Mannobiose (BioDeep_00000615970)

   

natural product


Metabolite Card


(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-{[(2R,3S,4R,5S,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxane-3,4,5-triol

Formula: C12H22O11 (342.1162)
Chinese Names:
Spectrum Hits: Top Source () 0%

Molecular Structure

SMILES: C(C1C(C(C(C(O1)OC2C(OC(C(C2O)O)O)CO)O)O)O)O
InChI: InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5-,6+,7-,8+,9+,10-,11-,12+/m1/s1

Description

A glycosylmannose that is D-mannopyranose attached to a beta-D-mannopyranosyl group at position 4 via a glycosidic linkage.

Synonyms

9 synonym names

Mannobiose; (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-{[(2R,3S,4R,5S,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxane-3,4,5-triol; beta-D-Mannopyranosyl-(1->4)-D-mannopyranose; 4-O-beta-D-Mannopyranosyl-D-mannopyranose; 4-O-beta-D-Mannopyranosyl-mannopyranose; beta-D-Mannopyranosyl-(1->4)-D-mannose; 4-O-(beta-D-Mannopyranosyl)-D-mannose; 4-O-beta-D-Mannopyranosyl-D-mannose; beta-1,4-Mannobiose



Cross Reference

9 cross reference id

Classification Terms

Related Pathways

Reactome(0)

BioCyc(0)

PlantCyc(0)

Biological Process

0 related biological process reactions.

