Investigations into the C‐deuteriation of enol acetates derived from aryl alkyl ketones

Results are reported on the regioselective C‐deuteriation of a series of enol acetates (derived from the aryl alkyl ketones) using molecular deuterium as the D‐source and palladium‐on‐barium sulphate as the mediator. The results presented highlight potential problems associated with the deuteriation of enol acetates. Copyright © 2005 John Wiley & Sons, Ltd.     

Investigations into the C‐deuteriation of aryl alkyl ketones using urea as a pro‐base in the presence of a deuterium donor

Results are reported on the regioselective C‐deuteriation of a series of enolates derived from the deprotonation of aryl alkyl ketones using dilithiated urea as the pro‐base in the presence of a suitable deuterium donor. Copyright © 2006 John Wiley & Sons, Ltd.     

Investigations into the regioselective C‐deuteriation of enolates derived from 2‐methyl tetralone using piperidine‐d11

Results are reported on the regioselective C‐deuteriation of 2‐methyl tetralone using piperidine‐d₁₁ as a deuterium source. The results presented further aid the understanding of kinetic deuteriation of amine–enolate complexes. Copyright © 2004 John Wiley & Sons, Ltd.     

Investigations into the regioselective C‐deuteriation of enolates using a diisopropylammonium salt

Results are reported on the regioselective C‐deuteriation of 2‐methyl tetralone using a series of diisopropylamine derived D‐sources. The results presented further aid the understanding of kinetic deuteriation of both ‘base‐containing’ and ‘base‐free’ enolates. Copyright © 2002 John Wiley & Sons, Ltd.     

The synthesis and characterisation of multi‐labelled [D, 13C] 2‐deuterio‐2‐methyl aromatic ketones

A series of multi‐labelled aromatic ketones were efficiently synthesized using a deprotonation–deuteriation/alkylation strategy. The yields were high and the products are synthetically useful. Copyright © 2003 John Wiley & Sons, Ltd.     

Probing the regioselective C‐deuteriation of lithium enolates derived from 2‐methyl‐tetralone in the presence of substituted tertiary amines

Results are reported on the regioselective C‐deuteriation of 2‐methyl‐tetralone using a series of D‐sources and tertiary amines as potential mediators. The results presented further aid the understanding of kinetic deuteriation of both ‘base‐containing’ and ‘base‐free’ enolates. Copyright © 2006 John Wiley & Sons, Ltd.     

A peptide derived from the C‐terminal part of a plant cysteine protease folds into a stack of two β‐hairpins,a scaffold present in the emerging family of granulin‐like growth factors

Abstract: A 35 amino acid residue peptide corresponding to the N‐terminal subdomain of the granulin‐like repeat from rice oryzain β was synthesized and regioselectively oxidized to produce a species with a [1–3, 2–4] disulfide‐pairing pattern. The resulting peptide was studied in solution using NMR and was shown to adopt the tertiary topology of a stack of two β‐hairpins found in the emerging family of granulin‐like growth factors. Because of the longer second β‐hairpin, the overall conformation of the peptide is somewhat more flexible than that of its well‐structured carp granulin‐1 analog. Except for the cysteine alignment, there is very little sequence homology between granulin‐like growth factors from the animal kingdom and the granulin‐like repeats at the C‐termini of plant cysteine proteases. Therefore, the stack of two β‐hairpins may be a conserved three‐dimensional organization of the granulin‐like repeats from evolutionary distant sources with a significant role in specific protein–protein interactions.