Craig A. Hutton

Peptide thioamides: exploiting a single-atom substitution

Craig A. Hutton

Peptide thioamides, in which a single backbone oxygen atom is replaced by sulfur, display markedly altered structural, spectroscopic and reactive properties relative to native amides. This personal perspective highlights our group’s exploration of the unique reactivity of peptide thioamides and the development …

au (code pays fourni par la source)

Radiolabelled peptides targeting CXCR4 for cancer imaging and treatment

Abdullah M. S. Al‐Osaimi, Amarachi Amah, Marwa Nadia Rahimi, Peter D. Roselt et autres

au (code pays fourni par la source)

Tetrahydropyranyl Backbone Protection for Enhanced Fmoc Solid‐Phase Peptide Synthesis

Samuel J. Paravizzini, Craig A. Hutton, John A. Karas

Fmoc solid-phase peptide synthesis has been indispensable for the efficient manufacture of research grade peptides and proteins, and peptide APIs. However, the solid-phase approach is still hampered by solubility issues and aggregation of the resin-bound peptide chain, which limits routine access to …

au, us (code pays fourni par la source)

Backbone Protecting Groups for Enhanced Peptide and Protein Synthesis

Samuel J. Paravizzini, Linda M. Haugaard‐Kedström, Craig A. Hutton, John A. Karas

Abstract Solid‐phase peptide synthesis has become an indispensable technique for the routine preparation of linear peptides of up to approximately 40 amino acids in length. However, the solid‐phase approach is still hampered by chain insolubility and aggregation, which reduces synthetic yields. Moreover, …

au, us (code pays fourni par la source)

Backbone Protecting Groups for Enhanced Peptide and Protein Synthesis

Samuel J. Paravizzini, Linda M. Haugaard‐Kedström, Craig A. Hutton, John A. Karas

Solid-phase peptide synthesis has become an indispensable technique for the routine preparation of linear peptides of up to approximately 40 amino acids in length. However, the solid-phase approach is still hampered by chain insolubility and aggregation, which reduces synthetic yields. Moreover, many …

au, us (code pays fourni par la source)

Late‐Stage Pd(II)‐Catalyzed C(sp 3 )−H Functionalization of Peptides Directed by a Removable, Backbone‐Inserted Amidoxime Ether

Yuezhou Wu, Beichen Zhu, Haoyang Fan, Craig A. Hutton

Abstract Palladium(II)‐catalyzed C−H functionalization has attracted considerable attention as a pathway to late‐stage modification of peptides. Herein, we report the Pd‐catalyzed C(sp 3 )−H arylation of peptides directed by an amidoxime ether, which can be easily incorporated into peptides at any amide …

au (code pays fourni par la source)

Late‐Stage Pd(II)‐Catalyzed C(sp 3 )−H Functionalization of Peptides Directed by a Removable, Backbone‐Inserted Amidoxime Ether

Yuezhou Wu, Beichen Zhu, Craig A. Hutton

Abstract Palladium(II)‐catalyzed C−H functionalization has attracted considerable attention as a pathway to late‐stage modification of peptides. Herein, we report the Pd‐catalyzed C(sp 3 )−H arylation of peptides directed by an amidoxime ether, which can be easily incorporated into peptides at any amide …

au (code pays fourni par la source)

Ag( i )-promoted fragment coupling of peptide thioamides

Varsha Jagannath Thombare, Carlie L. Charron, Craig A. Hutton

A new method for peptide fragment coupling employing the Ag( i )-promoted transformation of peptide thioamides is described. This process proceeds via an isoimide-tethered intermediate, which undergoes an O–N acyl transfer to generate the polypeptide.

au, us, ca (code pays fourni par la source)

A potent and selective reaction hijacking inhibitor of Plasmodium falciparum tyrosine tRNA synthetase exhibits single dose oral efficacy in vivo

Stanley C. Xie, Chia-Wei Tai, Craig J. Morton, Li‐Ting Ma et autres

The Plasmodium falciparum cytoplasmic tyrosine tRNA synthetase (PfTyrRS) is an attractive drug target that is susceptible to reaction-hijacking by AMP-mimicking nucleoside sulfamates. We previously identified an exemplar pyrazolopyrimidine ribose sulfamate, ML901, as a potent reaction hijacking inhibitor of PfTyrRS. Here we examined …

au, us, ch, Afrique du Sud, gb, nl, br (code pays fourni par la source)

Correction: Methylglyoxal, a glycolysis side-product, induces Hsp90 glycation and YAP-mediated tumor growth and metastasis

Marie‐Julie Nokin, Florence Durieux, Paul Peixoto, Barbara Chiavarina et autres

Tetrahydropyranyl and Tetrahydrofuranyl as New Backbone Protecting Groups For Enhanced Fmoc SPPS

Samuel J. Paravizzini, Craig A. Hutton, John A. Karas

Acidic Cleavage Deprotection KineticsTHP and THF protected dipeptides with general structure Fmoc-Gly-(PG)Gly-OH, were reacted in cleavage solutions containing various amounts of TFA, monitored over a 3-hour period. They were compared to the Dmb group and a pseudoproline (Ser(ψ Me,Me Pro)) * motif.Results:• …

A potent and selective reaction hijacking inhibitor of Plasmodium falciparum tyrosine tRNA synthetase exhibits single dose oral efficacy in vivo

Stanley C. Xie, Chia-Wei Tai, Craig J. Morton, Li‐Ting Ma et autres

Abstract The Plasmodium falciparum cytoplasmic tyrosine tRNA synthetase ( Pf TyrRS) is an attractive drug target that is susceptible to reaction-hijacking by AMP-mimicking nucleoside sulfamates. We previously identified an exemplar pyrazolopyrimidine ribose sulfamate, ML901, as a potent pro-inhibitor of Pf TyrRS. Here …

au, us, ch, Afrique du Sud, gb, nl, br (code pays fourni par la source)