Melibiose (BioDeep_00000015333)

 

Secondary id: BioDeep_00000003232, BioDeep_00000027849, BioDeep_00000242565, BioDeep_00001868471, BioDeep_00001868848

natural product PANOMIX_OTCML-2023


代谢物信息卡片


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

化学式: C12H22O11 (342.11620619999997)
中文名称: 聚葡萄糖, 异麦芽糖, 蜜二糖 水合物, 蜜二糖 水合物, 异麦芽糖
谱图信息: 最多检出来源 Viridiplantae(plant) 0.22%

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

描述信息

A glycosylglucose formed by an alpha-(1->6)-linkage between D-galactose and D-glucose.
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.053
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.051
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.050
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.
Isomaltose is composed of two glucose units and suitable as a non-cariogenic sucrose replacement and is favorable in products for diabetics and prediabetic dispositions.
Isomaltose is composed of two glucose units and suitable as a non-cariogenic sucrose replacement and is favorable in products for diabetics and prediabetic dispositions.

同义名列表

8 个代谢物同义名

Melibiose; Polydextrose; ISOMALTOSE; D-Melibiose; 6-O-(alpha-D-Galactopyranosyl)-D-glucopyranose; Melibiose hydrate; 6-O-α-D-Glucopyranosyl-D-glucose; D-Isomaltose



数据库引用编号

88 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

9 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(1)

PathBank(8)

PharmGKB(0)

