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Extracellular and intracellular small-molecule galectin-3 inhibitors.

Stegmayr J, Zetterberg F, Carlsson MC, Huang X, Sharma G, Kahl-Knutson B, Schambye H, Nilsson UJ, Oredsson S, Leffler H.

Sci Rep. 2019 Feb 18;9(1):2186. doi: 10.1038/s41598-019-38497-8.


Human trophoblast requires galectin-3 for cell migration and invasion.

Bojić-Trbojević Ž, Jovanović Krivokuća M, Vilotić A, Kolundžić N, Stefanoska I, Zetterberg F, Nilsson UJ, Leffler H, Vićovac L.

Sci Rep. 2019 Feb 14;9(1):2136. doi: 10.1038/s41598-018-38374-w.


An orally active galectin-3 antagonist inhibits lung adenocarcinoma growth and augments response to PD-L1 blockade.

Vuong L, Kouverianou E, Rooney CM, McHugh BJ, Howie SE, Gregory CD, Forbes SJ, Henderson NC, Zetterberg FR, Nilsson UJ, Leffler H, Ford P, Pederson A, Gravelle L, Tantawi S, Schambye H, Sethi T, Mackinnon AC.

Cancer Res. 2019 Jan 23. pii: canres.2244.2018. doi: 10.1158/0008-5472.CAN-18-2244. [Epub ahead of print]


Substituted polyfluoroaryl interactions with an arginine side chain in galectin-3 are governed by steric-, desolvation and electronic conjugation effects.

Kumar R, Peterson K, Misini Ignjatović M, Leffler H, Ryde U, Nilsson UJ, Logan DT.

Org Biomol Chem. 2019 Jan 31;17(5):1081-1089. doi: 10.1039/c8ob02888e.


Interplay between Conformational Entropy and Solvation Entropy in Protein-Ligand Binding.

Verteramo ML, Stenström O, Ignjatović MM, Caldararu O, Olsson MA, Manzoni F, Leffler H, Oksanen E, Logan DT, Nilsson UJ, Ryde U, Akke M.

J Am Chem Soc. 2019 Feb 6;141(5):2012-2026. doi: 10.1021/jacs.8b11099. Epub 2019 Jan 23.


Galectin binding to cells and glycoproteins with genetically modified glycosylation reveals galectin-glycan specificities in a natural context.

Nielsen MI, Stegmayr J, Grant OC, Yang Z, Nilsson UJ, Boos I, Carlsson MC, Woods RJ, Unverzagt C, Leffler H, Wandall HH.

J Biol Chem. 2018 Dec 28;293(52):20249-20262. doi: 10.1074/jbc.RA118.004636. Epub 2018 Nov 1.


Quinoline-galactose hybrids bind selectively with high affinity to a galectin-8 N-terminal domain.

Pal KB, Mahanti M, Huang X, Persson S, Sundin AP, Zetterberg FR, Oredsson S, Leffler H, Nilsson UJ.

Org Biomol Chem. 2018 Aug 29;16(34):6295-6305. doi: 10.1039/c8ob01354c.


The Molecular Basis for Inhibition of Stemlike Cancer Cells by Salinomycin.

Huang X, Borgström B, Stegmayr J, Abassi Y, Kruszyk M, Leffler H, Persson L, Albinsson S, Massoumi R, Scheblykin IG, Hegardt C, Oredsson S, Strand D.

ACS Cent Sci. 2018 Jun 27;4(6):760-767. doi: 10.1021/acscentsci.8b00257. Epub 2018 Jun 14.


Galectins at a glance.

Johannes L, Jacob R, Leffler H.

J Cell Sci. 2018 May 1;131(9). pii: jcs208884. doi: 10.1242/jcs.208884. Review.


Designing interactions by control of protein-ligand complex conformation: tuning arginine-arene interaction geometry for enhanced electrostatic protein-ligand interactions.

Noresson AL, Aurelius O, Öberg CT, Engström O, Sundin AP, Håkansson M, Stenström O, Akke M, Logan DT, Leffler H, Nilsson UJ.