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

7 organism taxonomy source information

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。



Literature Reference

  • Keisuke Ohashi, Shogo Hataya, Akane Nakata, Kazuki Matsumoto, Natsumi Kato, Wakana Sato, Camila Carlos-Shanley, Emily T Beebe, Cameron R Currie, Brian G Fox, Taichi E Takasuka. Mannose- and Mannobiose-Specific Responses of the Insect-Associated Cellulolytic Bacterium Streptomyces sp. Strain SirexAA-E. Applied and environmental microbiology. 2021 06; 87(14):e0271920. doi: 10.1128/aem.02719-20. [PMID: 33990299]
  • Anjali Purohit, Sudesh Kumar Yadav. Characterization of a thermotolerant and acidophilic mannanase producing Microbacterium sp. CIAB417 for mannooligosachharide production from agro-residues and dye decolorization. International journal of biological macromolecules. 2020 Nov; 163(?):1154-1161. doi: 10.1016/j.ijbiomac.2020.07.114. [PMID: 32673718]
  • Amy L Bottomley, Elizabeth Peterson, Gregory Iosifidis, Adeline Mei Hui Yong, Lauren E Hartley-Tassell, Shirin Ansari, Chris McKenzie, Catherine Burke, Iain G Duggin, Kimberly A Kline, Elizabeth J Harry. The novel E. coli cell division protein, YtfB, plays a role in eukaryotic cell adhesion. Scientific reports. 2020 04; 10(1):6745. doi: 10.1038/s41598-020-63729-7. [PMID: 32317661]
  • Mashael R Aljumaah, Manal M Alkhulaifi, Alaeldein M Abudabos, Abdulaziz Alabdullatifb, Aarif H El-Mubarak, Ali R Al Suliman, Dragana Stanley. Organic acid blend supplementation increases butyrate and acetate production in  Salmonella enterica serovar Typhimurium challenged broilers. PloS one. 2020; 15(6):e0232831. doi: 10.1371/journal.pone.0232831. [PMID: 32497096]
  • Junquan Liu, Abdul Basit, Ting Miao, Fengzhen Zheng, Hang Yu, Yan Wang, Wei Jiang, Yunhe Cao. Secretory expression of β-mannanase in Saccharomyces cerevisiae and its high efficiency for hydrolysis of mannans to mannooligosaccharides. Applied microbiology and biotechnology. 2018 Dec; 102(23):10027-10041. doi: 10.1007/s00253-018-9355-0. [PMID: 30215129]
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  • Oksana O Gerlits, Leighton Coates, Robert J Woods, Andrey Kovalevsky. Mannobiose Binding Induces Changes in Hydrogen Bonding and Protonation States of Acidic Residues in Concanavalin A As Revealed by Neutron Crystallography. Biochemistry. 2017 09; 56(36):4747-4750. doi: 10.1021/acs.biochem.7b00654. [PMID: 28846383]
  • Chengbo Yang, Prithy Rupa, Hiroyuki Kanatani, Akihiro Nakamura, Masahisa Ibuki, Yoshinori Mine. Therapeutic effects of β1, 4 mannobiose in a Balb/c mouse model of intranasally-induced pollen allergy. Allergology international : official journal of the Japanese Society of Allergology. 2013 Mar; 62(1):65-76. doi: 10.2332/allergolint.12-oa-0473. [PMID: 23172359]
  • Jennifer Kovacs-Nolan, Hiroyuki Kanatani, Akihiro Nakamura, Masahisa Ibuki, Yoshinori Mine. β-1,4-mannobiose stimulates innate immune responses and induces TLR4-dependent activation of mouse macrophages but reduces severity of inflammation during endotoxemia in mice. The Journal of nutrition. 2013 Mar; 143(3):384-91. doi: 10.3945/jn.112.167866. [PMID: 23343679]
  • Chengbo Yang, Prithy Rupa, Hiroyuki Kanatani, Akihiro Nakamura, Masahisa Ibuki, Yoshinori Mine. Prophylaxis of intranasally induced pollen allergy in a BALB/C mouse model using a potential prebiotic β-1, 4 mannobiose. Allergology international : official journal of the Japanese Society of Allergology. 2013 Mar; 62(1):53-64. doi: 10.2332/allergolint.12-oa-0452. [PMID: 23000729]
  • Syed Shahzad-ul-Hussan, Rodolfo Ghirlando, Cajetan I Dogo-Isonagie, Yasuhiro Igarashi, Jan Balzarini, Carole A Bewley. Characterization and carbohydrate specificity of pradimicin S. Journal of the American Chemical Society. 2012 Aug; 134(30):12346-9. doi: 10.1021/ja303860m. [PMID: 22788706]
  • Hiroyuki Kanatani, Yukitaka Kimura, Masashi Asanoma, Akihiro Nakamura, Motohiko Hirotsuka, Shuji Adachi. Absorption of the indigestible disaccharide, β-1,4-mannobiose, from coconut by the rat portal vein. Bioscience, biotechnology, and biochemistry. 2012; 76(3):575-7. doi: 10.1271/bbb.110731. [PMID: 22451402]
  • Pengjun Shi, Guoyu Yao, Yanan Cao, Peilong Yang, Tiezheng Yuan, Huoqing Huang, Yingguo Bai, Bin Yao. Cloning and characterization of a new β-mannosidase from Streptomyces sp. S27. Enzyme and microbial technology. 2011 Aug; 49(3):277-83. doi: 10.1016/j.enzmictec.2011.06.003. [PMID: 22112512]
  • Florian Rieder, Rocio Lopez, Andre Franke, Alexandra Wolf, Stephan Schleder, Andrea Dirmeier, Anja Schirbel, Philip Rosenstiel, Nir Dotan, Stefan Schreiber, Gerhard Rogler, Frank Klebl. Characterization of changes in serum anti-glycan antibodies in Crohn's disease--a longitudinal analysis. PloS one. 2011 May; 6(5):e18172. doi: 10.1371/journal.pone.0018172. [PMID: 21573154]
  • Do Young Kim, Su-Jin Ham, Hyun Ju Lee, Yi-Joon Kim, Dong-Ha Shin, Young Ha Rhee, Kwang-Hee Son, Ho-Yong Park. A highly active endo-β-1,4-mannanase produced by Cellulosimicrobium sp. strain HY-13, a hemicellulolytic bacterium in the gut of Eisenia fetida. Enzyme and microbial technology. 2011 Apr; 48(4-5):365-70. doi: 10.1016/j.enzmictec.2010.12.013. [PMID: 22112951]
  • Jim E Cutler, Miriam Corti, Patrick Lambert, Michael Ferris, Hong Xin. Horizontal transmission of Candida albicans and evidence of a vaccine response in mice colonized with the fungus. PloS one. 2011; 6(7):e22030. doi: 10.1371/journal.pone.0022030. [PMID: 21818288]
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  • Hany Sahly, Yona Keisari, Itzhak Ofek. Manno(rhamno)biose-containing capsular polysaccharides of Klebsiella pneumoniae enhance opsono-stimulation of human polymorphonuclear leukocytes. Journal of innate immunity. 2009; 1(2):136-44. doi: 10.1159/000154812. [PMID: 20375572]
  • A Agunos, M Ibuki, F Yokomizo, Y Mine. Effect of dietary beta1-4 mannobiose in the prevention of Salmonella enteritidis infection in broilers. British poultry science. 2007 Jun; 48(3):331-41. doi: 10.1080/00071660701370442. [PMID: 17578696]
  • D A Sanders, D N Moothoo, J Raftery, A J Howard, J R Helliwell, J H Naismith. The 1.2 A resolution structure of the Con A-dimannose complex. Journal of molecular biology. 2001 Jul; 310(4):875-84. doi: 10.1006/jmbi.2001.4806. [PMID: 11453694]
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  • M K Sauerborn, L M Wright, C D Reynolds, J G Grossmann, P J Rizkallah. Insights into carbohydrate recognition by Narcissus pseudonarcissus lectin: the crystal structure at 2 A resolution in complex with alpha1-3 mannobiose. Journal of molecular biology. 1999 Jul; 290(1):185-99. doi: 10.1006/jmbi.1999.2862. [PMID: 10388566]
  • D N Moothoo, J H Naismith. A general method for co-crystallization of concanavalin A with carbohydrates. Acta crystallographica. Section D, Biological crystallography. 1999 Jan; 55(Pt 1):353-5. doi: 10.1107/s0907444998008919. [PMID: 10089449]
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  • K Yachi, H Kikuchi, H Yamauchi, S Hirota, M Tomikawa. Distribution of liposomes containing mannobiose esters of fatty acid in rats. Journal of microencapsulation. 1995 Jul; 12(4):377-88. doi: 10.3109/02652049509087250. [PMID: 8583312]
  • R W Loveless, T Feizi, R A Childs, T Mizuochi, M S Stoll, R G Oldroyd, P J Lachmann. Bovine serum conglutinin is a lectin which binds non-reducing terminal N-acetylglucosamine, mannose and fucose residues. The Biochemical journal. 1989 Feb; 258(1):109-13. doi: 10.1042/bj2580109. [PMID: 2649083]