Ganglioside GM2 (BioDeep_00000845219)
代谢物信息卡片
化学式: C67H121N3O26 (1383.8237886000002)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCCCCCCCCCCCCCCCCC(=O)NC(COC1C(C(C(C(O1)CO)OC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)O)O)NC(=O)C)OC4(CC(C(C(O4)C(C(CO)O)O)NC(=O)C)O)C(=O)O)O)O)O)C(C=CCCCCCCCCCCCCC)O
InChI: InChI=1S/C67H121N3O26/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-50(80)70-43(44(77)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2)40-89-64-57(85)56(84)59(48(38-73)91-64)93-65-58(86)62(60(49(39-74)92-65)94-63-52(69-42(4)76)55(83)54(82)47(37-72)90-63)96-67(66(87)88)35-45(78)51(68-41(3)75)61(95-67)53(81)46(79)36-71/h31,33,43-49,51-65,71-74,77-79,81-86H,5-30,32,34-40H2,1-4H3,(H,68,75)(H,69,76)(H,70,80)(H,87,88)/b33-31+/t43-,44+,45-,46+,47+,48+,49+,51+,52+,53+,54-,55+,56+,57+,58+,59+,60-,61+,62+,63-,64+,65-,67-/m0/s1
数据库引用编号
分类词条
相关代谢途径
Reactome(0)
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代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
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Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
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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
- Natalie M Deschenes, Camilyn Cheng, Alex E Ryckman, Brianna M Quinville, Prem Khanal, Melissa Mitchell, Zhilin Chen, Waheed Sangrar, Steven J Gray, Jagdeep S Walia. Biochemical Correction of GM2 Ganglioside Accumulation in AB-Variant GM2 Gangliosidosis.
International journal of molecular sciences.
2023 May; 24(11):. doi:
10.3390/ijms24119217
. [PMID: 37298170] - S K Halstead, D S Gourlay, J Penderis, E Bianchi, M Dondi, A Wessmann, M Musteata, M Le Chevoir, L Martinez-Anton, S F M Bhatti, H Volk, I Mateo, A Tipold, E Ives, A Pakozdy, R Gutierrez-Quintana, J Brocal, Z Whitehead, N Granger, P Pazzi, T Harcourt-Brown, R José-López, S Rupp, H C Schenk, P Smith, G Gandini, M Menchetti, V Mortera-Balsa, C Rusbridge, A Tauro, F Cozzi, M Deutschland, F Tirrito, P Freeman, M Lowrie, M R Jackson, H J Willison, A Rupp. Serum anti-GM2 and anti-GalNAc-GD1a IgG antibodies are biomarkers for acute canine polyradiculoneuritis.
The Journal of small animal practice.
2022 02; 63(2):104-112. doi:
10.1111/jsap.13439
. [PMID: 34791652] - Krajang Talabnin, Chutima Talabnin, Tadahiro Kumagai, Nuchanard Sutatum, Juthamas Khiaowichit, Chawaboon Dechsukhum, Mayumi Ishihara, Parastoo Azadi, Banchob Sripa. Ganglioside GM2: a potential biomarker for cholangiocarcinoma.
The Journal of international medical research.
2020 Jul; 48(7):300060520903216. doi:
10.1177/0300060520903216
. [PMID: 32692591] - Youssef M Mousa, Ihab M Abdallah, Misako Hwang, Douglas R Martin, Amal Kaddoumi. Amylin and pramlintide modulate γ-secretase level and APP processing in lipid rafts.
Scientific reports.
2020 02; 10(1):3751. doi:
10.1038/s41598-020-60664-5
. [PMID: 32111883] - Carmen Bedia, Miriam Badia, Laia Muixí, Thierry Levade, Romà Tauler, Angels Sierra. GM2-GM3 gangliosides ratio is dependent on GRP94 through down-regulation of GM2-AP cofactor in brain metastasis cells.
Scientific reports.
