Discovery of picomolar slow tight-binding inhibitors of alpha-fucosidase.

No abstract is available for this paper.

• Publication year

  2004

• Venue

  Chemistry and Biology

• Publication date

  2004-09-01

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1016/J.CHEMBIOL.2004.07.009PMID 15380190
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

• The behavior and significance of slow-binding enzyme inhibitors.

  2006cited by this paper
• Crystal structure of Thermotoga maritima alpha-L-fucosidase. Insights into the catalytic mechanism and the molecular basis for fucosidosis.

  2004cited by this paper
• Identification of the Catalytic Nucleophile of the Family 29 α-L-Fucosidase from Thermotoga maritima through Trapping of a Covalent Glycosyl-Enzyme Intermediate and Mutagenesis*

  2003cited by this paper
• Achieving the Ultimate Physiological Goal in Transition State Analogue Inhibitors for Purine Nucleoside Phosphorylase*

  2003cited by this paper
• Enzymatic transition state poise and transition state analogues.

  2003cited by this paper
• Slow Tight Binding Inhibition of Proteinase K by a Proteinaceous Inhibitor

  2003cited by this paper
• Rapid diversity-oriented synthesis in microtiter plates for in situ screening: discovery of potent and selective alpha-fucosidase inhibitors.

  2003cited by this paper
• Glycosidase inhibitors: update and perspectives on practical use.

  2003cited by this paper
• The importance of trimming reactions on asparagine-linked oligosaccharides for protein quality control

  2002cited by this paper
• Glycosylation in the control of selectin counter‐receptor structure and function

  2002cited by this paper
• Slow-Tight Binding Inhibition of Xylanase by an Aspartic Protease Inhibitor

  2002cited by this paper
• Glycans as legislators of host-microbial interactions: spanning the spectrum from symbiosis to pathogenicity.

  2001cited by this paper
• Transition state structure of purine nucleoside phosphorylase and principles of atomic motion in enzymatic catalysis.

  2001cited by this paper
• Activity of fucosyltransferases and altered glycosylation in cystic fibrosis airway epithelial cells.

  2001cited by this paper
• Heparanase: a key enzyme involved in cell invasion.

  2001cited by this paper
• Discovery and development of GS 4104 (oseltamivir): an orally active influenza neuraminidase inhibitor.

  2000cited by this paper
• Miglitol: a review of its therapeutic potential in type 2 diabetes mellitus.

  2000cited by this paper
• Alpha-L-fucosidase enzyme in the prediction of colorectal cancer patients at high risk of tumor recurrence.

  2000cited by this paper
• Value of the Serum Alpha-L-Fucosidase Activity in the Diagnosis of Colorectal Cancer

  2000cited by this paper
• A Large Difference in the Thermodynamics of Binding of Isofagomine and 1-Deoxynojirimycin to β-Glucosidase

  2000cited by this paper
• Investigation of the slow inhibition of almond beta-glucosidase and yeast isomaltase by 1-azasugar inhibitors: evidence for the 'direct binding' model.

  2000cited by this paper
• Mammalian Notch1 Is Modified with Two Unusual Forms ofO-Linked Glycosylation Found on Epidermal Growth Factor-like Modules*

  2000cited by this paper
• Importance of glycosidases in mammalian glycoprotein biosynthesis.

  1999cited by this paper
• Terminal glycosylation in cystic fibrosis.

  1999cited by this paper
• Miglitol, a new alpha-glucosidase inhibitor.

  1999cited by this paper
• Long-term effectiveness of a new alpha-glucosidase inhibitor (BAY m1099-miglitol) in insulin-treated type 2 diabetes mellitus.

  1998cited by this paper
• Long‐term effectiveness of a new α‐glucosidase inhibitor (BAY m1099‐miglitol) in insulin‐treated Type 2 diabetes mellitus

  1998cited by this paper
• Serum α‐L‐fucosidase activity and early detection of hepatocellular carcinoma

  1998cited by this paper
• Serum alpha-L-fucosidase activity and early detection of hepatocellular carcinoma: a prospective study of patients with cirrhosis.

  1998cited by this paper
• Aldehyde and phosphinate analogs of glutathione and glutathionylspermidine: potent, selective binding inhibitors of the E. coli bifunctional glutathionylspermidine synthetase/amidase.

  1997cited by this paper
• Charge is the major discriminating factor for glutathione reductase versus trypanothione reductase inhibitors.

  1996cited by this paper
• Inhibitor-induced changes in the intrinsic fluorescence of human cyclooxygenase-2.

  1996cited by this paper
• Role of antennary structure of N-linked sugar chains in renal handling of recombinant human erythropoietin.

  1995cited by this paper
• Kukoamine A and other hydrophobic acylpolyamines: potent and selective inhibitors of Crithidia fasciculata trypanothione reductase.

  1995cited by this paper
• Inhibitors of carbohydrate processing: A new class of anticancer agents.

