L-Rhamnose (BioDeep_00000015533)

 

Secondary id: BioDeep_00000003542, BioDeep_00000276259, BioDeep_00001869330, BioDeep_00001893348

PANOMIX_OTCML-2023 BioNovoGene_Lab2019 Volatile Flavor Compounds natural product


代谢物信息卡片


(2R,3R,4S,5S)-2,3,4,5-Tetrahydroxyhexanal

化学式: C6H12O5 (164.06847019999998)
中文名称: L-鼠李糖, L-鼠李糖 一水合物, 6-脱氧葡萄糖
谱图信息: 最多检出来源 Viridiplantae(plant) 0.39%

分子结构信息

SMILES: CC(C(C(C(C=O)O)O)O)O
InChI: InChI=1S/C6H12O5/c1-3(8)5(10)6(11)4(9)2-7/h2-6,8-11H,1H3/t3-,4-,5-,6-/m0/s1

描述信息

Any rhamnose having L-configuration. L-rhamnose occurs naturally in many plant glycosides and some gram-negative bacterial lipopolysaccharides.
Acquisition and generation of the data is financially supported by the Max-Planck-Society
CONFIDENCE standard compound; INTERNAL_ID 234
Rhamnose (L-Rhamnose) is a monosaccharide found in plants and bacteria. Rhamnose-conjugated immunogens is used in immunotherapies[1]. Rhamnose crosses the epithelia via the transcellular pathway and acts as a marker of intestinal absorption[2].
Rhamnose (L-Rhamnose) is a monosaccharide found in plants and bacteria. Rhamnose-conjugated immunogens is used in immunotherapies[1]. Rhamnose crosses the epithelia via the transcellular pathway and acts as a marker of intestinal absorption[2].

同义名列表

8 个代谢物同义名

L-Rhamnose; (2R,3R,4S,5S)-2,3,4,5-Tetrahydroxyhexanal; alpha-D-rhamnopyranose; alpha-L-Rhamnose; Rhamnose; D-Rhamnose; L-Rhamnose; 6-Deoxyglucose



数据库引用编号

38 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

5 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(5)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

