Literature DB >> 20822907

Synthesis of biologically active biotinylated muramyl dipeptides.

Catherine Leimkuhler Grimes1, Daniel K Podolsky, Erin K O'Shea.   

Abstract

Muramyl dipeptide (MDP) is believed to interact with an innate immune receptor, Nod2. To identify the cellular receptor for MDP, we have synthesized biotinylated MDP isomers and tested the ability of these compounds to activate Nod2 in a cell-based assay. We found that the modification of MDP does not perturb its ability to activate Nod2. These tagged versions of MDP will be useful to identify the cellular receptor of the immunostimulatory molecules.
Copyright © 2010 Elsevier Ltd. All rights reserved.

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Year:  2010        PMID： 20822907      PMCID： PMC2957841          DOI： 10.1016/j.bmcl.2010.08.056

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  21 in total

1.  Nod2-dependent regulation of innate and adaptive immunity in the intestinal tract.

Authors:  Koichi S Kobayashi; Mathias Chamaillard; Yasunori Ogura; Octavian Henegariu; Naohiro Inohara; Gabriel Nuñez; Richard A Flavell
Journal:  Science       Date:  2005-02-04       Impact factor: 47.728

2.  Minimal structural requirements for adjuvant activity of bacterial peptidoglycan derivatives.

Authors:  F Ellouz; A Adam; R Ciorbaru; E Lederer
Journal:  Biochem Biophys Res Commun       Date:  1974-08-19       Impact factor: 3.575

3.  Synthesis of N-acetyl-muramyl-L-alanyl-D-isoglutamine, an adjuvant of the immune response, and of some n-acetyl-muramyl-peptide analogs.

Authors:  P Lefrancier; J Choay; M Derrien; I Lederman
Journal:  Int J Pept Protein Res       Date:  1977

4.  Chemical modification of the C-6 substituent in the carbohydrate moiety of N-acetylmuramoyl-L-alanyl-D-isoglutamine (MDP), and the immunoadjuvant activity.

Authors:  H Okumura; Y Tokushima; I Saiki; I Azuma; M Kiso; A Hasegawa
Journal:  Carbohydr Res       Date:  1983-10-14       Impact factor: 2.104

5.  Synthesis of N-acetyl-6-amino- and -6-(acylamino)-6-deoxymuramoyl dipeptides, and their immunoadjuvant activities.

Authors:  A Hasegawa; H Okumura; M Kiso; I Azuma; Y Yamamura
Journal:  Carbohydr Res       Date:  1980-02       Impact factor: 2.104

6.  Peptidoglycan molecular requirements allowing detection by Nod1 and Nod2.

Authors:  Stephen E Girardin; Leonardo H Travassos; Mireille Hervé; Didier Blanot; Ivo G Boneca; Dana J Philpott; Philippe J Sansonetti; Dominique Mengin-Lecreulx
Journal:  J Biol Chem       Date:  2003-07-18       Impact factor: 5.157

Review 7.  NODs: intracellular proteins involved in inflammation and apoptosis.

Authors:  Naohiro Inohara; Gabriel Nuñez
Journal:  Nat Rev Immunol       Date:  2003-05       Impact factor: 53.106

8.  Host recognition of bacterial muramyl dipeptide mediated through NOD2. Implications for Crohn's disease.

Authors:  Naohiro Inohara; Yasunori Ogura; Ana Fontalba; Olga Gutierrez; Fernando Pons; Javier Crespo; Koichi Fukase; Seiichi Inamura; Shoichi Kusumoto; Masahito Hashimoto; Simon J Foster; Anthony P Moran; Jose L Fernandez-Luna; Gabriel Nuñez
Journal:  J Biol Chem       Date:  2003-01-04       Impact factor: 5.157

9.  Nod2 is a general sensor of peptidoglycan through muramyl dipeptide (MDP) detection.

Authors:  Stephen E Girardin; Ivo G Boneca; Jérôme Viala; Mathias Chamaillard; Agnès Labigne; Gilles Thomas; Dana J Philpott; Philippe J Sansonetti
Journal:  J Biol Chem       Date:  2003-01-13       Impact factor: 5.157

10.  Induction of Nod2 in myelomonocytic and intestinal epithelial cells via nuclear factor-kappa B activation.

Authors:  Olga Gutierrez; Carlos Pipaon; Naohiro Inohara; Ana Fontalba; Yasunori Ogura; Felipe Prosper; Gabriel Nunez; Jose L Fernandez-Luna
Journal:  J Biol Chem       Date:  2002-08-22       Impact factor: 5.157
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  12 in total

Review 1.  Messenger functions of the bacterial cell wall-derived muropeptides.

