Literature DB >> 3575146

Solid phase synthesis of peptides containing the CH2NH peptide bond isostere.

Y Sasaki, D H Coy.   

Abstract

The CH2NH peptide bond can be directly introduced by the reductive alkylation reaction between a tert-butoxycarbonyl-amino acid aldehyde and an amine on the resin bound peptide employing sodium cyanoborohydride in acidified dimethylformamide solution and this facile method was successfully applied to the synthesis of a psi[CH2NH] pseudopeptide somatostatin octapeptide analogue.

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Year:  1987        PMID： 3575146     DOI： 10.1016/0196-9781(87)90174-4

Source DB:  PubMed          Journal:  Peptides        ISSN： 0196-9781            Impact factor:   3.750


  9 in total

1.  Photochemically-activated probes of protein-protein interactions.

Authors:  Sandip K Nandy; Richard S Agnes; David S Lawrence
Journal:  Org Lett       Date:  2007-05-17       Impact factor: 6.005

2.  Potent bombesin antagonists with C-terminal Leu-psi(CH2-N)-Tac-NH2 or its derivatives.

Authors:  R Z Cai; H Reile; P Armatis; A V Schally
Journal:  Proc Natl Acad Sci U S A       Date:  1994-12-20       Impact factor: 11.205

3.  A Cyclic Tetrapeptide ("Cyclodal") and Its Mirror-Image Isomer Are Both High-Affinity μ Opioid Receptor Antagonists.

Authors:  Grazyna Weltrowska; Thi M-D Nguyen; Nga N Chung; JodiAnne Wood; Xiaoyu Ma; Jason Guo; Brian C Wilkes; Yang Ge; André Laferrière; Terence J Coderre; Peter W Schiller
Journal:  J Med Chem       Date:  2016-10-03       Impact factor: 7.446

4.  Activation of neuromedin B-preferring bombesin receptors on rat glioblastoma C-6 cells increases cellular Ca2+ and phosphoinositides.

Authors:  L H Wang; J F Battey; E Wada; J T Lin; S Mantey; D H Coy; R T Jensen
Journal:  Biochem J       Date:  1992-09-01       Impact factor: 3.857

5.  Agonist vs antagonist behavior of delta opioid peptides containing novel phenylalanine analogues in place of Tyr(1).

Authors:  Irena Berezowska; Nga N Chung; Carole Lemieux; Brian C Wilkes; Peter W Schiller
Journal:  J Med Chem       Date:  2009-11-12       Impact factor: 7.446

6.  Preparations of psi-peptide bond and peptide-aldehyde inhibitors of atrial granule serine proteinase, a candidate processing enzyme of pro-atrial natriuretic factor.

Authors:  A Damodaran; R B Harris
Journal:  J Protein Chem       Date:  1995-08

7.  N-terminal guanidinylation of TIPP (Tyr-Tic-Phe-Phe) peptides results in major changes of the opioid activity profile.

Authors:  Grazyna Weltrowska; Thi M-D Nguyen; Nga N Chung; Brian C Wilkes; Peter W Schiller
Journal:  Bioorg Med Chem Lett       Date:  2013-07-23       Impact factor: 2.823

Review 8.  Development of designed site-directed pseudopeptide-peptido-mimetic immunogens as novel minimal subunit-vaccine candidates for malaria.

Authors:  José Manuel Lozano; Liliana P Lesmes; Luisa F Carreño; Gina M Gallego; Manuel Elkin Patarroyo
Journal:  Molecules       Date:  2010-12-06       Impact factor: 4.411

9.  Convergent Synthesis of Thioether Containing Peptides.

Authors:  Spyridon Mourtas; Christina Katakalou; Dimitrios Gatos; Kleomenis Barlos
Journal:  Molecules       Date:  2020-01-05       Impact factor: 4.411
  9 in total

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