Chem Sci. 2017 Dec 4;9(4):1014-1021. doi: 10.1039/c7sc04749e. eCollection 2018 Jan 28.


Different angioregulatory activity of monovalent galectin-9 isoforms.

Aanhane E, Schulkens IA, Heusschen R, Castricum K, Leffler H, Griffioen AW, Thijssen VL.

Angiogenesis. 2018 Aug;21(3):545-555. doi: 10.1007/s10456-018-9607-8. Epub 2018 Mar 2.


Galectin-3 type-C self-association on neutrophil surfaces; The carbohydrate recognition domain regulates cell function.

Sundqvist M, Welin A, Elmwall J, Osla V, Nilsson UJ, Leffler H, Bylund J, Karlsson A.

J Leukoc Biol. 2018 Feb;103(2):341-353. doi: 10.1002/JLB.3A0317-110R. Epub 2018 Jan 10.


Systematic Tuning of Fluoro-galectin-3 Interactions Provides Thiodigalactoside Derivatives with Single-Digit nM Affinity and High Selectivity.

Peterson K, Kumar R, Stenström O, Verma P, Verma PR, Håkansson M, Kahl-Knutsson B, Zetterberg F, Leffler H, Akke M, Logan DT, Nilsson UJ.

J Med Chem. 2018 Feb 8;61(3):1164-1175. doi: 10.1021/acs.jmedchem.7b01626. Epub 2018 Jan 11.


Monosaccharide Derivatives with Low-Nanomolar Lectin Affinity and High Selectivity Based on Combined Fluorine-Amide, Phenyl-Arginine, Sulfur-π, and Halogen Bond Interactions.

Zetterberg FR, Peterson K, Johnsson RE, Brimert T, Håkansson M, Logan DT, Leffler H, Nilsson UJ.

ChemMedChem. 2018 Jan 22;13(2):133-137. doi: 10.1002/cmdc.201700744. Epub 2018 Jan 15.


Spindle pole cohesion requires glycosylation-mediated localization of NuMA.

Magescas J, Sengmanivong L, Viau A, Mayeux A, Dang T, Burtin M, Nilsson UJ, Leffler H, Poirier F, Terzi F, Delacour D.

Sci Rep. 2017 May 3;7(1):1474. doi: 10.1038/s41598-017-01614-6.


Galectin-3 Inhibition by a Small-Molecule Inhibitor Reduces Both Pathological Corneal Neovascularization and Fibrosis.

Chen WS, Cao Z, Leffler H, Nilsson UJ, Panjwani N.

Invest Ophthalmol Vis Sci. 2017 Jan 1;58(1):9-20. doi: 10.1167/iovs.16-20009.


Perdeuteration, crystallization, data collection and comparison of five neutron diffraction data sets of complexes of human galectin-3C.

Manzoni F, Saraboji K, Sprenger J, Kumar R, Noresson AL, Nilsson UJ, Leffler H, Fisher SZ, Schrader TE, Ostermann A, Coates L, Blakeley MP, Oksanen E, Logan DT.

Acta Crystallogr D Struct Biol. 2016 Nov 1;72(Pt 11):1194-1202. Epub 2016 Oct 28.


A Selective Galactose-Coumarin-Derived Galectin-3 Inhibitor Demonstrates Involvement of Galectin-3-glycan Interactions in a Pulmonary Fibrosis Model.

Rajput VK, MacKinnon A, Mandal S, Collins P, Blanchard H, Leffler H, Sethi T, Schambye H, Mukhopadhyay B, Nilsson UJ.

J Med Chem. 2016 Sep 8;59(17):8141-7. doi: 10.1021/acs.jmedchem.6b00957. Epub 2016 Aug 23.


Erratum: Pathological lymphangiogenesis is modulated by galectin-8-dependent crosstalk between podoplanin and integrin-associated VEGFR-3.

