Notum deacylates octanoylated ghrelin

Molecular Metabolism - Tập 49 - Trang 101201 - 2021
Yuguang Zhao1, Laura-Nadine Schuhmacher2, Morgan Roberts2, Satoshi Kakugawa2, Ganka Bineva-Todd2, Steve Howell2, Nicola O'Reilly2, Christine Perret3, Ambrosius P. Snijders2, Jean-Paul Vincent2, E. Yvonne Jones1
1Division of Structural Biology, Wellcome Centre for Human Genetics, Oxford University, Oxford, OX3 7BN, UK
2Francis Crick Institute, London NW1 1AT, UK
3Université de Paris, Institut Cochin, INSERM, CNRS, F75014 Paris, France

Tài liệu tham khảo

Kojima, 1999, Ghrelin is a growth-hormone-releasing acylated peptide from stomach, Nature, 402, 656, 10.1038/45230 Takaya, 2000, Ghrelin strongly stimulates growth hormone release in humans, Journal of Clinical Endocrinology & Metabolism, 85, 4908, 10.1210/jcem.85.12.7167 Tschop, 2000, Ghrelin induces adiposity in rodents, Nature, 407, 908, 10.1038/35038090 Gutierrez, 2008, Ghrelin octanoylation mediated by an orphan lipid transferase, Proceedings of the National Academy of Sciences of the United States of America, 105, 6320, 10.1073/pnas.0800708105 Yang, 2008, Identification of the acyltransferase that octanoylates ghrelin, an appetite-stimulating peptide hormone, Cell, 132, 387, 10.1016/j.cell.2008.01.017 Resh, 2016, Fatty acylation of proteins: the long and the short of it, Progress in Lipid Research, 63, 120, 10.1016/j.plipres.2016.05.002 Chen, 2017, Butyrylcholinesterase regulates central ghrelin signaling and has an impact on food intake and glucose homeostasis, International Journal of Obesity, 41, 1413, 10.1038/ijo.2017.123 De Vriese, 2004, Ghrelin degradation by serum and tissue homogenates: identification of the cleavage sites, Endocrinology, 145, 4997, 10.1210/en.2004-0569 De Vriese, 2007, Ghrelin interacts with human plasma lipoproteins, Endocrinology, 148, 2355, 10.1210/en.2006-1281 Satou, 2010, Identification and characterization of acyl-protein thioesterase 1/lysophospholipase I as a ghrelin deacylation/lysophospholipid hydrolyzing enzyme in fetal bovine serum and conditioned medium, Endocrinology, 151, 4765, 10.1210/en.2010-0412 Schopfer, 2015, Pure human butyrylcholinesterase hydrolyzes octanoyl ghrelin to deacyl ghrelin, General and Comparative Endocrinology, 224, 61, 10.1016/j.ygcen.2015.05.017 Chen, 2016, Butyrylcholinesterase deficiency promotes adipose tissue growth and hepatic lipid accumulation in male mice on high-fat diet, Endocrinology, 157, 3086, 10.1210/en.2016-1166 Brimijoin, 2016, Physiological roles for butyrylcholinesterase: a BChE-ghrelin axis, Chemico-Biological Interactions, 259, 271, 10.1016/j.cbi.2016.02.013 Chen, 2015, Plasma butyrylcholinesterase regulates ghrelin to control aggression, Proceedings of the National Academy of Sciences of the United States of America, 112, 2251, 10.1073/pnas.1421536112 Nicolet, 2003, Crystal structure of human butyrylcholinesterase and of its complexes with substrate and products, Journal of Biological Chemistry, 278, 41141, 10.1074/jbc.M210241200 Kakugawa, 2015, Notum deacylates Wnt proteins to suppress signalling activity, Nature, 519, 187, 10.1038/nature14259 Zhang, 2015, Notum is required for neural and head induction via Wnt deacylation, oxidation, and inactivation, Developmental Cell, 32, 719, 10.1016/j.devcel.2015.02.014 Atkinson, 2020, Scaffold-hopping identifies furano[2,3-d]pyrimidine amides as potent Notum inhibitors, Bioorganic & Medicinal Chemistry Letters, 30, 126751, 10.1016/j.bmcl.2019.126751 Han, 2016, 4H-Thieno[3,2-c]chromene based inhibitors of Notum Pectinacetylesterase, Bioorganic & Medicinal Chemistry Letters, 26, 1184, 10.1016/j.bmcl.2016.01.038 Tarver, 2016, Stimulation of cortical bone formation with thienopyrimidine based inhibitors of Notum Pectinacetylesterase, Bioorganic & Medicinal Chemistry Letters, 26, 1525, 10.1016/j.bmcl.2016.02.021 Zhao, 2020, Structural characterization of melatonin as an inhibitor of the Wnt deacylase Notum, Journal of Pineal Research, 68, 10.1111/jpi.12630 Winter, 2013, Decision making in xia2, Acta Crystallographica Section D Biological Crystallography, 69, 