Biogenesis of the Saccharomyces cerevisiae pheromone a-factor, from yeast mating to human disease

S Michaelis, J Barrowman - Microbiology and Molecular Biology …, 2012 - Am Soc Microbiol
The mating pheromone a-factor secreted by Saccharomyces cerevisiae is a farnesylated
and carboxylmethylated peptide and is unusually hydrophobic compared to other …

Epimerization-free access to C-terminal cysteine peptide acids, carboxamides, secondary amides, and esters via complimentary strategies

CA Arbour, TD Kondasinghe, HY Saraha… - Chemical …, 2018 - pubs.rsc.org
C-Terminal cysteine peptide acids are difficult to access without epimerization of the
cysteine α-stereocenter. Diversification of the C-terminus after solid-phase peptide synthesis …

Synthesis of Peptides Containing C-Terminal Methyl Esters Using Trityl Side-Chain Anchoring: Application to the Synthesis of a-Factor and a-Factor Analogs

V Diaz-Rodriguez, DG Mullen, E Ganusova… - Organic …, 2012 - ACS Publications
A new cysteine anchoring method was developed for the synthesis of peptides containing C-
terminal cysteine methyl esters. This method consists of attachment of Fmoc-Cys-OCH3 to …

Synthesis of peptides containing C-terminal esters using trityl side-chain anchoring: applications to the synthesis of C-terminal ester analogs of the Saccharomyces …

V Diaz-Rodriguez, E Ganusova… - The Journal of …, 2015 - ACS Publications
Peptides containing C-terminal esters are an important class of bioactive molecules that
includes a-factor, a farnesylated dodecapeptide, involved in the mating of Saccharomyces …

Solid-phase S-alkylation promoted by molecular sieves

E Calce, M Leone, FA Mercurio, L Monfregola… - Organic …, 2015 - ACS Publications
A solid-phase S-alkylation procedure to introduce chemical modification on the cysteine
sulfhydryl group of a peptidyl resin is reported. The reaction is promoted by activated …

Facile synthesis of budding yeast a‐factor and its use to synchronize cells of α mating type

N O'Reilly, A Charbin, L Lopez‐Serra, F Uhlmann - Yeast, 2012 - Wiley Online Library
The ease with which populations of the budding yeast Saccharomyces cerevisiae can be
synchronized using the mating pheromone α‐factor has been invaluable for studies of the …

a-Factor analogues containing alkyne-and azide-functionalized isoprenoids are efficiently enzymatically processed and retain wild-type bioactivity

V Diaz-Rodriguez, ET Hsu, E Ganusova… - Bioconjugate …, 2018 - ACS Publications
Protein prenylation is a post-translational modification that involves the addition of one or
two isoprenoid groups to the C-terminus of selected proteins using either farnesyl …

Molecular quantification of Saccharomyces cerevisiae α-pheromone secretion

DW Rogers, E McConnell, D Greig - FEMS yeast research, 2012 - academic.oup.com
Saccharomyces cerevisiae yeast cells court each other by producing an attractive sex
pheromone specific to their mating type. Cells detect the sex pheromone from potential …

Thinking outside the CaaX-box: an unusual reversible prenylation on ALDH9A1

KF Suazo, J Bělíček, GL Schey, SA Auger… - RSC Chemical …, 2023 - pubs.rsc.org
Protein lipidation is a post-translational modification that confers hydrophobicity on protein
substrates to control their cellular localization, mediate protein trafficking, and regulate …

Upstream proteolysis by Ste24 does not require a C-terminal methyl ester as revealed using 33-residue a-factor precursor peptide substrates synthesized via …

TK Bader, SM Brown, CA Hrycyna… - International Journal of …, 2025 - Springer
Purpose Following prenylation, some proteins undergo proteolytic removal of a C-terminal
tripeptide in a reaction catalyzed by Ste24. This results in a protein terminating in a …