Literature DB >> 2665738

Total synthesis of the lipopeptide a-mating factor of Saccharomyces cerevisiae.

C B Xue1, G A Caldwell, J M Becker, F Naider.   

Abstract

The a-mating factor of Saccharomyces cerevisiae was synthesized using both solution phase and solid phase strategies. Structure of the final peptide was confirmed using amino acid analysis, fast atom bombardment mass spectroscopy and 400 MHz proton NMR. The synthetic farnesylated dodecapeptide, YIIKGVFWDPAC (S-farnesyl) OCH3, exhibited chromatographic and spectroscopic properties identical to the natural pheromone and had significant biological activity at nanomolar concentrations.

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Year:  1989        PMID： 2665738     DOI： 10.1016/0006-291x(89)91989-x

Source DB:  PubMed          Journal:  Biochem Biophys Res Commun        ISSN： 0006-291X            Impact factor:   3.575


  13 in total

1.  Synthesis of Peptides Containing C-Terminal Esters Using Trityl Side-Chain Anchoring: Applications to the Synthesis of C-Terminal Ester Analogs of the Saccharomyces cerevisiae Mating Pheromone a-Factor.

Authors:  Veronica Diaz-Rodriguez; Elena Ganusova; Todd M Rappe; Jeffrey M Becker; Mark D Distefano
Journal:  J Org Chem       Date:  2015-08-24       Impact factor: 4.354

2.  The AGA1 product is involved in cell surface attachment of the Saccharomyces cerevisiae cell adhesion glycoprotein a-agglutinin.

Authors:  A Roy; C F Lu; D L Marykwas; P N Lipke; J Kurjan
Journal:  Mol Cell Biol       Date:  1991-08       Impact factor: 4.272

3.  a-Factor: a chemical biology tool for the study of protein prenylation.

Authors:  Veronica Diaz-Rodriguez; Mark D Distefano
Journal:  Curr Top Pept Protein Res       Date:  2017

4.  Synthesis of a-factor peptide from Saccharomyces cerevisiae and photoactive analogues via Fmoc solid phase methodology.

Authors:  Daniel G Mullen; Kelly Kyro; Melinda Hauser; Martin Gustavsson; Gianluigi Veglia; Jeffery M Becker; Fred Naider; Mark D Distefano
Journal:  Bioorg Med Chem       Date:  2010-11-12       Impact factor: 3.641

5.  Significance of C-terminal cysteine modifications to the biological activity of the Saccharomyces cerevisiae a-factor mating pheromone.

Authors:  S Marcus; G A Caldwell; D Miller; C B Xue; F Naider; J M Becker
Journal:  Mol Cell Biol       Date:  1991-07       Impact factor: 4.272

6.  Consequences of altered isoprenylation targets on a-factor export and bioactivity.

Authors:  G A Caldwell; S H Wang; F Naider; J M Becker
Journal:  Proc Natl Acad Sci U S A       Date:  1994-02-15       Impact factor: 11.205

7.  Synthesis of peptides containing C-terminal methyl esters using trityl side-chain anchoring: application to the synthesis of a-factor and a-factor analogs.

Authors:  Veronica Diaz-Rodriguez; Daniel G Mullen; Elena Ganusova; Jeffrey M Becker; Mark D Distefano
Journal:  Org Lett       Date:  2012-11-02       Impact factor: 6.005

Review 8.  Fungal lipopeptide mating pheromones: a model system for the study of protein prenylation.

Authors:  G A Caldwell; F Naider; J M Becker
Journal:  Microbiol Rev       Date:  1995-09

9.  Degradation of a-factor by a Saccharomyces cerevisiae alpha-mating-type-specific endopeptidase: evidence for a role in recovery of cells from G1 arrest.

Authors:  S Marcus; C B Xue; F Naider; J M Becker
Journal:  Mol Cell Biol       Date:  1991-02       Impact factor: 4.272

10.  Mating pheromones of the fission yeast Schizosaccharomyces pombe: purification and structural characterization of M-factor and isolation and analysis of two genes encoding the pheromone.

Authors:  J Davey
Journal:  EMBO J       Date:  1992-03       Impact factor: 11.598
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