2019 10; 9(1):14241. doi:
10.1038/s41598-019-50761-5
. [PMID: 31578452] - Susi Anheuser, Bernadette Breiden, Konrad Sandhoff. Ganglioside GM2 catabolism is inhibited by storage compounds of mucopolysaccharidoses and by cationic amphiphilic drugs.
Molecular genetics and metabolism.
2019 Sep; 128(1-2):75-83. doi:
10.1016/j.ymgme.2019.04.007
. [PMID: 31097363] - Susi Anheuser, Bernadette Breiden, Konrad Sandhoff. Membrane lipids and their degradation compounds control GM2 catabolism at intralysosomal luminal vesicles.
Journal of lipid research.
2019 06; 60(6):1099-1111. doi:
10.1194/jlr.m092551
. [PMID: 30988135] - Liyuan Zhu, Xiaolong Hu, Dhiraj Kumar, Fei Chen, Yongjie Feng, Min Zhu, Zi Liang, Lixu Huang, Lei Yu, Jian Xu, Renyu Xue, Guangli Cao, Chengliang Gong. Both ganglioside GM2 and cholesterol in the cell membrane are essential for Bombyx mori cypovirus cell entry.
Developmental and comparative immunology.
2018 11; 88(?):161-168. doi:
10.1016/j.dci.2018.07.011
. [PMID: 30031014] - Pratik Krishnan, Akshi Singla, Chin-An Lee, Joshua D Weatherston, Nolan C Worstell, Hung-Jen Wu. Hetero-multivalent binding of cholera toxin subunit B with glycolipid mixtures.
Colloids and surfaces. B, Biointerfaces.
2017 Dec; 160(?):281-288. doi:
10.1016/j.colsurfb.2017.09.035
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Biochimica et biophysica acta. General subjects.
2017 Oct; 1861(10):2494-2506. doi:
10.1016/j.bbagen.2017.07.012
. [PMID: 28734966] - Zhifang Zhou, Satadru S Mandal, Guochao Liao, Jiatong Guo, Zhongwu Guo. Synthesis and Evaluation of GM2-Monophosphoryl Lipid A Conjugate as a Fully Synthetic Self-Adjuvant Cancer Vaccine.
Scientific reports.
2017 09; 7(1):11403. doi:
10.1038/s41598-017-11500-w
. [PMID: 28900154] - Martin Dufresne, Daniel Guneysu, Nathan Heath Patterson, Mieczyslaw Martin Marcinkiewicz, Anthony Regina, Michel Demeule, Pierre Chaurand. Multimodal detection of GM2 and GM3 lipid species in the brain of mucopolysaccharidosis type II mouse by serial imaging mass spectrometry and immunohistochemistry.
Analytical and bioanalytical chemistry.
2017 Feb; 409(5):1425-1433. doi:
10.1007/s00216-016-0076-x
. [PMID: 27873002] - Naoko Komura, Kenichi G N Suzuki, Hiromune Ando, Miku Konishi, Akihiro Imamura, Hideharu Ishida, Akihiro Kusumi, Makoto Kiso. Syntheses of Fluorescent Gangliosides for the Studies of Raft Domains.
Methods in enzymology.
2017; 597(?):239-263. doi:
10.1016/bs.mie.2017.06.004
. [PMID: 28935104] - Heike Wolf, Markus Damme, Stijn Stroobants, Rudi D'Hooge, Hans Christian Beck, Irm Hermans-Borgmeyer, Renate Lüllmann-Rauch, Thomas Dierks, Torben Lübke. A mouse model for fucosidosis recapitulates storage pathology and neurological features of the milder form of the human disease.
Disease models & mechanisms.
2016 09; 9(9):1015-28. doi:
10.1242/dmm.025122
. [PMID: 27491075] - Hidetoshi Ishigaki, Takuya Hiraide, Yoshifumi Miyagi, Taiju Hayashi, Tomoko Matsubayashi, Ayumi Shimoda, Susumu Kusunoki, Tokiko Fukuda. Childhood-Onset Multifocal Motor Neuropathy With Immunoglobulin M Antibodies to Gangliosides GM1 and GM2: A Case Report and Review of the Literature.
