MET-enkephalin (BioDeep_00000003590)
Secondary id: BioDeep_00000015403
代谢物信息卡片
化学式: C27H35N5O7S (573.225708)
中文名称: 蛋氨酸脑啡肽三氟乙酸盐
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CSCCC(C(=O)O)NC(=O)C(CC1=CC=CC=C1)NC(=O)CNC(=O)CNC(=O)C(CC2=CC=C(C=C2)O)N
InChI: InChI=1S/C27H35N5O7S/c1-40-12-11-21(27(38)39)32-26(37)22(14-17-5-3-2-4-6-17)31-24(35)16-29-23(34)15-30-25(36)20(28)13-18-7-9-19(33)10-8-18/h2-10,20-22,33H,11-16,28H2,1H3,(H,29,34)(H,30,36)(H,31,35)(H,32,37)(H,38,39)/t20-,21-,22-/m0/s1
描述信息
A pentapeptide comprising L-tyrosine, glycine, glycine, L-phenylalanine and L-methionine residues joined in sequence by peptide linkages. It is an endogenous opioid peptide with antitumor, analgesic, and immune-boosting properties.
COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials, DrugBank
C78272 - Agent Affecting Nervous System > C67413 - Opioid Receptor Agonist
D018377 - Neurotransmitter Agents > D018847 - Opioid Peptides
D018377 - Neurotransmitter Agents > D004745 - Enkephalins
C308 - Immunotherapeutic Agent
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS
Tyr-Gly-Gly-Phe-Met-OH regulates human immune function and inhibits tumor growth via binding to the opioid receptor.
Tyr-Gly-Gly-Phe-Met-OH regulates human immune function and inhibits tumor growth via binding to the opioid receptor.
同义名列表
数据库引用编号
19 个数据库交叉引用编号
- ChEBI: CHEBI:6618
- KEGG: C11684
- KEGG: C75740
- PubChem: 443363
- PubChem: 42785
- Metlin: METLIN69152
- DrugBank: DB12668
- ChEMBL: CHEMBL214392
- ChEMBL: CHEMBL13786
- MeSH: Enkephalin, Methionine
- CAS: 58569-55-4
- CAS: 82362-17-2
- PMhub: MS000010133
- MetaboLights: MTBLC6618
- PubChem: 13849
- NIKKAJI: J246.108K
- RefMet: MET-enkephalin
- medchemexpress: HY-P0073
- KNApSAcK: 6618
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)
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
- Chaowei Li, Qi Chen, Yanrong Liu, Zhuwen Sun, Zhentong Shen, Shuhan Li, Dingrui Cha, Chao Sun. Methionine enkephalin promotes white fat browning through cAMP/PKA pathway.
Life sciences.
2023 Jan; 312(?):121189. doi:
10.1016/j.lfs.2022.121189
. [PMID: 36396109] - Chirag Patel, Ian S Zagon, Mason Pearce-Clawson, Patricia J McLaughlin. Timing of treatment with an endogenous opioid alters immune response and spinal cord pathology in female mice with experimental autoimmune encephalomyelitis.
Journal of neuroscience research.
2022 02; 100(2):551-563. doi:
10.1002/jnr.24983
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Experimental biology and medicine (Maywood, N.J.).
2021 03; 246(5):629-636. doi:
10.1177/1535370220972060
. [PMID: 33203224] - Chirag Patel, Mark D Meadowcroft, Ian S Zagon, Patricia J McLaughlin. [Met5]-enkephalin preserves diffusion metrics in EAE mice.
Brain research bulletin.
2020 12; 165(?):246-252. doi:
10.1016/j.brainresbull.2020.10.015
. [PMID: 33141073] - Qun Wang, Jianyin Miao, Konglong Feng, Jianhua Liu, Wei Li, Jun Li, Zhijie Yang, Yong Cao. Antibacterial action of peptide F1 against colistin resistance E. coli SHP45 (mcr-1).
Food & function.
2020 Nov; 11(11):10231-10241. doi:
10.1039/d0fo01923b
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Molecular medicine reports.
2020 Nov; 22(5):4351-4359. doi:
10.3892/mmr.2020.11501
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International journal of molecular sciences.
2020 Aug; 21(17):. doi:
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Journal of leukocyte biology.
