Anti-pig IgM antibodies in human serum react predominantly with Gal(alpha 1-3)Gal epitopes. Proceedings of the National Academy of Sciences of the United States of America. 1993 Dec; 90(23):11391-5. doi: 10.1073/pnas.90.23.11391. [PMID: 7504304]
  • K G Nickerson, J Liao, E A Kabat. A monoclonal IgM kappa from a blood group B individual with specificity for alpha-galactosyl epitopes on partially hydrolyzed blood group B substance. Carbohydrate research. 1993 May; 243(2):345-57. doi: 10.1016/0008-6215(93)87038-t. [PMID: 7688662]
  • V L Bevilacqua, Y Kim, J H Prestegard. Conformation of beta-methylmelibiose bound to the ricin B-chain as determined from transferred nuclear Overhauser effects. Biochemistry. 1992 Oct; 31(39):9339-49. doi: 10.1021/bi00154a003. [PMID: 1390719]
  • O H Hashim, K Kobayashi, N Taniguchi. Interaction of Artocarpus lectins with human IgA does not involve asparagine-linked oligosaccharide of the immunoglobulin. Biochemistry international. 1992 Jul; 27(3):423-9. doi: NULL. [PMID: 1417879]
  • D Voak, H Sonneborn, A Yates. The A1 (B) phenomenon: a monoclonal anti-B (BS-85) demonstrates low levels of B determinants on A1 red cells. Transfusion medicine (Oxford, England). 1992 Jun; 2(2):119-27. doi: 10.1111/j.1365-3148.1992.tb00145.x. [PMID: 1308209]
  • R T Gazzinelli, A J Romanha, G Fontes, E Chiari, G Gazzinelli, Z Brenner. Distribution of carbohydrates recognized by the lectins Euonymus europaeus and concanavalin A in monoxenic and heteroxenic trypanosomatids. The Journal of protozoology. 1991 Jul; 38(4):320-5. doi: 10.1111/j.1550-7408.1991.tb01366.x. [PMID: 1787421]
  • S Sugii, Y Hirota. Isolation and hemagglutinating activities of bovine immunoglobulins reactive with melibiose. Nihon juigaku zasshi. The Japanese journal of veterinary science. 1990 Oct; 52(5):939-45. doi: 10.1292/jvms1939.52.939. [PMID: 2280503]
  • M G Page, J P Rosenbusch, I Yamato. The effects of pH on proton sugar symport activity of the lactose permease purified from Escherichia coli. The Journal of biological chemistry. 1988 Nov; 263(31):15897-905. doi: ". [PMID: 3053684]
  • M M Kay, G J Bosman. Naturally occurring human 'antigalactosyl' IgG antibodies are heterophile antibodies recognizing blood-group-related substances. Experimental hematology. 1985 Dec; 13(11):1103-12. doi: NULL. [PMID: 3840744]
  • R J Brooker, T H Wilson. Isolation and nucleotide sequencing of lactose carrier mutants that transport maltose. Proceedings of the National Academy of Sciences of the United States of America. 1985 Jun; 82(12):3959-63. doi: 10.1073/pnas.82.12.3959. [PMID: 3889919]
  • M T Hearn, P K Smith, A K Mallia. Isolation of the Maclura pomifera hemagglutinin on a deoxymelibiotol affinity support and preliminary characterization by buffer electrofocusing and high-performance liquid chromatography. Bioscience reports. 1982 Apr; 2(4):247-55. doi: 10.1007/bf01136724. [PMID: 6896160]
  • N Parrinello, C Canicattì. Carbohydrate binding specificity and purification by biospecific affinity chromatography of Ascidia malaca Traust. hemagglutinins. Developmental and comparative immunology. 1982; 6(1):53-64. doi: 10.1016/0145-305x(82)90007-6. [PMID: 7067890]
  • G W Bird, T C Roy. Human serum antibodies to melibiose and other carbohydrates. Vox sanguinis. 1980; 38(3):169-71. doi: 10.1111/j.1423-0410.1980.tb02346.x. [PMID: 7385757]