Literature DB >> 22199405

Design and synthesis of a potential SH2 domain inhibitor bearing a stereodiversified 1,4-cis-enediol scaffold.

Christine Marian1, Rong Huang, Richard F Borch.   

Abstract

Synthesis of a potential Src family SH2 domain inhibitor incorporating a 1,4-cis-enediol scaffold is reported. The synthetic route offers straightforward and highly selective access to the enediol and its associated chiral centers. Key steps include stereocontrolled syn-aldol coupling, amide alkynylation, and asymmetric ketone reduction.

Entities:  

Year:  2011        PMID： 22199405      PMCID： PMC3244727          DOI： 10.1016/j.tet.2011.10.014

Source DB:  PubMed          Journal:  Tetrahedron        ISSN： 0040-4020            Impact factor:   2.457


  16 in total

Review 1.  Signaling--2000 and beyond.

Authors:  T Hunter
Journal:  Cell       Date:  2000-01-07       Impact factor: 41.582

Review 2.  The SH2 domain: versatile signaling module and pharmaceutical target.

Authors:  Kazuya Machida; Bruce J Mayer
Journal:  Biochim Biophys Acta       Date:  2004-11-19

3.  Design and synthesis of phosphotyrosine peptidomimetic prodrugs.

Authors:  Hugo Garrido-Hernandez; Kyung D Moon; Robert L Geahlen; Richard F Borch
Journal:  J Med Chem       Date:  2006-06-01       Impact factor: 7.446

4.  SH2 domains recognize specific phosphopeptide sequences.

Authors:  Z Songyang; S E Shoelson; M Chaudhuri; G Gish; T Pawson; W G Haser; F King; T Roberts; S Ratnofsky; R J Lechleider
Journal:  Cell       Date:  1993-03-12       Impact factor: 41.582

5.  Thermodynamic and structural effects of conformational constraints in protein-ligand interactions. Entropic paradoxy associated with ligand preorganization.

Authors:  John E DeLorbe; John H Clements; Martin G Teresk; Aaron P Benfield; Hilary R Plake; Laura E Millspaugh; Stephen F Martin
Journal:  J Am Chem Soc       Date:  2009-11-25       Impact factor: 15.419

6.  High-affinity mu opioid receptor ligands discovered by the screening of an exhaustively stereodiversified library of 1,5-enediols.

Authors:  Bryce A Harrison; Tiffany Malinky Gierasch; Claire Neilan; Gavril W Pasternak; Gregory L Verdine
Journal:  J Am Chem Soc       Date:  2002-11-13       Impact factor: 15.419

Review 7.  SRC homology-2 inhibitors: peptidomimetic and nonpeptide.

Authors:  Tomi K Sawyer; Regine S Bohacek; David C Dalgarno; Charles J Eyermann; Noriyuki Kawahata; Chester A Metcalf; William C Shakespeare; Raji Sundaramoorthi; Yihan Wang; Michael G Yang
Journal:  Mini Rev Med Chem       Date:  2002-10       Impact factor: 3.862

8.  A modular synthetic approach toward exhaustively stereodiversified ligand libraries.

Authors:  T M Gierasch; M Chytil; M T Didiuk; J Y Park; J J Urban; S P Nolan; G L Verdine
Journal:  Org Lett       Date:  2000-12-14       Impact factor: 6.005

9.  Crystal structures of the human p56lck SH2 domain in complex with two short phosphotyrosyl peptides at 1.0 A and 1.8 A resolution.

Authors:  L Tong; T C Warren; J King; R Betageri; J Rose; S Jakes
Journal:  J Mol Biol       Date:  1996-03-01       Impact factor: 5.469

Review 10.  Phosphotyrosyl mimetics in the development of signal transduction inhibitors.

Authors:  Terrence R Burke; Kyeong Lee
Journal:  Acc Chem Res       Date:  2003-06       Impact factor: 22.384
View more
  1 in total

1.  Design, synthesis, and kinetic analysis of potent protein N-terminal methyltransferase 1 inhibitors.

Authors:  Gang Zhang; Stacie Lynn Richardson; Yunfei Mao; Rong Huang
Journal:  Org Biomol Chem       Date:  2015-02-25       Impact factor: 3.876
  1 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.