Thermodynamic Scale of β-Amino Acid Residue Propensities for an α-Helix-like Conformation

Journal of the American Chemical Society
Brian F FisherSamuel H Gellman

Abstract

A thiol-thioester exchange system has been used to measure the propensities of diverse β-amino acid residues to participate in an α-helix-like conformation. These measurements depend on formation of a parallel coiled-coil tertiary structure when two peptide segments become linked by thioester formation. One peptide segment contains a "guest" site that accommodates diverse β residues and is distal to the coiled-coil interface. We find that helix propensity is influenced by side chain placement within the β residue [β3 (side chain adjacent to nitrogen) slightly favored relative to β2 (side chain adjacent to carbonyl)]. The previously recognized helix stabilization resulting from five-membered ring incorporation is quantified. These results are significant because so few quantitative thermodynamic measurements have been reported for α/β-peptide folding.

References

Sep 20, 1992·Journal of Molecular Biology·A HorovitzA R Fersht
Mar 15, 1990·Nature·S PadmanabhanR L Baldwin
Dec 1, 1987·Proceedings of the National Academy of Sciences of the United States of America·S Marqusee, R L Baldwin
Mar 4, 1998·Biochemistry· De Filippis VA Fontana
May 15, 2010·Journal of the American Chemical Society·Jay D SteinkrugerSamuel H Gellman
Feb 21, 2013·Methods in Enzymology·Lisa M Johnson, Samuel H Gellman
Jul 30, 2014·Chemical Science·Zachary E Reinert, W Seth Horne
Apr 22, 2015·Organic & Biomolecular Chemistry·Yosuke DemizuSamuel H Gellman
Jul 3, 2015·Current Opinion in Chemical Biology·Halina M Werner, W Seth Horne
Dec 18, 2015·The Journal of Neuroscience : the Official Journal of the Society for Neuroscience·Katherine E OlsonHoward E Gendelman
Jan 26, 2016·Journal of the American Chemical Society·Tomoshige FujinoHiroshi Murakami
Feb 9, 2016·Chemical Communications : Chem Comm·Nathan A TavenorW Seth Horne
Apr 19, 2016·Journal of the American Chemical Society·Clarissa Melo CzeksterAlanna Schepartz
Jul 1, 2016·Journal of Medicinal Chemistry·Ranganath GopalakrishnanEric Valeur
Jul 9, 2016·Current Opinion in Structural Biology·James W Checco, Samuel H Gellman
Sep 13, 2017·Journal of the American Chemical Society·Brian F FisherSamuel H Gellman
Feb 21, 2018·Nature Chemistry·David L NiquilleDonald Hilvert

❮ Previous
Next ❯

Citations

Nov 10, 2018·Angewandte Chemie·Carolin Mueller, Tom N Grossmann
Jun 7, 2019·Chembiochem : a European Journal of Chemical Biology·Brian P CarySamuel H Gellman
Mar 15, 2020·Bioinformatics·Tomer MeirsonAbraham O Samson
Nov 18, 2018·Proceedings of the National Academy of Sciences of the United States of America·Shi LiuSamuel H Gellman
Feb 27, 2020·Chemical Reviews·Moran Frenkel-PinterLuke J Leman
Dec 24, 2021·Nature Chemical Biology·Brian P CarySamuel H Gellman

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.

Related Papers

Journal of the American Chemical Society
Brian F FisherSamuel H Gellman
Chembiochem : a European Journal of Chemical Biology
David E MortensonKatrina T Forest
Proceedings of the National Academy of Sciences of the United States of America
John M RichardsonG I Makhatadze
© 2022 Meta ULC. All rights reserved