C≡N stretching vibration of 5-cyanotryptophan as an infrared probe of protein local environment: what determines its frequency?

Physical Chemistry Chemical Physics : PCCP
Wenkai ZhangFeng Gai

Abstract

Recently it has been suggested that the C≡N stretching vibration of a tryptophan analog, 5-cyanotryptophan, could be used as an infrared probe of the local environment, especially the hydration status, of tryptophan residues in proteins. However, the factors that influence the frequency of this vibrational mode are not understood. To determine these factors, herein we carried out linear and nonlinear infrared measurements on the C≡N stretching vibration of the sidechain of 5-cyanotryptophan, 3-methyl-5-cyanoindole, in a series of protic and aprotic solvents. We found that while the C≡N stretching frequencies obtained in these solvents do not correlate well with any individual Kamlet-Taft solvent parameter, i.e., π* (polarizability), β (hydrogen bond accepting ability), and α (hydrogen bond donating ability), they do however, collapse on a straight line when plotted against σ = π* + β - α. This linear relationship provides a firm indication that both specific interactions, i.e., hydrogen-bonding interactions with the C≡N (through α) and indole N-H (through β) groups, and non-specific interactions with the molecule (through π*) work together to determine the C≡N stretching frequency, thus laying a quantitative framework for apply...Continue Reading

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Citations

May 18, 2016·The Journal of Physical Chemistry. B·Bei DingFeng Gai
Aug 12, 2016·The Journal of Physical Chemistry. B·Andrew J SchmitzMatthew J Tucker
Aug 18, 2016·The Journal of Physical Chemistry. B·Michał MajMinhaeng Cho
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Jan 18, 2017·Proceedings of the National Academy of Sciences of the United States of America·Bei DingFeng Gai
Aug 5, 2016·Physical Chemistry Chemical Physics : PCCP·Andres HenaoLuis Carlos Pardo
Jul 18, 2017·Physical Chemistry Chemical Physics : PCCP·Min YouWenkai Zhang
Jun 22, 2016·Physical Chemistry Chemical Physics : PCCP·Bartosz BłasiakMinhaeng Cho
Oct 21, 2016·Physical Chemistry Chemical Physics : PCCP·Beatrice N MarkiewiczFeng Gai
Jun 13, 2017·Physical Chemistry Chemical Physics : PCCP·Jeffrey M RodgersFeng Gai
Jul 19, 2018·Physical Chemistry Chemical Physics : PCCP·L J G W van WilderenJ Bredenbeck
Feb 13, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Ismail A AhmedFeng Gai
Apr 11, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Min YouWenkai Zhang
May 6, 2017·Physical Chemistry Chemical Physics : PCCP·Alvaro Silva-SantistebanSylvia E McLain
Jan 16, 2017·The Journal of Chemical Physics·Xiaojuan DaiHongmei Su
Mar 4, 2021·Physical Chemistry Chemical Physics : PCCP·Moona KurttilaJanne A Ihalainen
Dec 12, 2017·Chemical Physics Letters·Mary Rose HilaireFeng Gai
Aug 16, 2018·The Journal of Physical Chemistry. B·Hernan BiavaPeter Hildebrandt
Nov 19, 2019·The Journal of Physical Chemistry. a·Andrew J SchmitzMatthew J Tucker
May 17, 2018·The Journal of Physical Chemistry Letters·Bei DingFeng Gai

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