21 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。



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]
  • Lianyu Zhou, Lu Jiao, Jiasheng Ju, Xuelan Ma. Effect of Sodium Selenite on the Metabolite Profile of Epichloë sp. Mycelia from Festuca sinensis in Solid Culture. Biological trace element research. 2022 Nov; 200(11):4865-4879. doi: 10.1007/s12011-021-03054-w. [PMID: 34973128]
  • 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]
  • Misato Ota, Toshiaki Makino. History and the immunostimulatory effects of heat-processed licorice root products with or without honey. Journal of ethnopharmacology. 2022 Jun; 292(?):115108. doi: 10.1016/j.jep.2022.115108. [PMID: 35189279]
  • 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]
  • Sue Jung Lee, Won Kyu Yu, Hye-Ryung Park, Hoon Kim, Jae Hwan Kim, Jiyong Park, Kwang-Soon Shin. Improved effect of palatinose syrup bioconverted from sucrose on hyperglycemia and regulation of hepatic lipogenesis in male C57BL/6J mice. Journal of food biochemistry. 2020 05; 44(5):e13201. doi: 10.1111/jfbc.13201. [PMID: 32391610]
  • 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]
  • Zhi-Peng Wang, Qin-Qing Wang, Song Liu, Xiao-Fang Liu, Xin-Jun Yu, Yun-Lin Jiang. Efficient Conversion of Cane Molasses Towards High-Purity Isomaltulose and Cellular Lipid Using an Engineered Yarrowia lipolytica Strain in Fed-Batch Fermentation. Molecules (Basel, Switzerland). 2019 Mar; 24(7):. doi: 10.3390/molecules24071228. [PMID: 30925836]
  • 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]
  • Takumi Kawaguchi, Dan Nakano, Tetsuharu Oriishi, Takuji Torimura. Effects of isomaltulose on insulin resistance and metabolites in patients with non‑alcoholic fatty liver disease: A metabolomic analysis. Molecular medicine reports. 2018 Aug; 18(2):2033-2042. doi: 10.3892/mmr.2018.9223. [PMID: 29956790]
  • 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]
  • Daniel König, Denise Zdzieblik, Anja Holz, Stephan Theis, Albert Gollhofer. Substrate Utilization and Cycling Performance Following Palatinose™ Ingestion: A Randomized, Double-Blind, Controlled Trial. Nutrients. 2016 Jun; 8(7):. doi: 10.3390/nu8070390. [PMID: 27347996]
  • Cheon-Hyeon Nam, Dong-Ho Seo, Jong-Hyun Jung, Young-Jin Koh, Jae-Sung Jung, Sunggi Heu, Chang-Sik Oh, Cheon-Seok Park. Functional characterization of the sucrose isomerase responsible for trehalulose production in plant-associated Pectobacterium species. Enzyme and microbial technology. 2014 Feb; 55(?):100-6. doi: 10.1016/j.enzmictec.2013.10.005. [PMID: 24411451]
  • Stephen R Mudge, Shiromi W V Basnayake, Richard L Moyle, Kenji Osabe, Michael W Graham, Terence E Morgan, Robert G Birch. Mature-stem expression of a silencing-resistant sucrose isomerase gene drives isomaltulose accumulation to high levels in sugarcane. Plant biotechnology journal. 2013 May; 11(4):502-9. doi: 10.1111/pbi.12038. [PMID: 23297683]
  • 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]
  • Daniel König, Stephan Theis, Gunhild Kozianowski, Aloys Berg. Postprandial substrate use in overweight subjects with the metabolic syndrome after isomaltulose (Palatinose™) ingestion. Nutrition (Burbank, Los Angeles County, Calif.). 2012 Jun; 28(6):651-6. doi: 10.1016/j.nut.2011.09.019. [PMID: 22264450]
  • Amelie Rabot, Clemence Henry, Khaoula Ben Baaziz, Eric Mortreau, Wassim Azri, Jeremy Lothier, Latifa Hamama, Rachid Boummaza, Nathalie Leduc, Sandrine Pelleschi-Travier, José Le Gourrierec, Soulaiman Sakr. Insight into the role of sugars in bud burst under light in the rose. Plant & cell physiology. 2012 Jun; 53(6):1068-82. doi: 10.1093/pcp/pcs051. [PMID: 22505690]
  • Shiromani W V Basnayake, Terrance C Morgan, Luguang Wu, Robert G Birch. Field performance of transgenic sugarcane expressing isomaltulose synthase. Plant biotechnology journal. 2012 Feb; 10(2):217-25. doi: 10.1111/j.1467-7652.2011.00655.x. [PMID: 21895946]
  • Luguang Wu, Robert G Birch. Isomaltulose is actively metabolized in plant cells. Plant physiology. 2011 Dec; 157(4):2094-101. doi: 10.1104/pp.111.189001. [PMID: 22010106]
  • 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]
  • Daniel J West, Richard D Morton, Jeffrey W Stephens, Stephen C Bain, Liam P Kilduff, Steve Luzio, Rachel Still, Richard M Bracken. Isomaltulose Improves Postexercise Glycemia by Reducing CHO Oxidation in T1DM. Medicine and science in sports and exercise. 2011 Feb; 43(2):204-10. doi: 10.1249/mss.0b013e3181eb6147. [PMID: 20543751]
  • 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]
  • Judith G P van Can, T Herman Ijzerman, Luc J C van Loon, Fred Brouns, Ellen E Blaak. Reduced glycaemic and insulinaemic responses following isomaltulose ingestion: implications for postprandial substrate use. The British journal of nutrition. 2009 Nov; 102(10):1408-13. doi: 10.1017/s0007114509990687. [PMID: 19671200]
  • 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]
  • Yoshie Maitani, Yukio Aso, Atsushi Yamada, Sumie Yoshioka. Effect of sugars on storage stability of lyophilized liposome/DNA complexes with high transfection efficiency. International journal of pharmaceutics. 2008 May; 356(1-2):69-75. doi: 10.1016/j.ijpharm.2007.12.033. [PMID: 18249511]
  • 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]
  • Kazusa Sato, Hidekazu Arai, Akira Mizuno, Makiko Fukaya, Tadatoshi Sato, Megumi Koganei, Hajime Sasaki, Hironori Yamamoto, Yutaka Taketani, Toshio Doi, Eiji Takeda. Dietary palatinose and oleic acid ameliorate disorders of glucose and lipid metabolism in Zucker fatty rats. The Journal of nutrition. 2007 Aug; 137(8):1908-15. doi: 10.1093/jn/137.8.1908. [PMID: 17634263]
  • Toshiya Fujiwara, Yoshio Naomoto, Takayuki Motoki, Kaori Shigemitsu, Yasuhiro Shirakawa, Tomoki Yamatsuji, Masafumi Kataoka, Minoru Haisa, Toshiyoshi Fujiwara, Maritoki Egi, Hiroshi Morimatsu, Motohiko Hanazaki, Hiroshi Katayama, Kiyoshi Morita, Kenji Mizumoto, Takanobu Asou, Hirofumi Arima, Hajime Sasaki, Motoi Matsuura, Mehmet Gunduz, Noriaki Tanaka. Effects of a novel palatinose based enteral formula (MHN-01) carbohydrate-adjusted fluid diet in improving the metabolism of carbohydrates and lipids in patients with esophageal cancer complicated by diabetes mellitus. The Journal of surgical research. 2007 Apr; 138(2):231-40. doi: 10.1016/j.jss.2006.06.025. [PMID: 17254607]
  • 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]
  • Takashi Matsukubo, Ichiro Takazoe. Sucrose substitutes and their role in caries prevention. International dental journal. 2006 Jun; 56(3):119-30. doi: 10.1111/j.1875-595x.2006.tb00083.x. [PMID: 16826877]
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