Digalactosyldiacylglycerol (BioDeep_00000185110)

   

human metabolite blood metabolite natural product


代谢物信息卡片


1-(hexadecanoyloxy)-3-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}propan-2-yl octadeca-9,12-dienoate

化学式: C49H88O15 (916.6123)
中文名称:
谱图信息: 最多检出来源 Escherichia coli(natural_products) 100%

分子结构信息

SMILES: CCCCCC=CCC=CCCCCCCCC(=O)OC(COC(=O)CCCCCCCCCCCCCCC)COC1OC(COC2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O
InChI: InChI=1S/C49H88O15/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-41(52)62-37(34-59-40(51)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2)35-60-48-47(58)45(56)43(54)39(64-48)36-61-49-46(57)44(55)42(53)38(33-50)63-49/h11,13,17-18,37-39,42-50,53-58H,3-10,12,14-16,19-36H2,1-2H3

描述信息

1-16:0-2-18:2-digalactosyldiacylglycerol, also known as digalactosylglycerol or dgdg (diacyl glyceride di gal), is a member of the class of compounds known as glycosyldiacylglycerols. Glycosyldiacylglycerols are diacylglycerols that carry a saccharide moiety linked to the glycerol. 1-16:0-2-18:2-digalactosyldiacylglycerol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 1-16:0-2-18:2-digalactosyldiacylglycerol can be found in a number of food items such as sweet basil, abiyuch, cocoa bean, and lotus, which makes 1-16:0-2-18:2-digalactosyldiacylglycerol a potential biomarker for the consumption of these food products.

同义名列表

5 个代谢物同义名

1-(hexadecanoyloxy)-3-{[3,4,5-trihydroxy-6-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}propan-2-yl octadeca-9,12-dienoate; 1-16:0-2-18:2-Digalactosyldiacylglycerol; DGDG (Diacyl glyceride di gal); Digalactosyldiacylglycerol; Digalactosylglycerol



数据库引用编号

4 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)