Pediatric neurology.
2016 09; 62(?):51-7. doi:
10.1016/j.pediatrneurol.2016.03.017
. [PMID: 27400822] - Nolan C Worstell, Pratik Krishnan, Joshua D Weatherston, Hung-Jen Wu. Binding Cooperativity Matters: A GM1-Like Ganglioside-Cholera Toxin B Subunit Binding Study Using a Nanocube-Based Lipid Bilayer Array.
PloS one.
2016; 11(4):e0153265. doi:
10.1371/journal.pone.0153265
. [PMID: 27070150] - Susi Anheuser, Bernadette Breiden, Günter Schwarzmann, Konrad Sandhoff. Membrane lipids regulate ganglioside GM2 catabolism and GM2 activator protein activity.
Journal of lipid research.
2015 Sep; 56(9):1747-61. doi:
10.1194/jlr.m061036
. [PMID: 26175473] - Maria Fuller, Stephen Duplock, Leanne K Hein, Brigitte A Rigat, Don J Mahuran. Liquid chromatography/electrospray ionisation-tandem mass spectrometry quantification of GM2 gangliosides in human peripheral cells and plasma.
Analytical biochemistry.
2014 Aug; 458(?):20-6. doi:
10.1016/j.ab.2014.04.018
. [PMID: 24769373] - Angie Rupp, Madeleine E Cunningham, Denggao Yao, Koichi Furukawa, Hugh J Willison. The effects of age and ganglioside composition on the rate of motor nerve terminal regeneration following antibody-mediated injury in mice.
Synapse (New York, N.Y.).
2013 Jul; 67(7):382-9. doi:
10.1002/syn.21648
. [PMID: 23401234] - Takumi Yamaguchi, Tsuyoshi Uno, Yoshinori Uekusa, Maho Yagi-Utsumi, Koichi Kato. Ganglioside-embedding small bicelles for probing membrane-landing processes of intrinsically disordered proteins.
Chemical communications (Cambridge, England).
2013 Feb; 49(12):1235-7. doi:
10.1039/c2cc38016a
. [PMID: 23296043] - G Dawson, M Fuller, K M Helmsley, J J Hopwood. Abnormal gangliosides are localized in lipid rafts in Sanfilippo (MPS3a) mouse brain.
Neurochemical research.
2012 Jun; 37(6):1372-80. doi:
10.1007/s11064-012-0761-x
. [PMID: 22484966] - Serene Keilani, Yi Lun, Anthony C Stevens, Hadis N Williams, Eric R Sjoberg, Richie Khanna, Kenneth J Valenzano, Frederic Checler, Joseph D Buxbaum, Katsuhiko Yanagisawa, David J Lockhart, Brandon A Wustman, Sam Gandy. Lysosomal dysfunction in a mouse model of Sandhoff disease leads to accumulation of ganglioside-bound amyloid-β peptide.
The Journal of neuroscience : the official journal of the Society for Neuroscience.
2012 Apr; 32(15):5223-36. doi:
10.1523/jneurosci.4860-11.2012
. [PMID: 22496568] - Takao Hoshino, Yumiko Uchiyama, Eiichi Ito, Shunsuke Osawa, Takashi Ohashi. Simultaneous development of acute disseminated encephalomyelitis and Guillain-Barré syndrome associated with H1N1 09 influenza vaccination.
Internal medicine (Tokyo, Japan).
2012; 51(12):1595-8. doi:
10.2169/internalmedicine.51.7132
. [PMID: 22728497] - Z Pernber, K Blennow, N Bogdanovic, J-E Månsson, M Blomqvist. Altered distribution of the gangliosides GM1 and GM2 in Alzheimer's disease.
Dementia and geriatric cognitive disorders.
