Literature DB >> 15203168

Synthesis of a key Mycobacterium tuberculosis biosynthetic phosphoinositide intermediate.

K N Jayaprakash1, Jun Lu, Bert Fraser-Reid.   

Abstract

Regioselective mannosylations of a myoinositol acceptor diol are readily achieved by Lewis acid mediated iodinolysis of n-pentenyl ortho-esters. The procedure affords a psuedotrisaccharide to which the phosphoglyceryl and other lipid residues are added leading to the key biosynthetic intermediate of Mycobacterium species.

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Year:  2004        PMID: 15203168     DOI: 10.1016/j.bmcl.2004.04.103

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


  4 in total

1.  Synthesis and Toll-like receptor 4 (TLR4) activity of phosphatidylinositol dimannoside analogues.

Authors:  Gary D Ainge; William John Martin; Benjamin J Compton; Colin M Hayman; David S Larsen; Sung-Il Yoon; Ian A Wilson; Jacquie L Harper; Gavin F Painter
Journal:  J Med Chem       Date:  2011-10-05       Impact factor: 7.446

Review 2.  Analysis of carbohydrates and glycoconjugates by matrix-assisted laser desorption/ionization mass spectrometry: An update for 2003-2004.

Authors:  David J Harvey
Journal:  Mass Spectrom Rev       Date:  2009 Mar-Apr       Impact factor: 10.946

3.  Total synthesis of tetraacylated phosphatidylinositol hexamannoside and evaluation of its immunomodulatory activity.

Authors:  Pratap S Patil; Ting-Jen Rachel Cheng; Medel Manuel L Zulueta; Shih-Ting Yang; Larry S Lico; Shang-Cheng Hung
Journal:  Nat Commun       Date:  2015-06-03       Impact factor: 14.919

4.  Diastereoselective desymmetric 1,2-cis-glycosylation of meso-diols via chirality transfer from a glycosyl donor.

Authors:  Masamichi Tanaka; Koji Sato; Ryoki Yoshida; Nobuya Nishi; Rikuto Oyamada; Kazuki Inaba; Daisuke Takahashi; Kazunobu Toshima
Journal:  Nat Commun       Date:  2020-05-15       Impact factor: 14.919

  4 in total

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