1260, 10.1107/S0907444913015308 Vagin, 2010, Molecular replacement with MOLREP, Acta Crystallographica Section D Biological Crystallography, 66, 22, 10.1107/S0907444909042589 Emsley, 2010, Features and development of coot, Acta Crystallographica Section D Biological Crystallography, 66, 486, 10.1107/S0907444910007493 Adams, 2002, PHENIX: building new software for automated crystallographic structure determination, Acta Crystallographica Section D Biological Crystallography, 58, 1948, 10.1107/S0907444902016657 DeLano, 2002, Pymol: an open-source molecular graphics tool, CCP4 Newsletter on Protein Crystallography, 40 Canal, 2016, Generation of mice with hepatocyte-specific conditional deletion of Notum, PloS One, 11, 10.1371/journal.pone.0150997 McGovern-Gooch, 2016, Ghrelin octanoylation is completely stabilized in biological samples by alkyl fluorophosphonates, Endocrinology, 157, 4330, 10.1210/en.2016-1657 Nardini, 1999, Alpha/beta hydrolase fold enzymes: the family keeps growing, Current Opinion in Structural Biology, 9, 732, 10.1016/S0959-440X(99)00037-8 Volkamer, 2012, Combining global and local measures for structure-based druggability predictions, Journal of Chemical Information and Modeling, 52, 360, 10.1021/ci200454v Zhang, 2014, CRISPR/Cas9 for genome editing: progress, implications and challenges, Human Molecular Genetics, 23, R40, 10.1093/hmg/ddu125 Gebhardt, 1983, Heterogeneous distribution of glutamine synthetase among rat liver parenchymal cells in situ and in primary culture, The EMBO Journal, 2, 567, 10.1002/j.1460-2075.1983.tb01464.x Hosoda, 2000, Ghrelin and des-acyl ghrelin: two major forms of rat ghrelin peptide in gastrointestinal tissue, Biochemical and Biophysical Research Communications, 279, 909, 10.1006/bbrc.2000.4039 Barazzoni, 2011, High-fat diet with acyl-ghrelin treatment leads to weight gain with low inflammation, high oxidative capacity and normal triglycerides in rat muscle, PloS One, 6, 10.1371/journal.pone.0026224 Francois, 2016, High-fat diet increases ghrelin-expressing cells in stomach, contributing to obesity, Nutrition, 32, 709, 10.1016/j.nut.2015.12.034 Gomez, 2012, Influence of a long-term high-fat diet on ghrelin secretion and ghrelin-induced food intake in rats, Regulatory Peptides, 173, 60, 10.1016/j.regpep.2011.09.006 Kadowaki, 1996, The segment polarity gene porcupine encodes a putative multitransmembrane protein involved in Wingless processing, Genes & Development, 10, 3116, 10.1101/gad.10.24.3116 Cristancho, 2011, Forming functional fat: a growing understanding of adipocyte differentiation, Nature Reviews Molecular Cell Biology, 12, 722, 10.1038/nrm3198 Cisternas, 2019, Wnt-induced activation of glucose metabolism mediates the in vivo neuroprotective roles of Wnt signaling in Alzheimer disease, Journal of Neurochemistry, 149, 54, 10.1111/jnc.14608 Sethi, 2010, Wnt signalling and the control of cellular metabolism, Biochemical Journal, 427, 1, 10.1042/BJ20091866 Gong, 2020, Ghrelin promotes midbrain neural stem cells differentiation to dopaminergic neurons through Wnt/beta-catenin pathway, Journal of Cellular Physiology, 235, 8558, 10.1002/jcp.29699 Mrak, 2015, Ghrelin increases beta-catenin level through protein kinase A activation and regulates OPG expression in rat primary osteoblasts, The Internet Journal of Endocrinology, 2015, 547473 Qu, 2019, Ghrelin fights against titanium particle-induced inflammatory osteolysis through activation of beta-catenin signaling pathway, Inflammation, 42, 1652, 10.1007/s10753-019-01026-w Mahy, 2020, Screening of a custom-designed acid fragment library identifies 1-phenylpyrroles and 1-phenylpyrrolidines as inhibitors of Notum carboxylesterase activity, Journal of Medicinal Chemistry, 63, 9464, 10.1021/acs.jmedchem.0c00660 Mahy, 2020, 5-Phenyl-1,3,4-oxadiazol-2(3H)-ones are potent inhibitors of Notum carboxylesterase activity identified by the optimization of a crystallographic fragment screening hit, Journal of Medicinal Chemistry Zhao, 2020, Caffeine inhibits Notum activity by binding at the catalytic pocket, Commununications Biology, 3, 555