242 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

  • Alexander S Shashkov, Natalia V Potekhina, Elena M Tul'skaya, Andrey S Dmitrenok, Sof'ya N Senchenkova, Vladimir I Torgov, Lubov V Dorofeeva, Lyudmila I Evtushenko. New lactate- and pyruvate-containing polysaccharide and rhamnomannan with xylose residues from the cell wall of Rathayibacter oskolensis VKM Ac-2121T. Carbohydrate research. 2024 Jun; 540(?):109145. doi: 10.1016/j.carres.2024.109145. [PMID: 38759341]
  • Pengyun Wang, Baolong Zhao, Zhongtian Yin, Xin Gao, Mengyao Liu. Structure elucidation and anticancer activity of a heteropolysaccharide from white tea. Carbohydrate polymers. 2024 Jun; 333(?):121976. doi: 10.1016/j.carbpol.2024.121976. [PMID: 38494228]
  • Rajendra Rohokale, Jiatong Guo, Zhongwu Guo. Monophosphoryl Lipid A-Rhamnose Conjugates as a New Class of Vaccine Adjuvants. Journal of medicinal chemistry. 2024 May; 67(9):7458-7469. doi: 10.1021/acs.jmedchem.3c02385. [PMID: 38634150]
  • Junjie Wang, Enhui Liao, Zixuan Ren, Qiong Wang, Zenglai Xu, Shufang Wu, Chaoguang Yu, Yunlong Yin. Extraction and In Vitro Skincare Effect Assessment of Polysaccharides Extract from the Roots of Abelmoschus manihot (L.). Molecules (Basel, Switzerland). 2024 May; 29(9):. doi: 10.3390/molecules29092109. [PMID: 38731598]
  • Qian Yang, Xuelian Shen, Junxi Zhao, Aga Er-Bu, Xiaoxia Liang, Changliang He, Lizi Yin, Funeng Xu, Haohuan Li, Huaqiao Tang, Yuping Fu, Cheng Lv. Onosma glomeratum Y. L. Liu polysaccharide alleviates LPS-induced pulmonary inflammation via NF-κB signal pathway. International journal of biological macromolecules. 2024 Apr; 263(Pt 2):130452. doi: 10.1016/j.ijbiomac.2024.130452. [PMID: 38417755]
  • Chong Shen, Yizeng Li, Gang Lu, Qin Meng. Electrodialysis treatment of rhamnolipids hydrolysate and its waste water for use as water-soluble fertilizer. Bioresource technology. 2024 Feb; 393(?):130080. doi: 10.1016/j.biortech.2023.130080. [PMID: 37993068]
  • Hugo Guérin, Pascal Courtin, Alain Guillot, Christine Péchoux, Jennifer Mahony, Douwe van Sinderen, Saulius Kulakauskas, Christian Cambillau, Thierry Touzé, Marie-Pierre Chapot-Chartier. Molecular mechanisms underlying the structural diversity of rhamnose-rich cell wall polysaccharides in lactococci. The Journal of biological chemistry. 2024 Jan; 300(1):105578. doi: 10.1016/j.jbc.2023.105578. [PMID: 38110036]
  • Ruijie Liu, Jingjing Gu, Yilin Ye, Yuxin Zhang, Shaoxing Zhang, Qiange Lin, Shuying Yuan, Yanwen Chen, Xinrong Lu, Yongliang Tong, Shaoxian Lv, Li Chen, Guiqin Sun. A Natural Compound Containing a Disaccharide Structure of Glucose and Rhamnose Identified as Potential N-Glycanase 1 (NGLY1) Inhibitors. Molecules (Basel, Switzerland). 2023 Nov; 28(23):. doi: 10.3390/molecules28237758. [PMID: 38067490]
  • Xiao-Hui Yan, Xue-Qing Liu, Jun Liang, Hai-Xue Kuang, Yong-Gang Xia. Complete composition analysis of polysaccharides based on HPAEC-PAD coupled with quantitative analysis of multi-components by single marker. Phytochemical analysis : PCA. 2023 Oct; ?(?):. doi: 10.1002/pca.3296. [PMID: 37886810]
  • Takehiro Watanabe, Kohki Fujikawa, Soichiro Urai, Kazunari Iwaki, Tadayoshi Hirai, Katsuro Miyagawa, Hiroshi Uratani, Tohru Yamagaki, Koji Nagao, Yoshiaki Yokoo, Keiko Shimamoto. Identification, Chemical Synthesis, and Sweetness Evaluation of Rhamnose or Xylose Containing Steviol Glycosides of Stevia (Stevia rebaudiana) Leaves. Journal of agricultural and food chemistry. 2023 Jul; ?(?):. doi: 10.1021/acs.jafc.3c01753. [PMID: 37432401]
  • Emad Kordkatooli, Katia Bacha, Sandra Villaume, Stephan Dorey, Jean-Claude Monboisse, Sylvie Brassart-Pasco, Jean-Pierre Mbakidi, Sandrine Bouquillon. L-Rhamnose and Phenolic Esters-Based Monocatenar and Bolaform Amphiphiles: Eco-Compatible Synthesis and Determination of Their Antioxidant, Eliciting and Cytotoxic Properties. Molecules (Basel, Switzerland). 2023 Jun; 28(13):. doi: 10.3390/molecules28135154. [PMID: 37446816]
  • Tinglan Zhang, Jun Zhang, Fangfang Chen, An Liu, Jinzhu Jiang, Zhiyong Yan, Xianju Liu. Qualitative and quantitative analysis of triterpenoids in different tissues of Pulsatilla chinensis. Journal of pharmaceutical and biomedical analysis. 2023 Jun; 234(?):115528. doi: 10.1016/j.jpba.2023.115528. [PMID: 37331205]