Chen WS, Cao Z, Sugaya S, Lopez MJ, Sendra VG, Laver N, Leffler H, Nilsson UJ, Fu J, Song J, Xia L, Hamrah P, Panjwani N.

Nat Commun. 2016 Jul 19;7:12063. doi: 10.1038/ncomms12063. No abstract available.


Galectin-3-Binding Glycomimetics that Strongly Reduce Bleomycin-Induced Lung Fibrosis and Modulate Intracellular Glycan Recognition.

Delaine T, Collins P, MacKinnon A, Sharma G, Stegmayr J, Rajput VK, Mandal S, Cumpstey I, Larumbe A, Salameh BA, Kahl-Knutsson B, van Hattum H, van Scherpenzeel M, Pieters RJ, Sethi T, Schambye H, Oredsson S, Leffler H, Blanchard H, Nilsson UJ.

Chembiochem. 2016 Sep 15;17(18):1759-70. doi: 10.1002/cbic.201600285. Epub 2016 Aug 12.


Low or No Inhibitory Potency of the Canonical Galectin Carbohydrate-binding Site by Pectins and Galactomannans.

Stegmayr J, Lepur A, Kahl-Knutson B, Aguilar-Moncayo M, Klyosov AA, Field RA, Oredsson S, Nilsson UJ, Leffler H.

J Biol Chem. 2016 Jun 17;291(25):13318-34. doi: 10.1074/jbc.M116.721464. Epub 2016 Apr 26.


Pathological lymphangiogenesis is modulated by galectin-8-dependent crosstalk between podoplanin and integrin-associated VEGFR-3.

Chen WS, Cao Z, Sugaya S, Lopez MJ, Sendra VG, Laver N, Leffler H, Nilsson UJ, Fu J, Song J, Xia L, Hamrah P, Panjwani N.

Nat Commun. 2016 Apr 12;7:11302. doi: 10.1038/ncomms11302. Erratum in: Nat Commun. 2016 Jul 19;7:12063.


Intra- and intermolecular interactions of human galectin-3: assessment by full-assignment-based NMR.

Ippel H, Miller MC, Vértesy S, Zheng Y, Cañada FJ, Suylen D, Umemoto K, Romanò C, Hackeng T, Tai G, Leffler H, Kopitz J, André S, Kübler D, Jiménez-Barbero J, Oscarson S, Gabius HJ, Mayo KH.

Glycobiology. 2016 Aug;26(8):888-903. doi: 10.1093/glycob/cww021. Epub 2016 Feb 23.


Immunohistochemical Studies on Galectin Expression in Colectomised Patients with Ulcerative Colitis.

Block M, Mölne J, Leffler H, Börjesson L, Breimer ME.

Biomed Res Int. 2016;2016:5989128. doi: 10.1155/2016/5989128. Epub 2016 Jan 18.


Microglia-Secreted Galectin-3 Acts as a Toll-like Receptor 4 Ligand and Contributes to Microglial Activation.

Burguillos MA, Svensson M, Schulte T, Boza-Serrano A, Garcia-Quintanilla A, Kavanagh E, Santiago M, Viceconte N, Oliva-Martin MJ, Osman AM, Salomonsson E, Amar L, Persson A, Blomgren K, Achour A, Englund E, Leffler H, Venero JL, Joseph B, Deierborg T.

Cell Rep. 2015 Mar 10;10(9):1626-1638. doi: 10.1016/j.celrep.2015.02.012. Epub 2015 Mar 5.


The role of Galectin-3 in α-synuclein-induced microglial activation.

Boza-Serrano A, Reyes JF, Rey NL, Leffler H, Bousset L, Nilsson U, Brundin P, Venero JL, Burguillos MA, Deierborg T.

Acta Neuropathol Commun. 2014 Nov 12;2:156. doi: 10.1186/s40478-014-0156-0.


Gal-3 regulates the capacity of dendritic cells to promote NKT-cell-induced liver injury.

Volarevic V, Markovic BS, Bojic S, Stojanovic M, Nilsson U, Leffler H, Besra GS, Arsenijevic N, Paunovic V, Trajkovic V, Lukic ML.

