The mechanism of covalent inhibition of LAR phosphatase by illudalic acid

Hansen DT, Rueb NJ, Levinzon ND, Cheatham TE 3rd, Gaston R Jr, Tanvir Ahmed K, Osburn-Staker S, Cox JE, Dudley GB, Barrios AM.

Bioorg Med Chem Lett. 2024 May 15;104:129740.

Derivatives of the Fungal Natural Product Illudalic Acid Inhibit the Activity of Protein Histidine Phosphatase PHPT1

Wang H, Gaston R Jr, Ahmed KT, Dudley GB, Barrios AM.

ChemMedChem. 2023 Aug 1;18(15):e202300187.

Inhibitor Screen Identifies Covalent Inhibitors of the Protein Histidine Phosphatase PHPT1

McCullough BS, Wang H, Barrios AM.

ACS Med Chem Lett. 2022 Jul 5;13(7):1198-1201.

Small Molecules Targeting PTPσ-Trk Interactions Promote Sympathetic Nerve Regeneration

Blake MR, Gardner RT, Jin H, Staffenson MA, Rueb NJ, Barrios AM, Dudley GB, Cohen MS, Habecker BA.

ACS Chem Neurosci. 2022 Mar 2;13(5):688-699.

Synthesis of illudalic acid and analogous phosphatase inhibitors

Fulo HF, Rueb NJ, Gaston R Jr, Batsomboon P, Ahmed KT, Barrios AM, Dudley GB.

Org Biomol Chem. 2021 Dec 15;19(48):10596-10600.

Histidine phosphorylation in metalloprotein binding sites

Mathis CL, Barrios AM.

J Inorg Biochem. 2021 Dec;225:111606.

PTPs: Degrading the Undruggable

Barrios AM.

J Med Chem. 2020 Jul 23;63(14):7508-7509.

Fluorogenic probes for imaging cellular phosphatase activity

McCullough BS, Barrios AM.

Curr Opin Chem Biol. 2020 Aug;57:34-40.

Synthesis and PTP Inhibitory Activity of Illudalic Acid and Its Methyl Ether, with Insights into Selectivity for LAR PTP over Other Tyrosine Phosphatases under Physiologically Relevant Conditions

McCullough BS, Batsomboon P, Hutchinson KB, Dudley GB, Barrios AM.

J Nat Prod. 2019 Dec 27;82(12):3386-3393.

In Vitro Assays for Measuring Protein Histidine Phosphatase Activity

McCullough BS, Barrios AM.

Methods Mol Biol. 2020;2077:109-120.

<< This page under construction >>>

Rational design of a SHP-2 targeted, fluorogenic peptide substrate.

Ma ES, Barrios AM.Bioorg Med Chem Lett. 2019 Sep 1;29(17):2452-2454. doi: 10.1016/j.bmcl.2019.07.034. Epub 2019 Jul 22.PMID: 31351693

Facile, Fluorogenic Assay for Protein Histidine Phosphatase Activity.

McCullough BS, Barrios AM.Biochemistry. 2018 May 8;57(18):2584-2589. doi: 10.1021/acs.biochem.8b00278. Epub 2018 Apr 23.PMID: 29630837

A luminogenic lanthanide-based probe for the highly selective detection of nanomolar sulfide levels in aqueous samples.

Aulsebrook ML, Biswas S, Leaver FM, Grace MR, Graham B, Barrios AM, Tuck KL.Chem Commun (Camb). 2017 May 2;53(36):4911-4914. doi: 10.1039/c7cc01764b.PMID: 28361130

Dual colorimetric and fluorogenic probes for visualizing tyrosine phosphatase activity.

Biswas S, McCullough BS, Ma ES, LaJoie D, Russell CW, Garrett Brown D, Round JL, Ullman KS, Mulvey MA, Barrios AM.Chem Commun (Camb). 2017 Feb 14;53(14):2233-2236. doi: 10.1039/c6cc09204g.PMID: 28144650

Lanthanide complexes as luminogenic probes to measure sulfide levels in industrial samples.