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  • Adama Dénou, Adiaratou Togola, Kari Tvete Inngjerdingen, Nastaran Moussavi, Frode Rise, Yuan Feng Zou, Dalen G Dafam, Elijah I Nep, Abubakar Ahmed, Taiwo E Alemika, Drissa Diallo, Rokia Sanogo, Berit Smestad Paulsen. Isolation, characterisation and complement fixation activity of acidic polysaccharides from Argemone mexicana used as antimalarials in Mali. Pharmaceutical biology. 2022 Dec; 60(1):1278-1285. doi: 10.1080/13880209.2022.2089691. [PMID: 35797701]
  • Na Cui, Yongjie Feng, Ximeng He, Hong Gu, Peng Zhao. Extracellular polymeric substance profiling and biophysical analysis reveal influence factors of spontaneous flocculation in rich lipid alga Heveochlorella sp. Yu. The Science of the total environment. 2022 Nov; 847(?):157655. doi: 10.1016/j.scitotenv.2022.157655. [PMID: 35908705]
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  • Yu Gong, Wei Luo, Hulan Chen, Bo Ren, Weicheng Hu, Limei Li. Systematical Ingredient Investigations of Ficus tikoua Bur. Fruit and Immunoregulatory and Antioxidant Effects of Different Fractions. Molecules (Basel, Switzerland). 2022 Oct; 27(20):. doi: 10.3390/molecules27206880. [PMID: 36296474]
  • Hongyan Wang, Shan Xu, Daxiang Li, Zhongwen Xie. Structural Characterization and Macrophage Polarization-Modulating Activity of a Novel Polysaccharide from Large Yellow Tea. Journal of agricultural and food chemistry. 2022 Oct; 70(39):12565-12576. doi: 10.1021/acs.jafc.2c05593. [PMID: 36154025]
  • Rodrigo Maia de Pádua, Jadel Müller Kratz, Jennifer Munkert, Jéssica Wildgrube Bertol, Caroline Rigotto, Daniela Schuster, Vinícius Gonçalves Maltarollo, Wolfgang Kreis, Cláudia Maria Oliveira Simões, Fernão Castro Braga. Effects of Lipophilicity and Structural Features on the Antiherpes Activity of Digitalis Cardenolides and Derivatives. Chemistry & biodiversity. 2022 Oct; 19(10):e202200411. doi: 10.1002/cbdv.202200411. [PMID: 36085355]
  • Ying-Hong Pei, Ning-Ning Yan, Hui-Fang Zhang, Shu-Ting Zhang, Zi-Zhong Tang, Yan Huang, Tao Chen, Shi-Ling Feng, Chun-Bang Ding, Shu Yuan, Ming Yuan. Physicochemical Characterization of a Fern Polysaccharide from Alsophila spinulosa Leaf and Its Anti-Aging Activity in Caenorhabditis elegans. Chemistry & biodiversity. 2022 Oct; 19(10):e202200156. doi: 10.1002/cbdv.202200156. [PMID: 36039474]
  • Mengli Chang, Shuyuan Shi, Huiping Liu, Jianqiu Tu, Zhiqian Yan, Suyun Ding. Extraction, characterization, and in vivo antitumor activity of a novel polysaccharide from Coriandrum sativum L. Journal of food biochemistry. 2022 10; 46(10):e14323. doi: 10.1111/jfbc.14323. [PMID: 35867013]
  • Lina Sang, Guoju Chen, Jiahao Cao, Juanxu Liu, Yixun Yu. PhRHMs play important roles in leaf and flower development and anthocyanin synthesis in petunia. Physiologia plantarum. 2022 Sep; 174(5):e13773. doi: 10.1111/ppl.13773. [PMID: 36066309]
  • Yongjing Yang, Xingxing Yin, Dejun Zhang, Benyin Zhang, Jie Lu, Xuehong Wang. Structural Characteristics, Antioxidant, and Immunostimulatory Activities of an Acidic Polysaccharide from Raspberry Pulp. Molecules (Basel, Switzerland). 2022 Jul; 27(14):. doi: 10.3390/molecules27144385. [PMID: 35889258]
  • Ben J Lee, Tessa R Flood, Ania M Hiles, Ella F Walker, Lucy E V Wheeler, Kimberly M Ashdown, Mark E T Willems, Rianne Costello, Luke D Greisler, Phebe A Romano, Garrett W Hill, Matthew R Kuennen. Anthocyanin-Rich Blackcurrant Extract Preserves Gastrointestinal Barrier Permeability and Reduces Enterocyte Damage but Has No Effect on Microbial Translocation and Inflammation After Exertional Heat Stress. International journal of sport nutrition and exercise metabolism. 2022 Jul; 32(4):265-274. doi: 10.1123/ijsnem.2021-0330. [PMID: 35287112]
  • Wan-Tong Yu, Kang-Xin Hou, Xin-Yao Su, Xiao-Li Zhang, Jie Qiu, Cai-Xia Wang, Qiang Xue, Jin-Long Liu. [Cloning and expression analysis of UDP-rhamnose synthase from Citrus sinensis]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2022 Jun; 47(12):3208-3214. doi: 10.19540/j.cnki.cjcmm.20220216.101. [PMID: 35851113]
  • Liangliang Mu, Xiaoxue Yin, Weiwei Qi, Jiadong Li, Hao Bai, Nuo Chen, Yanjian Yang, Bei Wang, Jianmin Ye. An l-rhamnose-binding lectin from Nile tilapia (Oreochromis niloticus) possesses agglutination activity and regulates inflammation, phagocytosis and respiratory burst of monocytes/macrophages. Developmental and comparative immunology. 2022 01; 126(?):104256. doi: 10.1016/j.dci.2021.104256. [PMID: 34517013]