Eur J Immunol. 2015 Feb;45(2):531-43. doi: 10.1002/eji.201444849. Epub 2014 Nov 27.


Synthesis and evaluation of iminocoumaryl and coumaryl derivatized glycosides as galectin antagonists.

Rajput VK, Leffler H, Nilsson UJ, Mukhopadhyay B.

Bioorg Med Chem Lett. 2014 Aug 1;24(15):3516-20. doi: 10.1016/j.bmcl.2014.05.063. Epub 2014 Jun 9.


Ligand binding and complex formation of galectin-3 is modulated by pH variations.

von Mach T, Carlsson MC, Straube T, Nilsson U, Leffler H, Jacob R.

Biochem J. 2014 Jan 1;457(1):107-15. doi: 10.1042/BJ20130933.


Galectin-3 guides intracellular trafficking of some human serotransferrin glycoforms.

Carlsson MC, Bengtson P, Cucak H, Leffler H.

J Biol Chem. 2013 Sep 27;288(39):28398-408. doi: 10.1074/jbc.M113.487793. Epub 2013 Aug 7.


Investigation into the feasibility of thioditaloside as a novel scaffold for galectin-3-specific inhibitors.

Bum-Erdene K, Gagarinov IA, Collins PM, Winger M, Pearson AG, Wilson JC, Leffler H, Nilsson UJ, Grice ID, Blanchard H.

Chembiochem. 2013 Jul 22;14(11):1331-42. doi: 10.1002/cbic.201300245.


Tuning the preference of thiodigalactoside- and lactosamine-based ligands to galectin-3 over galectin-1.

van Hattum H, Branderhorst HM, Moret EE, Nilsson UJ, Leffler H, Pieters RJ.

J Med Chem. 2013 Feb 14;56(3):1350-4. doi: 10.1021/jm301677r. Epub 2013 Jan 23.


Galectin-3 deficiency protects pancreatic islet cells from cytokine-triggered apoptosis in vitro.

Saksida T, Nikolic I, Vujicic M, Nilsson UJ, Leffler H, Lukic ML, Stojanovic I, Stosic-Grujicic S.

J Cell Physiol. 2013 Jul;228(7):1568-76. doi: 10.1002/jcp.24318.


Glycosphingolipid composition of epithelial cells isolated along the villus axis of small intestine of a single human individual.

Breimer ME, Hansson GC, Karlsson KA, Larson G, Leffler H.

Glycobiology. 2012 Dec;22(12):1721-30. doi: 10.1093/glycob/cws115. Epub 2012 Jul 24.


Ligand induced galectin-3 protein self-association.

Lepur A, Salomonsson E, Nilsson UJ, Leffler H.

J Biol Chem. 2012 Jun 22;287(26):21751-6. doi: 10.1074/jbc.C112.358002. Epub 2012 May 1.


Galectin-3 endocytosis by carbohydrate independent and dependent pathways in different macrophage like cell types.

Lepur A, Carlsson MC, Novak R, Dumić J, Nilsson UJ, Leffler H.

Biochim Biophys Acta. 2012 Jul;1820(7):804-18. doi: 10.1016/j.bbagen.2012.02.018. Epub 2012 Mar 17.


Different fractions of human serum glycoproteins bind galectin-1 or galectin-8, and their ratio may provide a refined biomarker for pathophysiological conditions in cancer and inflammatory disease.

Carlsson MC, Balog CI, Kilsgård O, Hellmark T, Bakoush O, Segelmark M, Fernö M, Olsson H, Malmström J, Wuhrer M, Leffler H.

Biochim Biophys Acta. 2012 Sep;1820(9):1366-72. doi: 10.1016/j.bbagen.2012.01.007. Epub 2012 Jan 17.


Glycoproteomic identification of galectin-3 and -8 ligands in bronchoalveolar lavage of mild asthmatics and healthy subjects.

