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Physical Sciences and Mathematics Commons

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Chemistry

Selected Works

Adam R Urbach

2015

Tryptophan

Articles 1 - 2 of 2

Full-Text Articles in Physical Sciences and Mathematics

Scope Of Amino Acid Recognition By Cucurbit[8]Uril, Preetika Rajgariah, Adam Urbach Nov 2015

Scope Of Amino Acid Recognition By Cucurbit[8]Uril, Preetika Rajgariah, Adam Urbach

Adam R Urbach

This paper describes the molecular recognition of amino acids by cucurbit[8]uril (Q8) and by the 1:1 complex between Q8 and methyl viologen (MV) in purely aqueous solution. These hosts are known to bind aromatic peptides with high affinity and sequence specificity, but prior work has focused on only a small subset of amino acids. In an effort to elucidate the scope and limitations of amino acid recognition by Q8 and Q8•MV, a comprehensive examination of the 20 genetically encoded amino acids was carried out by 1H NMR spectroscopy and isothermal titration calorimetry. We find that both Q8 and Q8•MV …


Effects Of Sequence Context On The Binding Of Tryptophan-Containing Peptides By The Cucurbit[8]Uril-Methyl Viologen Complex, Omar Ali, Eric Olson, Adam Urbach Nov 2015

Effects Of Sequence Context On The Binding Of Tryptophan-Containing Peptides By The Cucurbit[8]Uril-Methyl Viologen Complex, Omar Ali, Eric Olson, Adam Urbach

Adam R Urbach

This paper describes a novel assay for measuring the relative extent of peptide binding in a large parallel format and the use of this assay to explore the effects of sequence context on the binding of tryptophan (Trp)-containing peptides by the synthetic receptor comprising the noncovalent complex between cucurbit[8]uril and methyl viologen (i.e. Q8√MV). The extent of quenching of Trp fluorescence upon binding to Q8√MV was used to measure the relative extent of binding and thus the relative affinities of 104 Trp-containing peptides, in parallel, using a fluorescence plate reader. This study resulted in the remarkable observation that the identity …