2012; 33(2-3):174-88. doi:
10.1159/000338181
. [PMID: 22572791] - Fiona L Wilkinson, Rebecca J Holley, Kia J Langford-Smith, Soumya Badrinath, Aiyin Liao, Alex Langford-Smith, Jonathan D Cooper, Simon A Jones, J Ed Wraith, Rob F Wynn, Catherine L R Merry, Brian W Bigger. Neuropathology in mouse models of mucopolysaccharidosis type I, IIIA and IIIB.
PloS one.
2012; 7(4):e35787. doi:
10.1371/journal.pone.0035787
. [PMID: 22558223] - Marine Hovakimyan, Oliver Stachs, Maria Reichard, Hermann Mascher, Jan Lukas, Moritz Johannes Frech, Rudolf Guthoff, Martin Witt, Arndt Rolfs, Andreas Wree. Morphological alterations of the cornea in the mouse model of niemann-pick disease type c1.
Cornea.
2011 Jul; 30(7):796-803. doi:
10.1097/ico.0b013e3182012a33
. [PMID: 21317782] - Kazuhiko Matsuoka, Tomomi Tamura, Daisuke Tsuji, Yukie Dohzono, Keisuke Kitakaze, Kazuki Ohno, Seiji Saito, Hitoshi Sakuraba, Kohji Itoh. Therapeutic potential of intracerebroventricular replacement of modified human β-hexosaminidase B for GM2 gangliosidosis.
Molecular therapy : the journal of the American Society of Gene Therapy.
2011 Jun; 19(6):1017-24. doi:
10.1038/mt.2011.27
. [PMID: 21487393] - Kishore K R Tetala, Astrid P Heikema, Aliaksei V Pukin, Carel A G M Weijers, Anne P Tio-Gillen, Michel Gilbert, Hubert P Endtz, Alex van Belkum, Han Zuilhof, Gerben M Visser, Bart C Jacobs, Teris A van Beek. Selective depletion of neuropathy-related antibodies from human serum by monolithic affinity columns containing ganglioside mimics.
Journal of medicinal chemistry.
2011 May; 54(10):3500-5. doi:
10.1021/jm101594s
. [PMID: 21488704] - Yuniel Fernández-Marrero, Tays Hernández, Lourdes Roque-Navarro, Ariel Talavera, Ernesto Moreno, Tania Griñán, Ana María Vázquez, Cristina Mateo de Acosta, Rolando Pérez, Alejandro López-Requena. Switching on cytotoxicity by a single mutation at the heavy chain variable region of an anti-ganglioside antibody.
Molecular immunology.
2011 Apr; 48(8):1059-67. doi:
10.1016/j.molimm.2011.01.008
. [PMID: 21306777] - Takashi Kodama, Tadayasu Togawa, Takahiro Tsukimura, Ikuo Kawashima, Kazuhiko Matsuoka, Keisuke Kitakaze, Daisuke Tsuji, Kohji Itoh, Yo-Ichi Ishida, Minoru Suzuki, Toshihiro Suzuki, Hitoshi Sakuraba. Lyso-GM2 ganglioside: a possible biomarker of Tay-Sachs disease and Sandhoff disease.
PloS one.
2011; 6(12):e29074. doi:
10.1371/journal.pone.0029074
. [PMID: 22205997] - Paola A Torres, Bai Jin Zeng, Brian F Porter, Joseph Alroy, Fred Horak, Joan Horak, Edwin H Kolodny. Tay-Sachs disease in Jacob sheep.
Molecular genetics and metabolism.
2010 Dec; 101(4):357-63. doi:
10.1016/j.ymgme.2010.08.006
. [PMID: 20817517] - Einat B Vitner, Frances M Platt, Anthony H Futerman. Common and uncommon pathogenic cascades in lysosomal storage diseases.
The Journal of biological chemistry.
2010 Jul; 285(27):20423-7. doi:
10.1074/jbc.r110.134452
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Journal of neurochemistry.
