Kifunensine (BioDeep_00000313900)
PANOMIX_OTCML-2023
代谢物信息卡片
hexahydro-6R,7S,8aS-trihydroxy-5R-(hydroxymethyl)-imidazo[1,2-a]pyridine-2,3-dione
化学式: C8H12N2O6 (232.0695332)
中文名称: 几夫碱
谱图信息:
最多检出来源 Chinese Herbal Medicine(otcml) 45.45%
分子结构信息
SMILES: C(C1C(C(C(C2N1C(=O)C(=O)N2)O)O)O)O
InChI: InChI=1S/C8H12N2O6/c11-1-2-3(12)4(13)5(14)6-9-7(15)8(16)10(2)6/h2-6,11-14H,1H2,(H,9,15)/t2-,3-,4+,5+,6+/m1/s1
描述信息
D004791 - Enzyme Inhibitors
Kifunensine, a potent and selective inhibitor of class I α-mannosidases isolated from Actinomycete, prevents α-mannosidases I from trimming mannose residues on glycoproteins. Kifunensine inhibits ERAD[1][2][3].
同义名列表
数据库引用编号
7 个数据库交叉引用编号
- PubChem: 130611
- Metlin: METLIN45180
- DrugBank: DB02742
- ChEMBL: CHEMBL1233851
- CAS: 109944-15-2
- PMhub: MS000087485
- medchemexpress: HY-19332
分类词条
相关代谢途径
Reactome(0)
BioCyc(2)
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)
0 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
- Qi Yang, Thomas A Hughes, Anju Kelkar, Xinheng Yu, Kai Cheng, Sheldon Park, Wei-Chiao Huang, Jonathan F Lovell, Sriram Neelamegham. Inhibition of SARS-CoV-2 viral entry upon blocking N- and O-glycan elaboration.
eLife.
2020 10; 9(?):. doi:
10.7554/elife.61552. [PMID: 33103998] - Kantharakorn Macharoen, Qiongyu Li, Veronica A Márquez-Escobar, Jasmine M Corbin, Carlito B Lebrilla, Somen Nandi, Karen A McDonald. Effects of Kifunensine on Production and N-Glycosylation Modification of Butyrylcholinesterase in a Transgenic Rice Cell Culture Bioreactor.
International journal of molecular sciences.
2020 Sep; 21(18):. doi:
10.3390/ijms21186896. [PMID: 32962231] - Tianshu Chen, Huchen Zhang, Guanting Niu, Shuo Zhang, Zhi Hong. Multiple N-glycans cooperate in balancing misfolded BRI1 secretion and ER retention.
Plant molecular biology.
2020 Jul; 103(4-5):581-596. doi:
10.1007/s11103-020-01012-z. [PMID: 32409993] - Yosuke Osaki, Koji Matsuhisa, Wang Che, Masayuki Kaneko, Rie Asada, Takao Masaki, Kazunori Imaizumi, Atsushi Saito. Calnexin promotes the folding of mutant iduronate 2-sulfatase related to mucopolysaccharidosis type II.
Biochemical and biophysical research communications.
2019 06; 514(1):217-223. doi:
10.1016/j.bbrc.2019.04.115. [PMID: 31029429] - Hong-Yeol Choi, Heajin Park, Jong Kwang Hong, Sun-Dal Kim, Jun-Young Kwon, SeungKwan You, Jonghye Do, Dong-Yup Lee, Ha Hyung Kim, Dong-Il Kim. N-glycan Remodeling Using Mannosidase Inhibitors to Increase High-mannose Glycans on Acid α-Glucosidase in Transgenic Rice Cell Cultures.
Scientific reports.
2018 10; 8(1):16130. doi:
10.1038/s41598-018-34438-z. [PMID: 30382146] - Viktor Brovkovych, Yasir Izhar, Jeanne M Danes, Oleskii Dubrovskyi, Isin T Sakallioglu, Lauren M Morrow, G Ekin Atilla-Gokcumen, Jonna Frasor. Fatostatin induces pro- and anti-apoptotic lipid accumulation in breast cancer.
Oncogenesis.
2018 Aug; 7(8):66. doi:
10.1038/s41389-018-0076-0. [PMID: 30140005] - Yongao Xiong, Qiongyu Li, Muchena J Kailemia, Carlito B Lebrilla, Somen Nandi, Karen A McDonald. Glycoform Modification of Secreted Recombinant Glycoproteins through Kifunensine Addition during Transient Vacuum Agroinfiltration.
International journal of molecular sciences.
2018 Mar; 19(3):. doi:
10.3390/ijms19030890. [PMID: 29562594] - Yu-Min Lin, Hung-Yu Sun, Wen-Tai Chiu, Hui-Chen Su, Yu-Chieh Chien, Lee-Won Chong, Hung-Chuen Chang, Chyi-Huey Bai, Kung-Chia Young, Chiung-Wen Tsao. Calcitriol Inhibits HCV Infection via Blockade of Activation of PPAR and Interference with Endoplasmic Reticulum-Associated Degradation.