2020 07; 108(1):215-228. doi:
10.1002/jlb.3ma0120-578r
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Endokrynologia Polska.
2020; 71(1):27-33. doi:
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. [PMID: 31681979] - Michelle W Ng, Julie Angerosa, Igor E Konstantinov, Michael M Cheung, Salvatore Pepe. Remote ischaemic preconditioning modifies serum apolipoprotein D, met-enkephalin, adenosine, and nitric oxide in healthy young adults.
Clinical and experimental pharmacology & physiology.
2019 11; 46(11):995-1000. doi:
10.1111/1440-1681.13150
. [PMID: 31361911] - Małgorzata Sobocińska, Artur Giełdoń, Jakub Fichna, Elżbieta Kamysz. 1-Substituted sialorphin analogues-synthesis, molecular modelling and in vitro effect on enkephalins degradation by NEP.
Amino acids.
2019 Aug; 51(8):1201-1207. doi:
10.1007/s00726-019-02760-z
. [PMID: 31302778] - Keying Zhang, Jing Yang, Na Ao, Shi Jin, Ruiqun Qi, Fengping Shan, Jian Du. Methionine enkephalin (MENK) regulates the immune pathogenesis of type 2 diabetes mellitus via the IL-33/ST2 pathway.
International immunopharmacology.
2019 Aug; 73(?):23-40. doi:
10.1016/j.intimp.2019.04.054
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Molecular neurobiology.
2019 Mar; 56(3):1578-1595. doi:
10.1007/s12035-018-1176-8
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Pharmacological reports : PR.
2019 Feb; 71(1):42-47. doi:
10.1016/j.pharep.2018.08.001
. [PMID: 30391790] - Aliye Ozalp, Begona Barroso, John Meijer, Cas van den Beld. Determination of methionine-enkephalin and leucine-enkephalin by LC-MS in human plasma: Study of pre-analytical stability.
Analytical biochemistry.
2018 10; 559(?):24-29. doi:
10.1016/j.ab.2018.07.001
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Experimental biology and medicine (Maywood, N.J.).
2018 02; 243(4):361-369. doi:
10.1177/1535370217749830
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PloS one.
2018; 13(10):e0204830. doi:
10.1371/journal.pone.0204830
. [PMID: 30286124] - Dong-Mei Wang, Xue Jiao, Nicolas P Plotnikoff, Noreen Griffin, Rui-Qun Qi, Xing-Hua Gao, Feng-Ping Shan. Killing effect of methionine enkephalin on melanoma in vivo and in vitro.
Oncology reports.
2017 Oct; 38(4):2132-2140. doi:
10.3892/or.2017.5918
. [PMID: 28849104] - Michael D Ludwig, Ian S Zagon, Patricia J McLaughlin. Elevated serum [Met5]-enkephalin levels correlate with improved clinical and behavioral outcomes in experimental autoimmune encephalomyelitis.
Brain research bulletin.
2017 Sep; 134(?):1-9. doi:
10.1016/j.brainresbull.2017.06.015
. [PMID: 28647454] - Michael D Ludwig, Ian S Zagon, Patricia J McLaughlin. Featured Article: Serum [Met5]-enkephalin levels are reduced in multiple sclerosis and restored by low-dose naltrexone.
Experimental biology and medicine (Maywood, N.J.).
2017 09; 242(15):1524-1533. doi:
10.1177/1535370217724791
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Peptides.
2017 05; 91(?):26-32. doi:
10.1016/j.peptides.2017.02.006
. [PMID: 28263851] - Yiming Meng, Xinghua Gao, Wenna Chen, Nicolas P Plotnikoff, Noreen Griffin, Guirong Zhang, Fengping Shan. Methionine enkephalin (MENK) mounts antitumor effect via regulating dendritic cells (DCs).
International immunopharmacology.
2017 Mar; 44(?):61-71. doi:
10.1016/j.intimp.2017.01.004
. [PMID: 28088065] - Saurabh Shukla, Zahra Shamsi, Alexander S Moffett, Balaji Selvam, Diwakar Shukla. Application of Hidden Markov Models in Biomolecular Simulations.
Methods in molecular biology (Clifton, N.J.).
2017; 1552(?):29-41. doi:
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Journal of medicinal chemistry.
