Extending Halogen-based Medicinal Chemistry to Proteins

No abstract is available for this paper.

• Publication year

  2016

• Venue

  Journal of Biological Chemistry

• Publication date

  2016-11-14

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1074/jbc.M116.761015PMID 27875310PMCID PMC5207135
• 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.

• Correction to A Toolkit to Fit Nonbonded Parameters from and for Condensed Phase Simulations

  2017cited by this paper
• Impact of Quadrupolar Electrostatics on Atoms Adjacent to the Sigma-Hole in Condensed-Phase Simulations.

  2016cited by this paper
• Contribution of TyrB26 to the Function and Stability of Insulin

  2016influential reference
• Higher-Resolution Structure of the Human Insulin Receptor Ectodomain: Multi-Modal Inclusion of the Insert Domain.

  2016cited by this paper
• Halogen bonds involved in binding of halogenated ligands by protein kinases.

  2016cited by this paper
• A Toolkit to Fit Nonbonded Parameters from and for Condensed Phase Simulations

  2016cited by this paper
• Could the “Janus‐like” properties of the halobenzene CX bond (XCl, Br) be leveraged to enhance molecular recognition?

  2015cited by this paper
• Halogen Bonding in Supramolecular Chemistry.

  2015cited by this paper
• How IGF-1 activates its receptor

  2015cited by this paper
• Molecular Dynamics Simulations of Insulin: Elucidating the Conformational Changes that Enable Its Binding

  2015cited by this paper
• Biophysical Optimization of a Therapeutic Protein by Nonstandard Mutagenesis

  2014influential reference
• The strength and directionality of a halogen bond are co-determined by the magnitude and size of the σ-hole.

  2014cited by this paper
• How IGF-1 activates its receptor

  2014cited by this paper
• Correction: The strength and directionality of a halogen bond are co-determined by the magnitude and size of the σ-hole.

  2014cited by this paper
• Aromatic Anchor at an Invariant Hormone-Receptor Interface

  2014cited by this paper
• Protective hinge in insulin opens to enable its receptor engagement

  2014cited by this paper
• On the importance and origin of aromatic interactions in chemistry and biodisciplines.

  2013cited by this paper
• Halogen bonding and other σ-hole interactions: a perspective.

  2013cited by this paper
• The insulin receptor changes conformation in unforeseen ways on ligand binding: Sharpening the picture of insulin receptor activation

  2013cited by this paper
• How insulin engages its primary binding site on the insulin receptor

  2013influential reference
• Leveraging Symmetries of Static Atomic Multipole Electrostatics in Molecular Dynamics Simulations.

  2013cited by this paper
• Halogen bonding (X‐bonding): A biological perspective

  2013cited by this paper
• Deriving Static Atomic Multipoles from the Electrostatic Potential

  2013cited by this paper
• Fluorine in Pharmaceutical and Medicinal Chemistry: From Biophysical Aspects to Clinical Applications

  2012cited by this paper
• Linking Crystallographic Model and Data Quality

  2012cited by this paper
• Design of Non-Standard Insulin Analogs for the Treatment of Diabetes Mellitus

  2012cited by this paper
• Treatment of Halogen Bonding in the OPLS-AA Force Field; Application to Potent Anti-HIV Agents.

  2012cited by this paper
• Commemorating Two Centuries of Iodine Research: An Interdisciplinary Overview of Current Research

  2012cited by this paper
• Fluorine-Containing Pharmaceuticals

  2012cited by this paper
• Evolution of multiple, mutually orthogonal prolyl-tRNA synthetase/tRNA pairs for unnatural amino acid mutagenesis in Escherichia coli

  2012cited by this paper
• Conformational Dynamics of Insulin

  2011cited by this paper
• Commemorating two centuries of iodine research: an interdisciplinary overview of current research.

  2011cited by this paper
• Comment: Evolutionary Roots of Iodine and Thyroid Hormones in Cell-Cell Signaling

  2010cited by this paper
• Halogen bonding: an electrostatically-driven highly directional noncovalent interaction.

  2010cited by this paper
• Adding new chemistries to the genetic code.

  2010cited by this paper
• Integration, scaling, space-group assignment and post-refinement

  2010cited by this paper
• Evolutionary roots of iodine and thyroid hormones in cell-cell signaling.

  2009cited by this paper
• CHARMM: The biomolecular simulation program

  2009cited by this paper
• Enhancing the Activity of a Protein by Stereospecific Unfolding

  2009cited by this paper
• Enzymatic semisynthesis of porcine despentapeptide (B26-30) insulin using unprotected desoctapeptide (B23-30) insulin as a substrate. Model studies.

