Structure-guided design of sialic acid-based Siglec inhibitors and crystallographic analysis in complex with sialoadhesin.

No abstract is available for this paper.

• Publication year

  2003

• Venue

  Structure

• Publication date

  2003-05-01

• Fields of study

  Biology, Medicine, Chemistry

• Identifiers
  DOI 10.1016/S0969-2126(03)00073-XPMID 12737821
• 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.

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• Siglecs, sialic acids and innate immunity.

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• Ligands for siglecs.

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• Multiple functions of the myelin‐associated glycoprotein MAG (siglec‐4a) in formation and maintenance of myelin

  2000cited by this paper
• Insights into the molecular basis of leukocyte tethering and rolling revealed by structures of P- and E-selectin bound to SLe(X) and PSGL-1.

  2000cited by this paper
• X-ray structures of small ligand-FKBP complexes provide an estimate for hydrophobic interaction energies.

  2000cited by this paper
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  1999cited by this paper
• Molecular analysis of sialoside binding to sialoadhesin by NMR and site-directed mutagenesis.

  1999cited by this paper
• Further additions to MolScript version 1.4, including reading and contouring of electron-density maps.

  1999cited by this paper
• Crystallography & NMR system: A new software suite for macromolecular structure determination.

  1998cited by this paper
• Prediction of binding constants of protein ligands: A fast method for the prioritization of hits obtained from de novo design or 3D database search programs

  1998cited by this paper
• Functional groups of sialic acids involved in binding to siglecs (sialoadhesins) deduced from interactions with synthetic analogues.

  1998cited by this paper
• Crystal structure of the N-terminal domain of sialoadhesin in complex with 3' sialyllactose at 1.85 A resolution.

  1998cited by this paper
• Expression, crystallization, and preliminary X‐ray analysis of a sialic acid‐binding fragment of sialoadhesin in the presence and absence of ligand

  1997cited by this paper
• [33] AMoRe: An automated molecular replacement program package.

  1997cited by this paper
• Electron-density map interpretation.

  1997cited by this paper
• Myelin-associated Glycoprotein Interacts with Neurons via a Sialic Acid Binding Site at ARG118 and a Distinct Neurite Inhibition Site

  1997cited by this paper
• Processing of X-ray diffraction data collected in oscillation mode.

  1997cited by this paper
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  1997cited by this paper
• [20] Processing of X-ray diffraction data collected in oscillation mode.

  1997cited by this paper
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• The Amino-terminal Immunoglobulin-like Domain of Sialoadhesin Contains the Sialic Acid Binding Site

  1995cited by this paper
• Mice deficient for the myelin-associated glycoprotein show subtle abnormalities in myelin.

  1994cited by this paper
• A novel role for myelin-associated glycoprotein as an inhibitor of axonal regeneration.

  1994cited by this paper
• Identification of myelin-associated glycoprotein as a major myelin-derived inhibitor of neurite growth.

  1994cited by this paper
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  1994cited by this paper
• Modifications of cell surface sialic acids modulate cell adhesion mediated by sialoadhesin and CD22

  1994cited by this paper
• Screening and optimization strategies for macromolecular crystal growth.

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  1994cited by this paper
• Natural ligands of the B cell adhesion molecule CD22 beta can be masked by 9-O-acetylation of sialic acids

  1994cited by this paper
• The oligosaccharide binding specificities of CD22 beta, a sialic acid-specific lectin of B cells.

  1994cited by this paper
• Raster3D Version 2.0. A program for photorealistic molecular graphics.

  1994cited by this paper
• Myelination in the absence of myelin-associated glycoprotein

  1994cited by this paper
• Mice deficient for the myelin-associated glycoprotein show subtle abnormalities in myelin.

  1994cited by this paper
• Initial events of myelination involve Fyn tyrosine kinase signalling

  1994cited by this paper
• The CCP4 suite: programs for protein crystallography.

  1994cited by this paper
• PROCHECK: a program to check the stereochemical quality of protein structures

  1993cited by this paper
• Micro-bridges for sitting-drop crystallizations

  1992cited by this paper
• The B lymphocyte adhesion molecule CD22 interacts with leukocyte common antigen CD45RO on T cells and alpha 2-6 sialyltransferase, CD75, on B cells.

  1991cited by this paper
• Extracting hydrophobic free energies from experimental data: relationship to protein folding and theoretical models.

  1991cited by this paper
• Reconciling the magnitude of the microscopic and macroscopic hydrophobic effects.

  1991cited by this paper
• Purification and properties of sialoadhesin, a sialic acid‐binding receptor of murine tissue macrophages.

  1991cited by this paper
• Sparse matrix sampling: a screening method for crystallization of proteins

  1991cited by this paper
• Protein folding and association: Insights from the interfacial and thermodynamic properties of hydrocarbons

  1991cited by this paper
• Myelin‐Associated Glycoprotein Location and Potential Functions a

  1990cited by this paper
• A computational procedure for determining energetically favorable binding sites on biologically important macromolecules.

  1985cited by this paper
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  1979cited by this paper

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