  1995cited by this paper
• Interactions between active-site-serine beta-lactamases and mechanism-based inactivators: a kinetic study and an overview.

  1993cited by this paper
• Le(y) antigen expression is correlated with apoptosis (programmed cell death).

  1993cited by this paper
• Ley antigen expression is correlated with apoptosis (programmed cell death)

  1993cited by this paper
• Glycoside hydrolases: mechanistic information from studies with reversible and irreversible inhibitors.

  1990cited by this paper
• Ramipril: review of pharmacology.

  1987cited by this paper
• Kinetics of slow, tight-binding inhibitors of angiotensin converting enzyme.

  1986cited by this paper

• Emerging gut microbial glycoside hydrolase inhibitors

  2025cites this paper
• Addition of Lithiated 1,3-Dithiane and Nitronate to Sugar-Derived Imines: Synthesis of Homoiminosugars and Pipecolic Acid Analogues.

  2025cites this paper
• Discovery of Biologically Optimized Polymyxin Derivatives Facilitated by Peptide Scanning and In Situ Screening Chemistry.

  2023cites this paper
• Identification of inhibitors of UDP-galactopyranose mutase via combinatorial in situ screening.

  2021cites this paper
• Crystal structure of Arabidopsis thaliana HPPD complexed with Mesotrione

  2019cites this paper
• Identification of chebulinic acid as a dual targeting inhibitor of protein tyrosine phosphatases relevant to insulin resistance.

  2019cites this paper
• Molecular insights into the mechanism of 4‐hydroxyphenylpyruvate dioxygenase inhibition: enzyme kinetics, X‐ray crystallography and computational simulations

  2019cites this paper
• Hepatocellular Carcinoma Diagnosis by Detecting α-Fucosidase with a Silicon Nanowire Field-Effect Transistor Biosensor

  2018cites this paper
• NATALIA NAPPI PERRELLA METABOLISM OF FUCOSE, ALPHA-L-FUCOSIDASES AND FUCOSYLTRANSFERASES: ENZYMATIC CHARACTERISATION, MECHANISM OF CATALYSIS AND PHYSIOLOGICAL ROLE

  2018cites this paper
• Bioisosteric modification of known fucosidase inhibitors to discover a novel inhibitor of α-L-fucosidase

  2017cites this paper
• Tuning of β-glucosidase and α-galactosidase inhibition by generation and in situ screening of a library of pyrrolidine-triazole hybrid molecules.

  2017cites this paper
• An Overview of Severe Acute Respiratory Syndrome–Coronavirus (SARS-CoV) 3CL Protease Inhibitors: Peptidomimetics and Small Molecule Chemotherapy

  2016cites this paper
• Expanding the library of divalent fucosidase inhibitors with polyamino and triazole-benzyl bridged bispyrrolidines.

  2016cites this paper
• Development of Activity-Based Probes for Imaging Human α-l-Fucosidases in Cells.

  2015cites this paper
• A divergent, short, and stereoselective approach to pyrrolidine iminosugars: synthesis of 1,4-dideoxy-1,4-imino-derivatives of d-allitol, d-ribitol, ethyl-erythritol, and (−)-2,3-trans-3-4-cis-dihydroxyproline

  2015cites this paper
• Rapid discovery of potent α-fucosidase inhibitors by in situ screening of a library of (pyrrolidin-2-yl)triazoles.

  2014cites this paper
• Polyhydroxyamino‐Piperidine‐Type Iminosugars and Pipecolic Acid Analogues from a D‐Mannose‐Derived Aldehyde

  2014cites this paper
• An easy route to synthetic analogues of radicamine B, codonopsine and codonopsinine from D-mannitol.

  2014cites this paper
• The 'mirror-image' postulate as a guide to the selection and evaluation of pyrrolidines as α-l-fucosidase inhibitors.

  2013cites this paper
• Development of fucosyltransferase and fucosidase inhibitors.

  2013cites this paper
• Chemoenzymatic Synthesis of GDP‐L‐Fucose Derivatives as Potent and Selective α‐1,3‐Fucosyltransferase Inhibitors

  2012cites this paper
• Synthesis of 2-(1-aminocyclopropyl)pyrrolidine-3,4-diol derivatives applying titanium-mediated reaction conditions

  2012cites this paper
• Imino sugars and glycosyl hydrolases: historical context, current aspects, emerging trends.

  2011cites this paper
• 4-C-Me-DAB and 4-C-Me-LAB - enantiomeric alkyl-branched pyrrolidine iminosugars - are specific and potent α-glucosidase inhibitors; acetone as the sole protecting group.

  2011cites this paper
• Screening and rank ordering of reversible mechanism-based inhibitors of hepatitis C virus NS3 protease using electrospray ionization mass spectrometry.

  2011cites this paper
• Docking and SAR studies of D- and L-isofagomine isomers as human β-glucocerebrosidase inhibitors.