2010 Jun; 113(6):1525-35. doi:
10.1111/j.1471-4159.2010.06733.x
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Biochemical and biophysical research communications.
2009 Nov; 389(1):122-7. doi:
10.1016/j.bbrc.2009.08.105
. [PMID: 19706290] - Michaela Wendeler, Konrad Sandhoff. Hexosaminidase assays.
Glycoconjugate journal.
2009 Nov; 26(8):945-52. doi:
10.1007/s10719-008-9137-5
. [PMID: 18473163] - Kazuhiro Takimoto, Nariko Kawamura, Takeshi Kasama. Storage of gangliosides GM2 and fucosyl GM1 in the kidney of MCC strain of mastomys (Praomys coucha).
Journal of biochemistry.
2009 Sep; 146(3):439-47. doi:
10.1093/jb/mvp091
. [PMID: 19556222] - Motomi Arai, Susumu Kusunoki. [A case of multifocal motor neuropathy with IgM lambda anti-GM1 antibody and IgM kappa paraprotein reacting exclusively with GM2].
Rinsho shinkeigaku = Clinical neurology.
2009 Feb; 49(2-3):123-6. doi:
10.5692/clinicalneurol.49.123
. [PMID: 19348179] - Hao Li, Stephen D Turley, Benny Liu, Joyce J Repa, John M Dietschy. GM2/GD2 and GM3 gangliosides have no effect on cellular cholesterol pools or turnover in normal or NPC1 mice.
Journal of lipid research.
2008 Aug; 49(8):1816-28. doi:
10.1194/jlr.m800180-jlr200
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Analytical chemistry.
2008 Apr; 80(8):2780-8. doi:
10.1021/ac702350g
. [PMID: 18314967] - Rossana Pérez Aguilar, Susana Genta, Sara Sánchez. Renal gangliosides are involved in lead intoxication.
Journal of applied toxicology : JAT.
2008 Mar; 28(2):122-31. doi:
10.1002/jat.1256
. [PMID: 17503479] - Nidia Alvarez-Rueda, Stéphanie Leprieur, Béatrice Clémenceau, Stéphane Supiot, Véronique Sébille-Rivain, Alain Faivre-Chauvet, François Davodeau, François Paris, Jacques Barbet, Jacques Aubry, Stéphane Birklé. Binding activities and antitumor properties of a new mouse/human chimeric antibody specific for GD2 ganglioside antigen.
Clinical cancer research : an official journal of the American Association for Cancer Research.
2007 Sep; 13(18 Pt 2):5613s-5620s. doi:
10.1158/1078-0432.ccr-07-1057
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Journal of immunology (Baltimore, Md. : 1950).
2007 May; 178(10):6642-52. doi:
10.4049/jimmunol.178.10.6642
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Biochemistry.
2007 Feb; 46(7):1868-77. doi:
10.1021/bi061749a
. [PMID: 17253773] - Jianfa Duan, Jie Zhang, Yongfang Zhao, Fuyu Yang, Xujia Zhang. Ganglioside GM2 modulates the erythrocyte Ca2+-ATPase through its binding to the calmodulin-binding domain and its 'receptor'.
Archives of biochemistry and biophysics.
2006 Oct; 454(2):155-9. doi:
10.1016/j.abb.2006.08.012
. [PMID: 16962990] - K Kaida, M Kanzaki, D Morita, K Kamakura, K Motoyoshi, M Hirakawa, S Kusunoki. Anti-ganglioside complex antibodies in Miller Fisher syndrome.
Journal of neurology, neurosurgery, and psychiatry.
2006 Sep; 77(9):1043-6. doi:
10.1136/jnnp.2006.087940
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Cancer research.
2006 Jul; 66(13):6816-25. doi:
10.1158/0008-5472.can-06-0250
. [PMID: 16818659] - Tomoaki Fuse, Hiromune Ando, Akihiro Imamura, Naoki Sawada, Hideharu Ishida, Makoto Kiso, Takayuki Ando, Su-Chen Li, Yu-Teh Li. Synthesis and enzymatic susceptibility of a series of novel GM2 analogs.