25 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

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  • Chunjuan Liu, Yijian Liu, Shiwen Wang, Qingbo Ke, Lina Yin, Xiping Deng, Baili Feng. Arabidopsis mgd mutants with reduced monogalactosyldiacylglycerol contents are hypersensitive to aluminium stress. Ecotoxicology and environmental safety. 2020 Oct; 203(?):110999. doi: 10.1016/j.ecoenv.2020.110999. [PMID: 32888604]
  • Egi Tritya Apdila, Shukumi Inoue, Mie Shimojima, Koichiro Awai. Complete Replacement of the Galactolipid Biosynthesis Pathway with a Plant-Type Pathway in the Cyanobacterium Synechococcus elongatus PCC 7942. Plant & cell physiology. 2020 Sep; 61(9):1661-1668. doi: 10.1093/pcp/pcaa090. [PMID: 32645152]
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  • Justyna Widomska, Renata Welc, Wieslaw I Gruszecki. The effect of carotenoids on the concentration of singlet oxygen in lipid membranes. Biochimica et biophysica acta. Biomembranes. 2019 04; 1861(4):845-851. doi: 10.1016/j.bbamem.2019.01.012. [PMID: 30689980]
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  • Inès Belhaj, Sawsan Amara, Goetz Parsiegla, Priscila Sutto-Ortiz, Moulay Sahaka, Hafedh Belghith, Audric Rousset, Dominique Lafont, Frédéric Carrière. Galactolipase activity of Talaromyces thermophilus lipase on galactolipid micelles, monomolecular films and UV-absorbing surface-coated substrate. Biochimica et biophysica acta. Molecular and cell biology of lipids. 2018 09; 1863(9):1006-1015. doi: 10.1016/j.bbalip.2018.05.016. [PMID: 29859246]
  • Sho Fujii, Koichi Kobayashi, Noriko Nagata, Tatsuru Masuda, Hajime Wada. Digalactosyldiacylglycerol Is Essential for Organization of the Membrane Structure in Etioplasts. Plant physiology. 2018 08; 177(4):1487-1497. doi: 10.1104/pp.18.00227. [PMID: 29946018]
  • Hsou-Min Li, Chun-Wei Yu. Chloroplast Galactolipids: The Link Between Photosynthesis, Chloroplast Shape, Jasmonates, Phosphate Starvation and Freezing Tolerance. Plant & cell physiology. 2018 Jun; 59(6):1128-1134. doi: 10.1093/pcp/pcy088. [PMID: 29727004]
  • Susann Schaller-Laudel, Dariusz Latowski, Małgorzata Jemioła-Rzemińska, Kazimierz Strzałka, Sebastian Daum, Kirsten Bacia, Christian Wilhelm, Reimund Goss. Influence of thylakoid membrane lipids on the structure of aggregated light-harvesting complexes of the diatom Thalassiosira pseudonana and the green alga Mantoniella squamata. Physiologia plantarum. 2017 Jul; 160(3):339-358. doi: 10.1111/ppl.12565. [PMID: 28317130]
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  • Joanna Skupień, Joanna Wójtowicz, Łucja Kowalewska, Radosław Mazur, Maciej Garstka, Katarzyna Gieczewska, Agnieszka Mostowska. Dark-chilling induces substantial structural changes and modifies galactolipid and carotenoid composition during chloroplast biogenesis in cucumber (Cucumis sativus L.) cotyledons. Plant physiology and biochemistry : PPB. 2017 Feb; 111(?):107-118. doi: 10.1016/j.plaphy.2016.11.022. [PMID: 27915172]
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  • Oliver Gräb, Maryna Abacilar, Fabian Daus, Armin Geyer, Claudia Steinem. 3D-Membrane Stacks on Supported Membranes Composed of Diatom Lipids Induced by Long-Chain Polyamines. Langmuir : the ACS journal of surfaces and colloids. 2016 10; 32(39):10144-10152. doi: 10.1021/acs.langmuir.6b02575. [PMID: 27603681]
  • Javier Hoyo, Ester Guaus, Juan Torrent-Burgués. Influence of membrane galactolipids and surface pressure on plastoquinone behaviour. Bioelectrochemistry (Amsterdam, Netherlands). 2016 Oct; 111(?):123-30. doi: 10.1016/j.bioelechem.2016.06.002. [PMID: 27317998]
  • Amélie A Kelly, Barbara Kalisch, Georg Hölzl, Sandra Schulze, Juliane Thiele, Michael Melzer, Rebecca L Roston, Christoph Benning, Peter Dörmann. Synthesis and transfer of galactolipids in the chloroplast envelope membranes of Arabidopsis thaliana. Proceedings of the National Academy of Sciences of the United States of America. 2016 09; 113(38):10714-9. doi: 10.1073/pnas.1609184113. [PMID: 27601658]
  • Eri Maida, Koichiro Awai. Digalactosyldiacylglycerol is essential in Synechococcus elongatus PCC 7942, but its function does not depend on its biosynthetic pathway. Biochimica et biophysica acta. 2016 09; 1861(9 Pt B):1309-1314. doi: 10.1016/j.bbalip.2016.03.011. [PMID: 26979760]
  • Koichi Hori, Takashi Nobusawa, Tei Watanabe, Yuka Madoka, Hideyuki Suzuki, Daisuke Shibata, Mie Shimojima, Hiroyuki Ohta. Tangled evolutionary processes with commonality and diversity in plastidial glycolipid synthesis in photosynthetic organisms. Biochimica et biophysica acta. 2016 09; 1861(9 Pt B):1294-1308. doi: 10.1016/j.bbalip.2016.04.015. [PMID: 27108062]
  • Fatma Bejaoui, Joaquín J Salas, Issam Nouairi, Abderrazak Smaoui, Chedly Abdelly, Enrique Martínez-Force, Nabil Ben Youssef. Changes in chloroplast lipid contents and chloroplast ultrastructure in Sulla carnosa and Sulla coronaria leaves under salt stress. Journal of plant physiology. 2016 Jul; 198(?):32-8. doi: 10.1016/j.jplph.2016.03.018. [PMID: 27131842]
  • Eiji Omoto, Yugo Iwasaki, Hiroshi Miyake, Mitsutaka Taniguchi. Salinity induces membrane structure and lipid changes in maize mesophyll and bundle sheath chloroplasts. Physiologia plantarum. 2016 May; 157(1):13-23. doi: 10.1111/ppl.12404. [PMID: 26555406]
  • Joana Rocha, Joe Sarkis, Aline Thomas, Laurence Pitou, Jens Radzimanowski, Magali Audry, Valérie Chazalet, Daniele de Sanctis, Monica M Palcic, Maryse A Block, Agnès Girard-Egrot, Eric Maréchal, Christelle Breton. Structural insights and membrane binding properties of MGD1, the major galactolipid synthase in plants. The Plant journal : for cell and molecular biology. 2016 Mar; 85(5):622-33. doi: 10.1111/tpj.13129. [PMID: 26935252]
  • Yang-Tsung Lin, Lih-Jen Chen, Cornelia Herrfurth, Ivo Feussner, Hsou-Min Li. Reduced Biosynthesis of Digalactosyldiacylglycerol, a Major Chloroplast Membrane Lipid, Leads to Oxylipin Overproduction and Phloem Cap Lignification in Arabidopsis. The Plant cell. 2016 Jan; 28(1):219-32. doi: 10.1105/tpc.15.01002. [PMID: 26721860]
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  • Raida Jallouli, Houcemeddine Othman, Sawsan Amara, Goetz Parsiegla, Frédéric Carriere, Najet Srairi-Abid, Youssef Gargouri, Sofiane Bezzine. The galactolipase activity of Fusarium solani (phospho)lipase. Biochimica et biophysica acta. 2015 Mar; 1851(3):282-9. doi: 10.1016/j.bbalip.2014.12.010. [PMID: 25529980]
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