  2011cites this paper
• Anti-SARS Drug Discovery and Development

  2011cites this paper
• Synthesis of 4-amino-4,5-dideoxy-L-lyxofuranose derivatives and their evaluation as fucosidase inhibitors.

  2011cites this paper
• Stereoselective syntheses of polyhydroxylated azepane derivatives from sugar-based epoxyamides. Part 1: synthesis from D-mannose

  2010cites this paper
• Synthesis and inhibitory activities of novel C-3 substituted azafagomines: a new type of selective inhibitors of α-L-fucosidases.

  2010cites this paper
• Development of GlcNAc-inspired iminocyclitiols as potent and selective N-acetyl-beta-hexosaminidase inhibitors.

  2010cites this paper
• Synthesis of all-cis 2,5-imino-2,5-dideoxy-fucitol and its evaluation as a potent fucosidase and galactosidase inhibitor.

  2010cites this paper
• Structural basis of alpha-fucosidase inhibition by iminocyclitols with K(i) values in the micro- to picomolar range.

  2010cites this paper
• Cystic fibrosis and diabetes: isoLAB and isoDAB, enantiomeric carbon-branched pyrrolidine iminosugars

  2010cites this paper
• 3,4-Dihydroxypyrrolidine as glycosidase inhibitor.

  2009cites this paper
• Expedient solid-phase synthesis of both symmetric and asymmetric diol libraries targeting aspartic proteases.

  2009cites this paper
• Glycomimetics at the mirror: medicinal chemistry of L-iminosugars.

  2009cites this paper
• Synthesis of 1-deoxy-l-gulonojirimycin and 1-deoxy-l-talonojirimycin

  2009cites this paper
• Role for α-l-fucosidase in the control of Helicobacter pylori-infected gastric cancer cells

  2009cites this paper
• Synthesis of novel pyrrolidine 3,4-diol derivatives as inhibitors of alpha-L-fucosidases.

  2009cites this paper
• Solid-phase synthesis of azidomethylene inhibitors targeting cysteine proteases.

  2008cites this paper
• Nucleophilic Additions to Cyclic Nitrones en Route to Iminocyclitols – Total Syntheses of DMDP, 6‐deoxy‐DMDP, DAB‐1, CYB‐3, Nectrisine, and Radicamine B

  2008cites this paper
• Solid-phase assembly and in situ screening of protein tyrosine phosphatase inhibitors.

  2008cites this paper
• Synthetic Routes to Three Novel Scaffolds for Potential Glycosidase Inhibitors

  2007cites this paper
• Rapid Synthesis of Iminosugar Derivatives for Cell‐Based In Situ Screening: Discovery of “Hit” Compounds with Anticancer Activity

  2007cites this paper
• Stereoselective synthesis of novel five-membered homoazasugars. A convenient route to all-cis tetrasubstituted pyrrolidines

  2007cites this paper
• Expeditious synthesis of tri- and tetrahydroxyazepanes from D-(-)-quinic acid as potent glycosidase inhibitors.

  2007cites this paper
• Facile synthesis of sulfonium ion derivatives of 1,5-anhydro-5-thio-L-fucitol as potential alpha-L-fucosidase inhibitors.

  2006cites this paper
• Novel Five‐Membered Iminocyclitol Derivatives as Selective and Potent Glycosidase Inhibitors: New Structures for Antivirals and Osteoarthritis

  2006cites this paper
• Characterization and inhibition of SARS-coronavirus main protease.

  2006cites this paper
• Stable Benzotriazole Esters as Mechanism-Based Inactivators of the Severe Acute Respiratory Syndrome 3CL Protease

  2006cites this paper
• Discovery of different types of inhibition between the human and thermotoga maritima alpha-fucosidases by fuconojirimycin-based derivatives.

  2006influential citation
• Microtiter plate based chemistry and in situ screening: a useful approach for rapid inhibitor discovery.

  2006cites this paper
• Epoxide opening in water and screening in situ for rapid discovery of enzyme inhibitors in microtiter plates.

  2006cites this paper
• Tetrabutylammonium Fluoride‐Mediated Rapid Alkylation Reaction in Microtiter Plates for the Discovery of Enzyme Inhibitors in Situ

  2005cites this paper
• C-glycosides and aza-C-glycosides as potential glycosidase and glycosyltransferase inhibitors.

  2005cites this paper
• Stereoselective synthesis of (2S,3S,4R,5S)-5-methylpyrrolidine-3,4-diol derivatives that are highly selective alpha-L-fucosidase inhibitors.

  2005cites this paper
• Tetrabutylammonium fluoride-assisted rapid N9-alkylation on purine ring: Application to combinatorial reactions in microtiter plates for the discovery of potent sulfotransferase inhibitors in situ

  2005cites this paper
• Inhibition of the severe acute respiratory syndrome 3CL protease by peptidomimetic α,β-unsaturated esters

  2005cites this paper
• Discovery of potent anilide inhibitors against the severe acute respiratory syndrome 3CL protease.

  2005cites this paper