  2009cited by this paper
• Decoding the Cryptic Active Conformation of a Protein by Synthetic Photoscanning

  2009cited by this paper
• Evidence for C-Cl/C-Br...pi interactions as an important contribution to protein-ligand binding affinity.

  2009cited by this paper
• GROMACS 4:  Algorithms for Highly Efficient, Load-Balanced, and Scalable Molecular Simulation.

  2008cited by this paper
• ENHANCING THE ACTIVITY OF INSULIN BY STEREOSPECIFIC UNFOLDING

  2008cited by this paper
• Halogen bonding in supramolecular chemistry.

  2008cited by this paper
• P-LINCS:  A Parallel Linear Constraint Solver for Molecular Simulation.

  2008cited by this paper
• An overview of halogen bonding

  2007cited by this paper
• Fluorine in Pharmaceuticals: Looking Beyond Intuition

  2007cited by this paper
• Halogen bonding: the sigma-hole. Proceedings of "Modeling interactions in biomolecules II", Prague, September 5th-9th, 2005.

  2007cited by this paper
• Canonical sampling through velocity rescaling.

  2007cited by this paper
• Halogen bonding: the σ-hole

  2007cited by this paper
• On the spectroscopic and thermochemical properties of ClO, BrO, IO, and their anions.

  2006cited by this paper
• Chiral Mutagenesis of Insulin

  2006cited by this paper
• Insulin analogues.

  2005cited by this paper
• Halogen bonding based recognition processes: a world parallel to hydrogen bonding.

  2005cited by this paper
• A comparison of the dynamic behavior of monomeric and dimeric insulin shows structural rearrangements in the active monomer.

  2004cited by this paper
• Coot: model-building tools for molecular graphics.

  2004cited by this paper
• Thyroxine-Thyroid Hormone Receptor Interactions*

  2004cited by this paper
• Halogen bonds in biological molecules.

  2004cited by this paper
• Generalized born model with a simple smoothing function

  2003cited by this paper
• An implicit membrane generalized born theory for the study of structure, stability, and interactions of membrane proteins.

  2003cited by this paper
• An engineered Escherichia coli tyrosyl–tRNA synthetase for site-specific incorporation of an unnatural amino acid into proteins in eukaryotic translation and its application in a wheat germ cell-free system

  2002cited by this paper
• Functional Reconstitution of Insulin Receptor Binding Site from Non-binding Receptor Fragments*

  2002cited by this paper
• Structural biology of insulin and IGF1 receptors: implications for drug design

  2002cited by this paper
• Hormone selectivity in thyroid hormone receptors.

  2001cited by this paper
• Evolution of the insulin molecule: insights into structure-activity and phylogenetic relationships.

  2001cited by this paper
• Structure and Stability of the Insulin Dimer Investigated by Molecular Dynamics Simulation

  2001cited by this paper
• Studying excited states of proteins by NMR spectroscopy

  2001cited by this paper
• Mutational analysis of the N-linked glycosylation sites of the human insulin receptor.

  2000cited by this paper
• Linear extrapolation method of analyzing solvent denaturation curves

  2000cited by this paper
• R6 hexameric insulin complexed with m-cresol or resorcinol.

  2000cited by this paper
• Application of circular dichroism to study RNA folding transitions.

  2000cited by this paper
• All-atom empirical potential for molecular modeling and dynamics studies of proteins.

  1998cited by this paper
• The role of assembly in insulin's biosynthesis.

  1998cited by this paper
• OPLS all‐atom force field for carbohydrates

  1997cited by this paper
• Solution structures of the R6 human insulin hexamer,.

  1997cited by this paper
• Identification of Common Ligand Binding Determinants of the Insulin and Insulin-like Growth Factor 1 Receptors

  1997cited by this paper
• Structure and Dynamics of a Protein Assembly.1H-NMR Studies of the 36 kDaR6Insulin Hexamer

  1996cited by this paper
• The role of databases in support of computational chemistry calculations

  1996cited by this paper
• Solution structure of an engineered insulin monomer at neutral pH.

  1996cited by this paper
• Mapping the functional surface of insulin by design: structure and function of a novel A-chain analogue.

  1996cited by this paper
• Structure and dynamics of a protein assembly. 1H-NMR studies of the 36 kDa R6 insulin hexamer.

  1996cited by this paper
• The Nature and Geometry of Intermolecular Interactions between Halogens and Oxygen or Nitrogen

  1996cited by this paper
• An exact mathematical expression for describing competitive binding of two different ligands to a protein molecule

  1995cited by this paper
• A smooth particle mesh Ewald method

  1995cited by this paper
• Mapping of an NH-terminal Ligand Binding Site of the Insulin Receptor by Alanine Scanning Mutagenesis (*)

  1995cited by this paper
• A proposed interaction model of the insulin molecule with its receptor.