Cederfur C, Malmström J, Nihlberg K, Block M, Breimer ME, Bjermer L, Westergren-Thorsson G, Leffler H.

Biochim Biophys Acta. 2012 Sep;1820(9):1429-36. doi: 10.1016/j.bbagen.2011.12.016. Epub 2012 Jan 4.


Galectin-3 deficiency prevents concanavalin A-induced hepatitis in mice.

Volarevic V, Milovanovic M, Ljujic B, Pejnovic N, Arsenijevic N, Nilsson U, Leffler H, Lukic ML.

Hepatology. 2012 Jun;55(6):1954-64. doi: 10.1002/hep.25542. Epub 2012 Apr 25.


Galectin-8 in IgA nephritis: decreased binding of IgA by galectin-8 affinity chromatography and associated increased binding in non-IgA serum glycoproteins.

Carlsson MC, Bakoush O, Tengroth L, Kilsgård O, Malmström J, Hellmark T, Segelmark M, Leffler H.

J Clin Immunol. 2012 Apr;32(2):246-55. doi: 10.1007/s10875-011-9618-3. Epub 2011 Dec 16.


Taloside inhibitors of galectin-1 and galectin-3.

Collins PM, Oberg CT, Leffler H, Nilsson UJ, Blanchard H.

Chem Biol Drug Des. 2012 Mar;79(3):339-46. doi: 10.1111/j.1747-0285.2011.01283.x. Epub 2012 Jan 11.


The carbohydrate-binding site in galectin-3 is preorganized to recognize a sugarlike framework of oxygens: ultra-high-resolution structures and water dynamics.

Saraboji K, Håkansson M, Genheden S, Diehl C, Qvist J, Weininger U, Nilsson UJ, Leffler H, Ryde U, Akke M, Logan DT.

Biochemistry. 2012 Jan 10;51(1):296-306. doi: 10.1021/bi201459p. Epub 2011 Dec 7.


Regulation of transforming growth factor-β1-driven lung fibrosis by galectin-3.

Mackinnon AC, Gibbons MA, Farnworth SL, Leffler H, Nilsson UJ, Delaine T, Simpson AJ, Forbes SJ, Hirani N, Gauldie J, Sethi T.

Am J Respir Crit Care Med. 2012 Mar 1;185(5):537-46. doi: 10.1164/rccm.201106-0965OC. Epub 2011 Nov 17.


Inhibition mechanism of human galectin-7 by a novel galactose-benzylphosphate inhibitor.

Masuyer G, Jabeen T, Öberg CT, Leffler H, Nilsson UJ, Acharya KR.

FEBS J. 2012 Jan;279(2):193-202. doi: 10.1111/j.1742-4658.2011.08414.x. Epub 2011 Nov 30.


Galectin-1-binding glycoforms of haptoglobin with altered intracellular trafficking, and increase in metastatic breast cancer patients.

Carlsson MC, Cederfur C, Schaar V, Balog CI, Lepur A, Touret F, Salomonsson E, Deelder AM, Fernö M, Olsson H, Wuhrer M, Leffler H.

PLoS One. 2011;6(10):e26560. doi: 10.1371/journal.pone.0026560. Epub 2011 Oct 18.


Arene-anion based arginine-binding motif on a galactose scaffold: structure-activity relationships of interactions with arginine-rich galectins.

Öberg CT, Noresson AL, Leffler H, Nilsson UJ.

Chemistry. 2011 Jul 11;17(29):8139-44. doi: 10.1002/chem.201003247. Epub 2011 Jun 7.


Inhibition of galectins with small molecules.

Oberg CT, Leffler H, Nilsson UJ.

Chimia (Aarau). 2011;65(1-2):18-23. Review.


The anti-angiogenic peptide anginex greatly enhances galectin-1 binding affinity for glycoproteins.

Salomonsson E, Thijssen VL, Griffioen AW, Nilsson UJ, Leffler H.

J Biol Chem. 2011 Apr 22;286(16):13801-4. doi: 10.1074/jbc.C111.229096. Epub 2011 Mar 3.

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