Authors:  Marc A Boudreau; Jed F Fisher; Shahriar Mobashery
Journal:  Biochemistry       Date:  2012-03-27       Impact factor: 3.162

2.  Peptidoglycan Modifications Tune the Stability and Function of the Innate Immune Receptor Nod2.

Authors:  James E Melnyk; Vishnu Mohanan; Amy K Schaefer; Ching-Wen Hou; Catherine Leimkuhler Grimes
Journal:  J Am Chem Soc       Date:  2015-06-02       Impact factor: 15.419

3.  Synthesis and Application of Methyl N,O-Hydroxylamine Muramyl Peptides.

Authors:  Klare M Lazor; Junhui Zhou; Kristen E DeMeester; Elizabeth A D'Ambrosio; Catherine L Grimes
Journal:  Chembiochem       Date:  2019-03-21       Impact factor: 3.164

4.  Molecular Recognition of Muramyl Dipeptide Occurs in the Leucine-rich Repeat Domain of Nod2.

Authors:  Mackenzie L Lauro; Elizabeth A D'Ambrosio; Brian J Bahnson; Catherine Leimkuhler Grimes
Journal:  ACS Infect Dis       Date:  2016-10-31       Impact factor: 5.084

5.  Crohn's Disease Variants of Nod2 Are Stabilized by the Critical Contact Region of Hsp70.

Authors:  Amy K Schaefer; Hannah C Wastyk; Vishnu Mohanan; Ching-Wen Hou; Mackenzie L Lauro; James E Melnyk; Jason M Burch; Catherine L Grimes
Journal:  Biochemistry       Date:  2017-08-15       Impact factor: 3.162

6.  Identification of MDP (muramyl dipeptide)-binding key domains in NOD2 (nucleotide-binding and oligomerization domain-2) receptor of Labeo rohita.

Authors:  Jitendra Maharana; Banikalyan Swain; Bikash R Sahoo; Manas R Dikhit; Madhubanti Basu; Abhijit S Mahapatra; Pallipuram Jayasankar; Mrinal Samanta
Journal:  Fish Physiol Biochem       Date:  2012-12-20       Impact factor: 2.794

Review 7.  Revisiting peptidoglycan sensing: interactions with host immunity and beyond.

Authors:  Geneva Maddison Crump; Junhui Zhou; Siavash Mashayekh; Catherine L Grimes
Journal:  Chem Commun (Camb)       Date:  2020-10-15       Impact factor: 6.222

8.  Synthesis of Bacterial-Derived Peptidoglycan Cross-Linked Fragments.

Authors:  Siavash Mashayekh; Klare L Bersch; Jared Ramsey; Thomas Harmon; Benjamin Prather; Lauren A Genova; Catherine L Grimes
Journal:  J Org Chem       Date:  2020-10-27       Impact factor: 4.354

9.  A synthetic pathogen mimetic molecule induces a highly amplified synergistic immune response via activation of multiple signaling pathways.

Authors:  Naorem Nihesh; Saikat Manna; Bradley Studnitzer; Jingjing Shen; Aaron P Esser-Kahn
Journal:  Chem Sci       Date:  2021-04-01       Impact factor: 9.825

10.  The innate immune protein Nod2 binds directly to MDP, a bacterial cell wall fragment.

Authors:  Catherine Leimkuhler Grimes; Lushanti De Zoysa Ariyananda; James E Melnyk; Erin K O'Shea
Journal:  J Am Chem Soc       Date:  2012-08-13       Impact factor: 15.419
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