Literature DB >> 19122755

Synthesis of a Homologous Series of Side Chain Extended Orthogonally-Protected Aminooxy-Containing Amino Acids.

Fa Liu1, Joshua Thomas, Terrence R Burke.   

Abstract

Practical methodology is reported for the synthesis of a homologous series of side chain extended amino acids containing aminooxy functionality bearing orthogonal protection suitable for Fmoc peptide synthesis. These reagents may be useful for the preparation of libraries containing fragments joined by peptide linkers.

Entities:  

Year:  2008        PMID： 19122755      PMCID： PMC2491720          DOI： 10.1055/s-2008-1078600

Source DB:  PubMed          Journal:  Synthesis (Stuttg)        ISSN： 0039-7881            Impact factor:   3.157


  13 in total

1.  Combinatorial target-guided ligand assembly: identification of potent subtype-selective c-Src inhibitors.

Authors:  D J Maly; I C Choong; J A Ellman
Journal:  Proc Natl Acad Sci U S A       Date:  2000-03-14       Impact factor: 11.205

2.  Preparation and application of O-amino-serine, Ams, a new building block in chemoselective ligation chemistry.

Authors:  J C Spetzler; T Hoeg-Jensen
Journal:  J Pept Sci       Date:  1999-12       Impact factor: 1.905

3.  Hydrazone- and hydrazide-containing N-substituted glycines as peptoid surrogates for expedited library synthesis: application to the preparation of Tsg101-directed HIV-1 budding antagonists.

Authors:  Fa Liu; Andrew G Stephen; Catherine S Adamson; Karine Gousset; M Javad Aman; Eric O Freed; Robert J Fisher; Terrence R Burke
Journal:  Org Lett       Date:  2006-10-26       Impact factor: 6.005

4.  Total synthesis of cyclic tetrapeptide FR235222, a potent immunosuppressant that inhibits mammalian histone deacetylases.

Authors:  Weiqing Xie; Bin Zou; Duanqing Pei; Dawei Ma
Journal:  Org Lett       Date:  2005-06-23       Impact factor: 6.005

5.  Uracil-directed ligand tethering: an efficient strategy for uracil DNA glycosylase (UNG) inhibitor development.

Authors:  Yu Lin Jiang; Daniel J Krosky; Lauren Seiple; James T Stivers
Journal:  J Am Chem Soc       Date:  2005-12-14       Impact factor: 15.419

6.  Development of co- and post-translational synthetic strategies to C-neoglycopeptides.

Authors:  Glenn J McGarvey; Tyler E Benedum; Frank W Schmidtmann
Journal:  Org Lett       Date:  2002-10-17       Impact factor: 6.005

7.  Design and concise synthesis of fully protected analogues of l-gamma-carboxyglutamic acid.

Authors:  Sheng Jiang; Peng Li; Christopher C Lai; James A Kelley; Peter P Roller
Journal:  J Org Chem       Date:  2006-09-15       Impact factor: 4.354

8.  Chemoselectively addressable HCan building blocks in peptide synthesis: L-homocanaline derivatives.

Authors:  I Lang; N Donzé; P Garrouste; P Dumy; M Mutter
Journal:  J Pept Sci       Date:  1998-02       Impact factor: 1.905

9.  Pyridazines, LXXII: On the synthesis of azinium and diazinium compounds structurally related to pyridazomycin.

Authors:  J Easmon; G Heinisch; W Holzer; B Matuszczak
Journal:  Arch Pharm (Weinheim)       Date:  1995-04       Impact factor: 3.751

10.  Protected aminooxyprolines for expedited library synthesis: application to Tsg101-directed proline-oxime containing peptides.

Authors:  Fa Liu; Andrew G Stephen; Robert J Fisher; Terrence R Burke
Journal:  Bioorg Med Chem Lett       Date:  2007-12-07       Impact factor: 2.823
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  7 in total

1.  Targeting Protein-Protein Interactions of Tyrosine Phosphatases with Microarrayed Fragment Libraries Displayed on Phosphopeptide Substrate Scaffolds.

Authors:  Megan Hogan; Medhanit Bahta; Kohei Tsuji; Trung X Nguyen; Scott Cherry; George T Lountos; Joseph E Tropea; Bryan M Zhao; Xue Zhi Zhao; David S Waugh; Terrence R Burke; Robert G Ulrich
Journal:  ACS Comb Sci       Date:  2019-01-31       Impact factor: 3.784

2.  Utilization of nitrophenylphosphates and oxime-based ligation for the development of nanomolar affinity inhibitors of the Yersinia pestis outer protein H (YopH) phosphatase.

Authors:  Medhanit Bahta; George T Lountos; Beverly Dyas; Sung-Eun Kim; Robert G Ulrich; David S Waugh; Terrence R Burke
Journal:  J Med Chem       Date:  2011-03-28       Impact factor: 7.446

3.  Elucidation of New Binding Interactions with the Tumor Susceptibility Gene 101 (Tsg101) Protein Using Modified HIV-1 Gag-p6 Derived Peptide Ligands.

Authors:  Sung-Eun Kim; Fa Liu; Young Jun Im; Andrew G Stephen; Matthew J Fivash; Abdul A Waheed; Eric O Freed; Robert J Fisher; James H Hurley; Terrence R Burke
Journal:  ACS Med Chem Lett       Date:  2011-05-12       Impact factor: 4.345

4.  Synthesis and Evaluation of Oxyguanidine Analogues of the Cysteine Protease Inhibitor WRR-483 against Cruzain.

Authors:  Brian D Jones; Anna Tochowicz; Yinyan Tang; Michael D Cameron; Laura-Isobel McCall; Ken Hirata; Jair L Siqueira-Neto; Sharon L Reed; James H McKerrow; William R Roush
Journal:  ACS Med Chem Lett       Date:  2015-12-15       Impact factor: 4.345

5.  Application of ring-closing metathesis macrocyclization to the development of Tsg101-binding antagonists.

Authors:  Fa Liu; Andrew G Stephen; Abdul A Waheed; Eric O Freed; Robert J Fisher; Terrence R Burke
Journal:  Bioorg Med Chem Lett       Date:  2009-10-29       Impact factor: 2.823

Review 6.  Application of Post Solid-Phase Oxime Ligation to Fine-Tune Peptide-Protein Interactions.

Authors:  Xue Zhi Zhao; Fa Liu; Terrence R Burke
Journal:  Molecules       Date:  2020-06-18       Impact factor: 4.411

7.  Synthesis of Constrained Tetracyclic Peptides by Consecutive CEPS, CLIPS, and Oxime Ligation.

Authors:  Dieuwertje E Streefkerk; Marcel Schmidt; Johannes H Ippel; Tilman M Hackeng; Timo Nuijens; Peter Timmerman; Jan H van Maarseveen
Journal:  Org Lett       Date:  2019-03-26       Impact factor: 6.005
  7 in total

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