  • Kaijie Wang, Juntong Guo, Junxia Cheng, Xinghua Zhao, Bohan Ma, Xingbin Yang, Hongjun Shao. Ultrasound-assisted extraction of polysaccharide from spent Lentinus edodes substrate: Process optimization, precipitation, structural characterization and antioxidant activity. International journal of biological macromolecules. 2021 Nov; 191(?):1038-1045. doi: 10.1016/j.ijbiomac.2021.09.174. [PMID: 34599988]
  • Xi-Lin Ouyang, Tian-Hua Ma, Gui-Liang Xie, Shan Chen, Heng-Shan Wang, Qiang Jia, En-De Zhang, Jing-Hua Huang. Acetylated Rhamnose Triterpenoid Saponins from Glechoma longituba Analyzed by LC-Q-TOFMS. Chemistry & biodiversity. 2021 Nov; 18(11):e2100272. doi: 10.1002/cbdv.202100272. [PMID: 34532975]
  • Xin Meng, Yiwu Pan, Tao Liu, Chen Luo, Shuli Man, Yongmin Zhang, Yan Zhang. Synthesis of novel diosgenyl saponin analogs and evaluation effects of rhamnose moeity on their cytotoxic activity. Carbohydrate research. 2021 Aug; 506(?):108359. doi: 10.1016/j.carres.2021.108359. [PMID: 34102543]
  • Yu Yang, Yifan Chang, Yi Wu, Hairong Liu, Qishan Liu, Zuzhe Kang, Man Wu, Hong Yin, Jinyou Duan. A homogeneous polysaccharide from Lycium barbarum: Structural characterizations, anti-obesity effects and impacts on gut microbiota. International journal of biological macromolecules. 2021 Jul; 183(?):2074-2087. doi: 10.1016/j.ijbiomac.2021.05.209. [PMID: 34097961]
  • Zehra Jamil, Najeeha Talat Iqbal, Romana Idress, Zubair Ahmed, Kamran Sadiq, Indika Mallawaarachchi, Junaid Iqbal, Sana Syed, Aneeta Hotwani, Furqan Kabir, Kumail Ahmed, Sheraz Ahmed, Fayaz Umrani, Jennie Z Ma, Fatima Aziz, Adil Kalam, Sean R Moore, Syed Asad Ali. Gut integrity and duodenal enteropathogen burden in undernourished children with environmental enteric dysfunction. PLoS neglected tropical diseases. 2021 07; 15(7):e0009584. doi: 10.1371/journal.pntd.0009584. [PMID: 34264936]
  • Allen Yi-Lun Tsai, Yuka Iwamoto, Yoichi Tsumuraya, Morihiro Oota, Teruko Konishi, Shinsaku Ito, Toshihisa Kotake, Hayato Ishikawa, Shinichiro Sawa. Root-knot nematode chemotaxis is positively regulated by l-galactose sidechains of mucilage carbohydrate rhamnogalacturonan-I. Science advances. 2021 07; 7(27):. doi: 10.1126/sciadv.abh4182. [PMID: 34215589]
  • Andrew MacCabe, Gemma Sanmartín, Margarita Orejas. Identification of the genes encoding the catalytic steps corresponding to LRA4 (l-2-keto-3-deoxyrhamnonate aldolase) and l-lactaldehyde dehydrogenase in Aspergillus nidulans: evidence for involvement of the loci AN9425/lraD and AN0544/aldA in the l-rhamnose catabolic pathway. Environmental microbiology. 2021 05; 23(5):2420-2432. doi: 10.1111/1462-2920.15439. [PMID: 33615657]
  • Konstantinos Koudounas. Players in pectin production: rhamnose transporters affect the length of rhamnogalacturonan-I. Plant physiology. 2021 04; 185(3):759-760. doi: 10.1093/plphys/kiaa104. [PMID: 33793931]
  • Marius Herzog, Lei Li, Christian C Blesken, Gina Welsing, Till Tiso, Lars M Blank, Roland Winter. Impact of the number of rhamnose moieties of rhamnolipids on the structure, lateral organization and morphology of model biomembranes. Soft matter. 2021 Mar; 17(11):3191-3206. doi: 10.1039/d0sm01934h. [PMID: 33621291]
  • Isabel Schumacher, Tohnyui Ndinyanka Fabrice, Marie-Therese Abdou, Benjamin M Kuhn, Aline Voxeur, Aline Herger, Stefan Roffler, Laurent Bigler, Thomas Wicker, Christoph Ringli. Defects in Cell Wall Differentiation of the Arabidopsis Mutant rol1-2 Is Dependent on Cyclin-Dependent Kinase CDK8. Cells. 2021 03; 10(3):. doi: 10.3390/cells10030685. [PMID: 33808926]
  • Njinga Ngaitad Stanislaus, Sule Mohammed Ibrahim, Pateh Umar Usman, Hassan Halimatu Sa'adiya, Magaji Mohammed Garba, Abdullahi Sa'ad Toyin, Bakare-Odunola Taibat Moji, Ache Roland Ndifor, Egharevba Godshelp Osas, Shittu Abiodun Oyetunji, Salawu Muritala Salawu. Antimicrobial and antioxidant activity of catechin-3-o-rhamnoside isolated from the stem bark of Lannea kerstingii Engl. and K. Krause (Anacardiaceae). Pakistan journal of pharmaceutical sciences. 2021 Mar; 34(2):629-634. doi: . [PMID: 34275839]
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