Transannular Disulfide Formation in Gliotoxin Biosynthesis and Its Role in Self-Resistance of the Human Pathogen Aspergillus fumigatus

DH Scharf, N Remme, T Heinekamp… - Journal of the …, 2010 - ACS Publications
Gliotoxin (1), the infamous representative of the group of epipolythiodioxopiperazines
(ETPs), is a virulence factor of the human pathogenic fungus Aspergillus fumigatus. The …

A Dedicated Glutathione S-Transferase Mediates Carbon–Sulfur Bond Formation in Gliotoxin Biosynthesis

DH Scharf, N Remme, A Habel… - Journal of the …, 2011 - ACS Publications
Gliotoxin is a virulence factor of the human pathogen Aspergillus fumigatus, the leading
cause of invasive aspergillosis. Its toxicity is mediated by the unusual transannular disulfide …

Opposed Effects of Enzymatic Gliotoxin N- and S-Methylations

DH Scharf, A Habel, T Heinekamp… - Journal of the …, 2014 - ACS Publications
Gliotoxin (1), a virulence factor of the human pathogenic fungus Aspergillus fumigatus, is the
prototype of epipoly (thiodioxopiperazine)(ETP) toxins. Here we report the discovery and …

Structural, mechanistic and functional insight into gliotoxin bis-thiomethylation in Aspergillus fumigatus

SK Dolan, T Bock, V Hering, RA Owens… - Open …, 2017 - royalsocietypublishing.org
Gliotoxin is an epipolythiodioxopiperazine (ETP) class toxin, contains a disulfide bridge that
mediates its toxic effects via redox cycling and is produced by the opportunistic fungal …

[HTML][HTML] The role of glutathione S-transferase GliG in gliotoxin biosynthesis in Aspergillus fumigatus

C Davis, S Carberry, M Schrettl, I Singh, JC Stephens… - Chemistry & Biology, 2011 - cell.com
Gliotoxin, a redox-active metabolite, is produced by the opportunistic fungal pathogen
Aspergillus fumigatus, and its biosynthesis is directed by the gli gene cluster. Knowledge of …

Epidithiodiketopiperazine biosynthesis: A four‐enzyme cascade converts glutathione conjugates into transannular disulfide bridges

DH Scharf, P Chankhamjon… - Angewandte Chemie …, 2013 - Wiley Online Library
A broad range of toxic fungal secondary metabolites that have been implicated in human,
animal, and plant diseases share a diketopiperazine scaffold that is overarched by a …

[HTML][HTML] Regulation of nonribosomal peptide synthesis: bis-thiomethylation attenuates gliotoxin biosynthesis in Aspergillus fumigatus

SK Dolan, RA Owens, G O'Keeffe, S Hammel… - Chemistry & biology, 2014 - cell.com
Gliotoxin is a redox-active nonribosomal peptide produced by Aspergillus fumigatus. Like
many other disulfide-containing epipolythiodioxopiperazines, a bis-thiomethylated form is …

Epidithiol formation by an unprecedented twin carbon–sulfur lyase in the gliotoxin pathway

DH Scharf, P Chankhamjon… - Angewandte Chemie …, 2012 - Wiley Online Library
Sulfur, the tenth most abundant element in the universe, has been a spearhead in the
development of life on earth. It was not only present in the first organic compounds that …

GliP, a Multimodular Nonribosomal Peptide Synthetase in Aspergillus fumigatus, Makes the Diketopiperazine Scaffold of Gliotoxin

CJ Balibar, CT Walsh - Biochemistry, 2006 - ACS Publications
The fungal metabolite gliotoxin has a redox-active disulfide bridge spanning carbons 3 and
6 of a diketopiperazine (DKP) scaffold. The proposed DKP synthetase, GliP, from Aspergillus …

Interplay between gliotoxin resistance, secretion, and the methyl/methionine cycle in Aspergillus fumigatus

RA Owens, G O'Keeffe, EB Smith, SK Dolan… - Eukaryotic …, 2015 - Am Soc Microbiol
Mechanistic studies on gliotoxin biosynthesis and self-protection in Aspergillus fumigatus,
both of which require the gliotoxin oxidoreductase GliT, have revealed a rich landscape of …