Viruses.
2018 01; 10(2):. doi:
10.3390/v10020057. [PMID: 29385741] - Joana Gomes, Patrícia Gomes-Alves, Sofia B Carvalho, Cristina Peixoto, Paula M Alves, Peter Altevogt, Julia Costa. Extracellular Vesicles from Ovarian Carcinoma Cells Display Specific Glycosignatures.
Biomolecules.
2015 Aug; 5(3):1741-61. doi:
10.3390/biom5031741. [PMID: 26248080] - Gholamreza Babajani, Allison R Kermode. Alteration of the proteostasis network of plant cells promotes the post-endoplasmic reticulum trafficking of recombinant mutant (L444P) human β-glucocerebrosidase.
Plant signaling & behavior.
2014; 9(3):e28714. doi:
10.4161/psb.28714. [PMID: 24713615] - H Song, Y Chu, H Zhang, X Wang, T Zhang, M Qiu, H Wu, Z Wu. Epitope specificity of cross-clade neutralizing sera from Chinese HIV-1-positive individuals.
Scandinavian journal of immunology.
2013 Oct; 78(4):357-70. doi:
10.1111/sji.12091. [PMID: 23808939] - Sebastian Hassler, Lilia Lemke, Benjamin Jung, Torsten Möhlmann, Falco Krüger, Karin Schumacher, Luca Espen, Enrico Martinoia, H Ekkehard Neuhaus. Lack of the Golgi phosphate transporter PHT4;6 causes strong developmental defects, constitutively activated disease resistance mechanisms and altered intracellular phosphate compartmentation in Arabidopsis.
The Plant journal : for cell and molecular biology.
2012 Dec; 72(5):732-44. doi:
10.1111/j.1365-313x.2012.05106.x. [PMID: 22788523] - Di Mo, Simone A Costa, Gudrun Ihrke, Robert T Youker, Nuria Pastor-Soler, Rebecca P Hughey, Ora A Weisz. Sialylation of N-linked glycans mediates apical delivery of endolyn in MDCK cells via a galectin-9-dependent mechanism.
Molecular biology of the cell.
2012 Sep; 23(18):3636-46. doi:
10.1091/mbc.e12-04-0329. [PMID: 22855528] - Young-Woong Kim, Jinah Park, Hyun-Ju Lee, So-Young Lee, Seong-Jin Kim. TGF-β sensitivity is determined by N-linked glycosylation of the type II TGF-β receptor.
The Biochemical journal.
2012 Aug; 445(3):403-11. doi:
10.1042/bj20111923. [PMID: 22571197] - Hua Su, Conner B Carter, Otto Fröhlich, Richard D Cummings, Guangping Chen. Glycoforms of UT-A3 urea transporter with poly-N-acetyllactosamine glycosylation have enhanced transport activity.
American journal of physiology. Renal physiology.
2012 Jul; 303(2):F201-8. doi:
10.1152/ajprenal.00140.2012. [PMID: 22535801] - Marcella Yu, Darren Brown, Chae Reed, Shan Chung, Jeff Lutman, Eric Stefanich, Anne Wong, Jean-Philippe Stephan, Robert Bayer. Production, characterization, and pharmacokinetic properties of antibodies with N-linked mannose-5 glycans.
mAbs.
2012 Jul; 4(4):475-87. doi:
10.4161/mabs.20737. [PMID: 22699308] - Iliyana Mikell, Leonidas Stamatatos. Evolution of cross-neutralizing antibody specificities to the CD4-BS and the carbohydrate cloak of the HIV Env in an HIV-1-infected subject.
PloS one.
2012; 7(11):e49610. doi:
10.1371/journal.pone.0049610. [PMID: 23152926] - Joanne E Nettleship, Nahid Rahman-Huq, Raymond J Owens. The production of glycoproteins by transient expression in Mammalian cells.
Methods in molecular biology (Clifton, N.J.).
2009; 498(?):245-63. doi:
10.1007/978-1-59745-196-3_16. [PMID: 18988030] - Marc Bartoli, Evelyne Gicquel, Laetitia Barrault, Tayebeh Soheili, Marie Malissen, Bernard Malissen, Nathalie Vincent-Lacaze, Norma Perez, Bjarne Udd, Olivier Danos, Isabelle Richard. Mannosidase I inhibition rescues the human alpha-sarcoglycan R77C recurrent mutation.
Human molecular genetics.
2008 May; 17(9):1214-21. doi:
10.1093/hmg/ddn029. [PMID: 18252745] - Qun Zhou, Srinivas Shankara, Andre Roy, Huawei Qiu, Scott Estes, Alison McVie-Wylie, Kerry Culm-Merdek, Anna Park, Clark Pan, Tim Edmunds. Development of a simple and rapid method for producing non-fucosylated oligomannose containing antibodies with increased effector function.