2015 Nov; 58(21):8573-83. doi:
10.1021/acs.jmedchem.5b01170
. [PMID: 26465170] - Zhaoqun Liu, Zhi Zhou, Lingling Wang, Shuai Jiang, Weilin Wang, Ran Zhang, Linsheng Song. The immunomodulation mediated by a delta-opioid receptor for [Met(5)]-enkephalin in oyster Crassostrea gigas.
Developmental and comparative immunology.
2015 Apr; 49(2):217-24. doi:
10.1016/j.dci.2014.11.017
. [PMID: 25475959] - William J Kraemer, Scott E Gordon, Maren S Fragala, Jill A Bush, Tunde K Szivak, Shawn D Flanagan, David R Hooper, David P Looney, N Travis Triplett, William H DuPont, Joseph E Dziados, Louis J Marchitelli, John F Patton. The effects of exercise training programs on plasma concentrations of proenkephalin Peptide F and catecholamines.
Peptides.
2015 Feb; 64(?):74-81. doi:
10.1016/j.peptides.2015.01.001
. [PMID: 25582563] - L Granholm, E Roman, I Nylander. Single housing during early adolescence causes time-, area- and peptide-specific alterations in endogenous opioids of rat brain.
British journal of pharmacology.
2015 Jan; 172(2):606-14. doi:
10.1111/bph.12753
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Molecules (Basel, Switzerland).
2014 Aug; 19(8):11833-45. doi:
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Journal of physiology and pharmacology : an official journal of the Polish Physiological Society.
2014 Aug; 65(4):525-30. doi:
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- Kun-Ming Tao, Yong Tao, Cai-Yang Chen, Li-Qun Yang, Zhi-Jie Lu, Yu-Ming Sun, Sheng-Dong Huang, Wei-Feng Yu. Proteinase-activated receptor 1 contributed to up-regulation of enkephalin in keratinocytes of patients with obstructive jaundice.
Anesthesiology.
2014 Jul; 121(1):127-39. doi:
10.1097/aln.0000000000000210
. [PMID: 24614324] - A Tsanova, A Jordanova, T Dzimbova, T Pajpanova, E Golovinsky, Z Lalchev. Interaction of methionine-enkephalins with raft-forming lipids: monolayers and BAM experiments.
Amino acids.
2014 May; 46(5):1159-68. doi:
10.1007/s00726-013-1647-1
. [PMID: 24357114] - Weiwei Li, Wenna Chen, Ronald B Herberman, Nicolas P Plotnikoff, Gene Youkilis, Noreen Griffin, Enhua Wang, Changlong Lu, Fengping Shan. Immunotherapy of cancer via mediation of cytotoxic T lymphocytes by methionine enkephalin (MENK).
Cancer letters.
2014 Mar; 344(2):212-22. doi:
10.1016/j.canlet.2013.10.029
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Developmental neurobiology.
2014 Jan; 74(1):42-51. doi:
10.1002/dneu.22129
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Phytotherapy research : PTR.
2013 Oct; 27(10):1564-71. doi:
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Life sciences.
2013 Sep; 93(9-11):373-9. doi:
10.1016/j.lfs.2013.07.018
. [PMID: 23891777] - Aron D Mosnaim, Patricio Maturana, Owen H Callaghan, Marion E Wolf. Changes in plasma methionine-enkephalin levels associated with a cluster headache episode.
American journal of therapeutics.
2013 Sep; 20(5):463-8. doi:
10.1097/mjt.0b013e31826fc1cf
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Investigational new drugs.
2013 Aug; 31(4):1066-70. doi:
10.1007/s10637-012-9918-3
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Peptides.
2013 Apr; 42(?):118-24. doi:
10.1016/j.peptides.2013.01.013
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Neuroscience.
2012 Dec; 227(?):10-21. doi:
10.1016/j.neuroscience.2012.07.050
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American journal of therapeutics.
2012 May; 19(3):174-9. doi:
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Peptides.
2011 Aug; 32(8):1656-60. doi:
10.1016/j.peptides.2011.05.029
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Advances in medical sciences.
2011; 56(2):158-64. doi:
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American journal of physiology. Regulatory, integrative and comparative physiology.
2010 Sep; 299(3):R774-85. doi:
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Clinical and experimental rheumatology.
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American journal of physiology. Heart and circulatory physiology.
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FASEB journal : official publication of the Federation of American Societies for Experimental Biology.
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The journal of physical chemistry. B.