Thorson MK, Ung P, Leaver FM, Corbin TS, Tuck KL, Graham B, Barrios AM.Anal Chim Acta. 2015 Oct 8;896:160-5. doi: 10.1016/j.aca.2015.09.024. Epub 2015 Sep 25.PMID: 26482000

Marine natural products as inhibitors of cystathionine beta-synthase activity.

Thorson MK, Van Wagoner RM, Harper MK, Ireland CM, Majtan T, Kraus JP, Barrios AM.Bioorg Med Chem Lett. 2015 Mar 1;25(5):1064-6. doi: 10.1016/j.bmcl.2015.01.013. Epub 2015 Jan 14.PMID: 25666819

Inhibition of the lymphoid tyrosine phosphatase: the effect of zinc(II) ions and chelating ligand fragments on enzymatic activity.

Thorson MK, Puerta DT, Cohen SM, Barrios AM.Bioorg Med Chem Lett. 2014 Aug 15;24(16):4019-22. doi: 10.1016/j.bmcl.2014.06.016. Epub 2014 Jun 16.PMID: 24997687 Free PMC article.

Early endosomal escape of a cyclic cell-penetrating peptide allows effective cytosolic cargo delivery.

Qian Z, LaRochelle JR, Jiang B, Lian W, Hard RL, Selner NG, Luechapanichkul R, Barrios AM, Pei D.Biochemistry. 2014 Jun 24;53(24):4034-46. doi: 10.1021/bi5004102. Epub 2014 Jun 11.PMID: 24896852 Free PMC article.

Covalent inhibition of the lymphoid tyrosine phosphatase.

Ahmed VF, Bottini N, Barrios AM.ChemMedChem. 2014 Feb;9(2):296-9. doi: 10.1002/cmdc.201300404. Epub 2014 Jan 8.PMID: 24403103 Free PMC article.

Auranofin is an apoptosis-simulating agent with in vitro and in vivo anti-leishmanial activity.

Sharlow ER, Leimgruber S, Murray S, Lira A, Sciotti RJ, Hickman M, Hudson T, Leed S, Caridha D, Barrios AM, Close D, Grögl M, Lazo JS.ACS Chem Biol. 2014 Mar 21;9(3):663-72. doi: 10.1021/cb400800q. Epub 2013 Dec 23.PMID: 24328400

Cellular biochemistry methods for investigating protein tyrosine phosphatases.

Stanford SM, Ahmed V, Barrios AM, Bottini N.Antioxid Redox Signal. 2014 May 10;20(14):2160-78. doi: 10.1089/ars.2013.5731. Epub 2014 Feb 25.PMID: 24294920 Free PMC article. Review.

Substrate selection influences molecular recognition in a screen for lymphoid tyrosine phosphatase inhibitors.

Kulkarni RA, Vellore NA, Bliss MR, Stanford SM, Falk MD, Bottini N, Baron R, Barrios AM.Chembiochem. 2013 Sep 2;14(13):1640-7. doi: 10.1002/cbic.201300273. Epub 2013 Aug 16.PMID: 23956195 Free PMC article.

pCAP-based peptide substrates: the new tool in the box of tyrosine phosphatase assays.

Stanford SM, Krishnamurthy D, Kulkarni RA, Karver CE, Bruenger E, Walker LM, Ma CT, Chung TD, Sergienko E, Bottini N, Barrios AM.Methods. 2014 Jan 15;65(2):165-74. doi: 10.1016/j.ymeth.2013.07.022. Epub 2013 Jul 22.PMID: 23886911 Free PMC article. Review.

Thiuram disulfides as pseudo-irreversible inhibitors of lymphoid tyrosine phosphatase.

Kulkarni RA, Stanford SM, Vellore NA, Krishnamurthy D, Bliss MR, Baron R, Bottini N, Barrios AM.ChemMedChem. 2013 Sep;8(9):1561-8. doi: 10.1002/cmdc.201300215. Epub 2013 Jul 19.PMID: 23873737 Free PMC article.

Medicinal inorganic chemistry: a web themed issue.

Barrios AM, Cohen SM, Lim MH.Chem Commun (Camb). 2013 Jul 7;49(53):5910-1. doi: 10.1039/c3cc90159a.PMID: 23715532 No abstract available.

