Literature DB >> 16930046

Unified total syntheses of the inositol polyphosphates: D-I-3,5,6P3, D-I-3,4,5P3, D-I-3,4,6P3, and D-I-3,4,5,6P4 via catalytic enantioselective and site-selective phosphorylation.

Adam J Morgan1, Shio Komiya, Yingju Xu, Scott J Miller.   

Abstract

Synthetic routes to various inositol polyphosphates have been discovered utilizing catalytic enantioselective and site-selective phosphorylation reactions. The syntheses described herein exploit a common intermediate to gain efficient access to eight unique inositol polyphosphates.

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Year:  2006        PMID: 16930046     DOI: 10.1021/jo0610816

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  8 in total

1.  Asymmetric phosphorylation through catalytic P(III) phosphoramidite transfer: enantioselective synthesis of D-myo-inositol-6-phosphate.

Authors:  Peter A Jordan; Katherine J Kayser-Bricker; Scott J Miller
Journal:  Proc Natl Acad Sci U S A       Date:  2010-05-03       Impact factor: 11.205

Review 2.  Alternative synthetic tools to phospho-specific antibodies for phosphoproteome analysis: progress and prospects.

Authors:  James I Murray; Alan C Spivey; Rudiger Woscholski
Journal:  J Chem Biol       Date:  2013-07-09

3.  Catalyst-Dependent Syntheses of Phosphatidylinositol-5 Phosphate-DiC8 and its Enantiomer.

Authors:  Katherine J Kayser-Bricker; Peter A Jordan; Scott J Miller
Journal:  Tetrahedron       Date:  2008-07-14       Impact factor: 2.457

4.  Fluorous enzymatic synthesis of phosphatidylinositides.

Authors:  Weigang Huang; Angela Proctor; Christopher E Sims; Nancy L Allbritton; Qisheng Zhang
Journal:  Chem Commun (Camb)       Date:  2014-02-05       Impact factor: 6.222

5.  Asymmetric catalysis at a distance: catalytic, site-selective phosphorylation of teicoplanin.

Authors:  Sunkyu Han; Scott J Miller
Journal:  J Am Chem Soc       Date:  2013-08-07       Impact factor: 15.419

6.  A fully synthetic and biochemically validated phosphatidyl inositol-3-phosphate hapten via asymmetric synthesis and native chemical ligation.

Authors:  Brent D Chandler; Anne L Burkhardt; Klaudia Foley; Courtney Cullis; Denise Driscoll; Natalie Roy D'Amore; Scott J Miller
Journal:  J Am Chem Soc       Date:  2013-12-17       Impact factor: 15.419

7.  Combining asymmetric catalysis with natural product functionalization through enantioselective alpha-fluorination.

Authors:  Jeremy Erb; Ethan Alden-Danforth; Nathan Kopf; Michael T Scerba; Thomas Lectka
Journal:  J Org Chem       Date:  2010-02-05       Impact factor: 4.354

8.  Enantioselective acyl transfer catalysis by a combination of common catalytic motifs and electrostatic interactions.

Authors:  Hiroki Mandai; Kazuki Fujii; Hiroshi Yasuhara; Kenko Abe; Koichi Mitsudo; Toshinobu Korenaga; Seiji Suga
Journal:  Nat Commun       Date:  2016-04-15       Impact factor: 14.919

  8 in total

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