  1994cited by this paper
• Receptor binding redefined by a structural switch in a mutant human insulin

  1994cited by this paper
• A self-consistent method for the analysis of protein secondary structure from circular dichroism.

  1993cited by this paper
• Molecular recognition in insulin assembly.

  1993cited by this paper
• Conformational changes in cubic insulin crystals in the pH range 7-11.

  1993cited by this paper
• Particle mesh Ewald: An N⋅log(N) method for Ewald sums in large systems

  1993cited by this paper
• Comparative 2D NMR studies of human insulin and des-pentapeptide insulin: sequential resonance assignment and implications for protein dynamics and receptor recognition.

  1991cited by this paper
• X-ray analysis of the single chain B29-A1 peptide-linked insulin molecule. A completely inactive analogue.

  1991cited by this paper
• Proton nuclear magnetic resonance study of the B9(Asp) mutant of human insulin. Sequential assignment and secondary structure.

  1991cited by this paper
• Disposition of the phenylalanine B25 side chain during insulin-receptor and insulin-insulin interactions.

  1991cited by this paper
• Structure of the pig insulin dimer in the cubic crystal.

  1991cited by this paper
• Conformational flexibility of aqueous monomeric and dimeric insulin: a molecular dynamics study.

  1991cited by this paper
• Tissue-specific expression of two alternatively spliced insulin receptor mRNAs in man.

  1989influential reference
• Phenol stabilizes more helix in a new symmetrical zinc insulin hexamer

  1989cited by this paper

• A selenoxide for single-atom protein modification of tyrosine residues enabled by water-resistant chalcogen and hydrogen bonding

  2025cites this paper
• Enhancing Empirical Energy Functions Using Physics‐ and Machine Learning‐Based Extensions: Structure, Dynamics and Spectroscopy of Modified Benzenes

  2025cites this paper
• A Brief Atlas of Insulin.

  2022cites this paper
• Stabilization of a protein by a single halogen‐based aromatic amplifier

  2022cites this paper
• Hydration dynamics and IR spectroscopy of 4-fluorophenol

  2022cites this paper
• A Reduced Generalized Force Field for Biological Halogen Bonds.

  2021cites this paper
• Structural Stability of Insulin Oligomers and Protein Association-Dissociation Processes: Free Energy Landscape and Universal Role of Water.

  2021cites this paper
• Halogen Bonds in Biomolecular Engineering

  2021cites this paper
• Halogen Bonding: Types and Role in Biological Activities of Halogenated Molecules

  2021cites this paper
• Enhanced self-assembly of the 7–12 sequence of amyloid-β peptide by tyrosine bromination

  2020cites this paper
• Applying radiolabeled novel recombinant insulin via 99mTc for ensuring native like action by in vivo biodistribution in mice.

  2020cites this paper
• Insights into the Sensitivity of Arginine Concentration to Preserve the Folded Form of Insulin Monomer under Thermal Stress

  2020cites this paper
• Substitution of an Internal Disulfide Bridge with a Diselenide Enhances both Foldability and Stability of Human Insulin.

  2019cites this paper
• Novel protein science enabled by total chemical synthesis

  2019cites this paper
• Halogen bonding in halocarbon-protein complexes and computational tools for rational drug design

  2019cites this paper
• The Role of Water in the Stability of Wild-type and Mutant Insulin Dimers.

  2018cites this paper
• Structure-based stabilization of insulin as a therapeutic protein assembly via enhanced aromatic–aromatic interactions

  2018influential citation
• Labeling and Protecting N‐Terminal Protein Positions by β‐Peptidyl Aminopeptidase‐Catalyzed Attachment of β‐Amino‐Acid Residues – Insulin as a First Example

  2018cites this paper
• Enzyme kinetics from circular dichroism of insulin reveals mechanistic insights into the regulation of insulin-degrading enzyme

  2018cites this paper
• Biomolecular Simulations of Halogen Bonds with a GROMOS Force Field.

  2018cites this paper
• From in silica to in silico: retention thermodynamics at solid-liquid interfaces.

  2018cites this paper
• Increasing Enzyme Stability and Activity through Hydrogen Bond-Enhanced Halogen Bonds

  2018cites this paper
• Implications of short time scale dynamics on long time processes

  2017cites this paper
• The σ and π Holes. The Halogen and Tetrel Bondings: Their Nature, Importance and Chemical, Biological and Medicinal Implications

  2017cites this paper
• Molecular Mechanisms Underlying Solute Retention at Heterogeneous Interfaces.

  2017cites this paper
• Ultrafast dynamics induced by the interaction of molecules with electromagnetic fields: Several quantum, semiclassical, and classical approaches

  2017cites this paper