A potent and selective small-molecule inhibitor for the lymphoid-specific tyrosine phosphatase (LYP), a target associated with autoimmune diseases.

He Y, Liu S, Menon A, Stanford S, Oppong E, Gunawan AM, Wu L, Wu DJ, Barrios AM, Bottini N, Cato AC, Zhang ZY.J Med Chem. 2013 Jun 27;56(12):4990-5008. doi: 10.1021/jm400248c. Epub 2013 Jun 6.PMID: 23713581 Free PMC article.

Identification of cystathionine β-synthase inhibitors using a hydrogen sulfide selective probe.

Thorson MK, Majtan T, Kraus JP, Barrios AM.Angew Chem Int Ed Engl. 2013 Apr 22;52(17):4641-4. doi: 10.1002/anie.201300841. Epub 2013 Mar 19.PMID: 23512751

Efficient delivery of cyclic peptides into mammalian cells with short sequence motifs.

Qian Z, Liu T, Liu YY, Briesewitz R, Barrios AM, Jhiang SM, Pei D.ACS Chem Biol. 2013 Feb 15;8(2):423-31. doi: 10.1021/cb3005275. Epub 2012 Nov 12.PMID: 23130658 Free PMC article.

High-throughput screen using a single-cell tyrosine phosphatase assay reveals biologically active inhibitors of tyrosine phosphatase CD45.

Stanford SM, Panchal RG, Walker LM, Wu DJ, Falk MD, Mitra S, Damle SS, Ruble D, Kaltcheva T, Zhang S, Zhang ZY, Bavari S, Barrios AM, Bottini N.Proc Natl Acad Sci U S A. 2012 Aug 28;109(35):13972-7. doi: 10.1073/pnas.1205028109. Epub 2012 Aug 13.PMID: 22891353 Free PMC article.

A high-throughput drug screen for Entamoeba histolytica identifies a new lead and target.

Debnath A, Parsonage D, Andrade RM, He C, Cobo ER, Hirata K, Chen S, García-Rivera G, Orozco E, Martínez MB, Gunatilleke SS, Barrios AM, Arkin MR, Poole LB, McKerrow JH, Reed SL.Nat Med. 2012 Jun;18(6):956-60. doi: 10.1038/nm.2758.PMID: 22610278 Free PMC article.

Discovery of a novel series of inhibitors of lymphoid tyrosine phosphatase with activity in human T cells.

Stanford SM, Krishnamurthy D, Falk MD, Messina R, Debnath B, Li S, Liu T, Kazemi R, Dahl R, He Y, Yu X, Chan AC, Zhang ZY, Barrios AM, Woods VL Jr, Neamati N, Bottini N.J Med Chem. 2011 Mar 24;54(6):1640-54. doi: 10.1021/jm101202j. Epub 2011 Feb 22.PMID: 21341673 Free PMC article.

Oxidative inactivation of the lymphoid tyrosine phosphatase mediated by both general and active site directed NO donors.

Karver CE, Ahmed VF, Barrios AM.Bioorg Med Chem Lett. 2011 Jan 1;21(1):285-7. doi: 10.1016/j.bmcl.2010.11.025. Epub 2010 Nov 9.PMID: 21129966

Gold(I) phosphine mediated selective inhibition of lymphoid tyrosine phosphatase.

Karver MR, Krishnamurthy D, Bottini N, Barrios AM.J Inorg Biochem. 2010 Mar;104(3):268-73. doi: 10.1016/j.jinorgbio.2009.12.012. Epub 2009 Dec 28.PMID: 20083307 Free PMC article.

Identifying potent, selective protein tyrosine phosphatase inhibitors from a library of Au(I) complexes.

Karver MR, Krishnamurthy D, Kulkarni RA, Bottini N, Barrios AM.J Med Chem. 2009 Nov 12;52(21):6912-8. doi: 10.1021/jm901220m.PMID: 19888762 Free PMC article.

Profiling protein tyrosine phosphatase activity with mechanistic probes.

Krishnamurthy D, Barrios AM.Curr Opin Chem Biol. 2009 Oct;13(4):375-81. doi: 10.1016/j.cbpa.2009.07.017. Epub 2009 Aug 27.PMID: 19716756 Review.

