Literature DB >> 24186327

Peptide modification by introduction ofα-trifluoromethyl substituted amino acids.

N Sewald1, W Hollweck, K Mütze, C Schierlinger, L C Seymour, K Gaa, K Burger, B Koksch, H D Jakubke.   

Abstract

Methodology for the synthesis and incorporation ofα-trifluoromethyl substituted amino acids into N- and C-terminal position of peptides is described. The incorporation ofα-trifluoromethyl substituted amino acids into strategical positions of peptides enhances proteolytic stability and lipophilicity. Furthermore, it improves transport rates in vivo and permeability through certain body barriers.

Year:  1995        PMID： 24186327     DOI： 10.1007/BF00806491

Source DB:  PubMed          Journal:  Amino Acids        ISSN： 0939-4451            Impact factor:   3.520


  1 in total

1.  Conformational effects of chiral alpha,alpha-dialkyl amino acids. I. C-terminal tetrapeptides of emerimicin containing alpha-ethylalanine.

Authors:  G R Marshall; J D Clark; J B Dunbar; G D Smith; J Zabrocki; A S Redlinski; M T Leplawy
Journal:  Int J Pept Protein Res       Date:  1988-12
  1 in total
  4 in total

1.  Chemical aminoacylation of tRNAs with fluorinated amino acids for in vitro protein mutagenesis.

Authors:  Shijie Ye; Allison Ann Berger; Dominique Petzold; Oliver Reimann; Benjamin Matt; Beate Koksch
Journal:  Beilstein J Org Chem       Date:  2010-04-20       Impact factor: 2.883

2.  Position-dependent impact of hexafluoroleucine and trifluoroisoleucine on protease digestion.

Authors:  Susanne Huhmann; Anne-Katrin Stegemann; Kristin Folmert; Damian Klemczak; Johann Moschner; Michelle Kube; Beate Koksch
Journal:  Beilstein J Org Chem       Date:  2017-12-22       Impact factor: 2.883

3.  Catalytic asymmetric synthesis of quaternary trifluoromethyl α- to ε-amino acid derivatives via umpolung allylation/2-aza-Cope rearrangement.

Authors:  Xi-Shang Sun; Xing-Heng Wang; Hai-Yan Tao; Liang Wei; Chun-Jiang Wang
Journal:  Chem Sci       Date:  2020-09-17       Impact factor: 9.825

4.  Enantioselective Synthesis of α-Trifluoromethyl Amines via Biocatalytic N-H Bond Insertion with Acceptor-Acceptor Carbene Donors.

Authors:  Donggeon Nam; Antonio Tinoco; Zhuofan Shen; Ronald D Adukure; Gopeekrishnan Sreenilayam; Sagar D Khare; Rudi Fasan
Journal:  J Am Chem Soc       Date:  2022-02-02       Impact factor: 15.419
  4 in total

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