Glycoconjugate journal.
2006 Jul; 23(5-6):329-43. doi:
10.1007/s10719-006-5704-9
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Journal of biotechnology.
2006 Jun; 124(1):284-301. doi:
10.1016/j.jbiotec.2006.03.032
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Journal of cellular biochemistry.
2006 Apr; 97(5):893-903. doi:
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. [PMID: 16408301] - Günter Schwarzmann, Michaela Wendeler, Konrad Sandhoff. Synthesis of novel NBD-GM1 and NBD-GM2 for the transfer activity of GM2-activator protein by a FRET-based assay system.
Glycobiology.
2005 Dec; 15(12):1302-11. doi:
10.1093/glycob/cwj018
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FEBS letters.
2005 Oct; 579(25):5501-6. doi:
10.1016/j.febslet.2005.08.081
. [PMID: 16212960] - Seigo Usuki, Juan Sanchez, Toshio Ariga, Iku Utsunomiya, Kyoji Taguchi, Michael H Rivner, Robert K Yu. AIDP and CIDP having specific antibodies to the carbohydrate epitope (-NeuAcalpha2-8NeuAcalpha2-3Galbeta1-4Glc-) of gangliosides.
Journal of the neurological sciences.
2005 May; 232(1-2):37-44. doi:
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Journal of the neurological sciences.
2004 Oct; 225(1-2):51-5. doi:
10.1016/j.jns.2004.06.017
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FEBS letters.
2004 Jun; 567(2-3):203-8. doi:
10.1016/j.febslet.2004.04.060
. [PMID: 15178323] - Michaela Wendeler, Joerg Hoernschemeyer, Michael John, Norbert Werth, Maike Schoeniger, Thorsten Lemm, Rudolf Hartmann, Horst Kessler, Konrad Sandhoff. Expression of the GM2-activator protein in the methylotrophic yeast Pichia pastoris, purification, isotopic labeling, and biophysical characterization.
Protein expression and purification.
2004 Mar; 34(1):147-57. doi:
10.1016/j.pep.2003.11.010
. [PMID: 14766311] - Thil Batuwangala, Dawn Shepherd, Stephan D Gadola, Kevin J C Gibson, Nathan R Zaccai, Alan R Fersht, Gurdyal S Besra, Vincenzo Cerundolo, E Yvonne Jones. The crystal structure of human CD1b with a bound bacterial glycolipid.
Journal of immunology (Baltimore, Md. : 1950).
2004 Feb; 172(4):2382-8. doi:
10.4049/jimmunol.172.4.2382
. [PMID: 14764708] - Michaela Wendeler, Joerg Hoernschemeyer, Daniel Hoffmann, Thomas Kolter, Guenter Schwarzmann, Konrad Sandhoff. Photoaffinity labelling of the human GM2-activator protein. Mechanistic insight into ganglioside GM2 degradation.
European journal of biochemistry.
2004 Feb; 271(3):614-27. doi:
10.1111/j.1432-1033.2003.03964.x
. [PMID: 14728689] - Akira Yamaguchi, Kayoko Katsuyama, Kiyotaka Nagahama, Toshiyuki Takai, Ichiro Aoki, Shoji Yamanaka. Possible role of autoantibodies in the pathophysiology of GM2 gangliosidoses.
The Journal of clinical investigation.
2004 Jan; 113(2):200-8. doi:
10.1172/jci19639
. [PMID: 14722612] - Osamu Yamato, Hiroyuki Satoh, Naoaki Matsuki, Kenichiro Ono, Masahiro Yamasaki, Yoshimitsu Maede. Laboratory diagnosis of canine GM2-gangliosidosis using blood and cerebrospinal fluid.
Journal of veterinary diagnostic investigation : official publication of the American Association of Veterinary Laboratory Diagnosticians, Inc.
2004 Jan; 16(1):39-44. doi:
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