Identifying and characterizing the biological targets of metallotherapeutics: Two approaches using Au(I)-protein interactions as model systems.

Karver MR, Barrios AM.Anal Biochem. 2008 Nov 1;382(1):63-5. doi: 10.1016/j.ab.2008.07.019. Epub 2008 Jul 26.PMID: 18692018

Gold(I)-mediated inhibition of protein tyrosine phosphatases: a detailed in vitro and cellular study.

Krishnamurthy D, Karver MR, Fiorillo E, Orrú V, Stanford SM, Bottini N, Barrios AM.J Med Chem. 2008 Aug 14;51(15):4790-5. doi: 10.1021/jm800101w. Epub 2008 Jul 8.PMID: 18605719

Spectroscopic evidence for the formation of goldfingers.

Franzman MA, Barrios AM.Inorg Chem. 2008 May 19;47(10):3928-30. doi: 10.1021/ic800157t. Epub 2008 Apr 22.PMID: 18426199

Identifying selective protein tyrosine phosphatase substrates and inhibitors from a fluorogenic, combinatorial peptide library.

Mitra S, Barrios AM.Chembiochem. 2008 May 23;9(8):1216-9. doi: 10.1002/cbic.200800046.PMID: 18412190 No abstract available.

Inhibition of cathepsin B by Au(I) complexes: a kinetic and computational study.

Gunatilleke SS, de Oliveira CA, McCammon JA, Barrios AM.J Biol Inorg Chem. 2008 May;13(4):555-61. doi: 10.1007/s00775-008-0344-0.PMID: 18253767

A highly efficient route to enantiomerically pure l-N-Bz-Pmp(t-Bu)2-OH and incorporation into a peptide-based protein tyrosine phosphatase inhibitor.

Hubbard CE, Barrios AM.Bioorg Med Chem Lett. 2008 Jan 15;18(2):679-81. doi: 10.1016/j.bmcl.2007.11.056.PMID: 18240386 Free PMC article.

Tuning the Au(I)-mediated inhibition of cathepsin B through ligand substitutions.

Gunatilleke SS, Barrios AM.J Inorg Biochem. 2008 Mar;102(3):555-63. doi: 10.1016/j.jinorgbio.2007.10.019. Epub 2007 Nov 22.PMID: 18164406

A series of peptide-based, fluorogenic probes for protein tyrosine phosphatase activity.

Mitra S, Barrios AM.Anal Biochem. 2007 Nov 15;370(2):249-51. doi: 10.1016/j.ab.2007.06.012. Epub 2007 Jun 13.PMID: 17662953 No abstract available.

Intracellular metal detectors.

Barrios AM.ACS Chem Biol. 2006 Mar 17;1(2):67-8. doi: 10.1021/cb600080a.PMID: 17163644 Review.

Inhibition of lysosomal cysteine proteases by a series of Au(I) complexes: a detailed mechanistic investigation.

Gunatilleke SS, Barrios AM.J Med Chem. 2006 Jun 29;49(13):3933-7. doi: 10.1021/jm060158f.PMID: 16789749

Highly sensitive peptide-based probes for protein tyrosine phosphatase activity utilizing a fluorogenic mimic of phosphotyrosine.

Mitra S, Barrios AM.Bioorg Med Chem Lett. 2005 Dec 1;15(23):5142-5. doi: 10.1016/j.bmcl.2005.08.054. Epub 2005 Oct 3.PMID: 16203147

Inhibition of lysosomal cysteine proteases by chrysotherapeutic compounds: a possible mechanism for the antiarthritic activity of Au(I).

Chircorian A, Barrios AM.Bioorg Med Chem Lett. 2004 Oct 18;14(20):5113-6. doi: 10.1016/j.bmcl.2004.07.073.PMID: 15380210

Scanning the prime-site substrate specificity of proteolytic enzymes: a novel assay based on ligand-enhanced lanthanide ion fluorescence.

Barrios AM, Craik CS.Bioorg Med Chem Lett. 2002 Dec 16;12(24):3619-23. doi: 10.1016/s0960-894x(02)00786-2.PMID: 12443789