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Annals of the rheumatic diseases.
2007 Jul; 66(7):871-9. doi:
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Eastern Mediterranean health journal = La revue de sante de la Mediterranee orientale = al-Majallah al-sihhiyah li-sharq al-mutawassit.
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Chemistry (Weinheim an der Bergstrasse, Germany).
2007; 13(7):2029-33. doi:
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Biochemistry.
2006 Dec; 45(51):15601-9. doi:
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Anesthesiology.
2006 Sep; 105(3):550-6. doi:
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Peptides.
2006 Sep; 27(9):2201-6. doi:
10.1016/j.peptides.2006.03.024
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International journal of oncology.
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Molecular pharmacology.
2006 Aug; 70(2):686-96. doi:
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Peptides.
2006 Jun; 27(6):1498-506. doi:
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Peptides.
2006 Apr; 27(4):784-96. doi:
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Electrophoresis.
2006 Mar; 27(5-6):1199-208. doi:
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European journal of applied physiology.
2006 Mar; 96(5):581-6. doi:
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Biogerontology.
2006 Feb; 7(1):53-62. doi:
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Reproductive biology.
2006; 6 Suppl 1(?):89-103. doi:
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Nihon rinsho. Japanese journal of clinical medicine.
2005 Aug; 63 Suppl 8(?):211-2. doi:
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Journal of peptide science : an official publication of the European Peptide Society.
2005 Jul; 11(8):506-11. doi:
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Intensive care medicine.
2005 Mar; 31(3):380-7. doi:
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Developmental psychobiology.
2004 Nov; 45(3):140-52. doi:
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Neuropeptides.
2004 Oct; 38(5):298-303. doi:
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Alcoholism, clinical and experimental research.
2004 May; 28(5):792-6. doi:
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Biophysical journal.
2004 Mar; 86(3):1587-600. doi:
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Aviation, space, and environmental medicine.
2004 Feb; 75(2):114-7. doi:
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Chemistry and physics of lipids.
2004 Feb; 127(2):175-87. doi:
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International journal of oncology.
2004 Jan; 24(1):227-32. doi:
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Neuroimmunomodulation.
2004; 11(3):141-8. doi:
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Stress (Amsterdam, Netherlands).
2003 Dec; 6(4):247-58. doi:
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Peptides.
2003 Dec; 24(12):1935-40. doi:
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Preparative biochemistry & biotechnology.
2003 Aug; 33(3):217-31. doi:
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Proceedings of the National Academy of Sciences of the United States of America.
2003 Jul; 100(14):8549-54. doi:
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Indian journal of physiology and pharmacology.
2003 Jul; 47(3):357-60. doi:
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Biophysical journal.
2003 Jul; 85(1):328-39. doi:
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Anatomia, histologia, embryologia.
2003 Jun; 32(3):179-82. doi:
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Brain research.
2003 Mar; 967(1-2):37-47. doi:
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Hormones and behavior.
2003 Feb; 43(2):302-11. doi:
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Oncology reports.
2003 Jan; 10(1):253-8. doi:
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Pharmacology.
2003 Jan; 67(1):6-13. doi:
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Przeglad lekarski.
2003; 60(7):461-6. doi:
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The British journal of dermatology.
2002 Dec; 147(6):1207-11. doi:
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Experimental gerontology.
2002 Dec; 37(12):1413-21. doi:
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Electrophoresis.
2002 Oct; 23(20):3589-98. doi:
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Preparative biochemistry & biotechnology.
2002 Aug; 32(3):253-68. doi:
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The Journal of surgical research.
2002 Jul; 106(1):1-6. doi:
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Peptides.
2002 May; 23(5):911-8. doi:
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Journal of physiology and pharmacology : an official journal of the Polish Physiological Society.
2002 Mar; 53(1):117-25. doi:
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American journal of hematology.
2001 Sep; 68(1):1-3. doi:
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Brain research bulletin.
2001 Jun; 55(3):341-6. doi:
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American journal of physiology. Gastrointestinal and liver physiology.
2001 May; 280(5):G890-6. doi:
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Journal of medicine.
2001; 32(5-6):267-70. doi:
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Proceedings of the National Academy of Sciences of the United States of America.
2000 Dec; 97(26):14742-7. doi:
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Brain research.
2000 Oct; 881(1):37-46. doi:
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