Biotechnology and bioengineering.
2008 Feb; 99(3):652-65. doi:
10.1002/bit.21598. [PMID: 17680659] - Christopher N Scanlan, Gayle E Ritchie, Kavitha Baruah, Max Crispin, David J Harvey, Bernhard B Singer, Lothar Lucka, Mark R Wormald, Paul Wentworth, Nicole Zitzmann, Pauline M Rudd, Dennis R Burton, Raymond A Dwek. Inhibition of mammalian glycan biosynthesis produces non-self antigens for a broadly neutralising, HIV-1 specific antibody.
Journal of molecular biology.
2007 Sep; 372(1):16-22. doi:
10.1016/j.jmb.2007.06.027. [PMID: 17631311] - Norihito Kawasaki, Ichiro Matsuo, Kiichiro Totani, Daisuke Nawa, Noriko Suzuki, Daisuke Yamaguchi, Naoki Matsumoto, Yukishige Ito, Kazuo Yamamoto. Detection of weak sugar binding activity of VIP36 using VIP36-streptavidin complex and membrane-based sugar chains.
Journal of biochemistry.
2007 Feb; 141(2):221-9. doi:
10.1093/jb/mvm024. [PMID: 17169971] - Max Crispin, David J Harvey, Veronica T Chang, Chao Yu, A Radu Aricescu, E Yvonne Jones, Simon J Davis, Raymond A Dwek, Pauline M Rudd. Inhibition of hybrid- and complex-type glycosylation reveals the presence of the GlcNAc transferase I-independent fucosylation pathway.
Glycobiology.
2006 Aug; 16(8):748-56. doi:
10.1093/glycob/cwj119. [PMID: 16672288] - Monika Slominska-Wojewodzka, Tone F Gregers, Sébastien Wälchli, Kirsten Sandvig. EDEM is involved in retrotranslocation of ricin from the endoplasmic reticulum to the cytosol.
Molecular biology of the cell.
2006 Apr; 17(4):1664-75. doi:
10.1091/mbc.e05-10-0961. [PMID: 16452630] - Christopher M Cabral, Yan Liu, Kelley W Moremen, Richard N Sifers. Organizational diversity among distinct glycoprotein endoplasmic reticulum-associated degradation programs.
Molecular biology of the cell.
2002 Aug; 13(8):2639-50. doi:
10.1091/mbc.e02-02-0068. [PMID: 12181335] - A D Tselepis, S A Karabina, D Stengel, R Piédagnel, M J Chapman, E Ninio. N-linked glycosylation of macrophage-derived PAF-AH is a major determinant of enzyme association with plasma HDL.
Journal of lipid research.
2001 Oct; 42(10):1645-54. doi:
10.1016/s0022-2275(20)32219-7. [PMID: 11590221] - N Hosokawa, I Wada, K Hasegawa, T Yorihuzi, L O Tremblay, A Herscovics, K Nagata. A novel ER alpha-mannosidase-like protein accelerates ER-associated degradation.
EMBO reports.
2001 May; 2(5):415-22. doi:
10.1093/embo-reports/kve084. [PMID: 11375934] - F Tokunaga, C Brostrom, T Koide, P Arvan. Endoplasmic reticulum (ER)-associated degradation of misfolded N-linked glycoproteins is suppressed upon inhibition of ER mannosidase I.
The Journal of biological chemistry.
2000 Dec; 275(52):40757-64. doi:
10.1074/jbc.m001073200. [PMID: 10984471] - S Chandrasekaran, M L Tanzer, M S Giniger. Oligomannosides initiate cell spreading of laminin-adherent murine melanoma cells.
The Journal of biological chemistry.
1994 Feb; 269(5):3356-66. doi:
NULL. [PMID: 8106375] - S Weng, R G Spiro. Demonstration that a kifunensine-resistant alpha-mannosidase with a unique processing action on N-linked oligosaccharides occurs in rat liver endoplasmic reticulum and various cultured cells.
The Journal of biological chemistry.
1993 Dec; 268(34):25656-63. doi:
. [PMID: 8245001] - A D Elbein. Glycosidase inhibitors: inhibitors of N-linked oligosaccharide processing.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology.
1991 Dec; 5(15):3055-63. doi:
10.1096/fasebj.5.15.1743438. [PMID: 1743438] - A D Elbein, J K Kerbacher, C J Schwartz, E A Sprague. Kifunensine inhibits glycoprotein processing and the function of the modified LDL receptor in endothelial cells.
Archives of biochemistry and biophysics.
1991 Jul; 288(1):177-84. doi:
10.1016/0003-9861(91)90181-h. [PMID: 1898016] - A D Elbein, J E Tropea, M Mitchell, G P Kaushal. Kifunensine, a potent inhibitor of the glycoprotein processing mannosidase I.
The Journal of biological chemistry.
1990 Sep; 265(26):15599-605. doi:
10.1016/s0021-9258(18)55439-9. [PMID: 2144287]