β-Isocyanoalanine as an IR probe: comparison of vibrational dynamics between isonitrile and nitrile-derivatized IR probes

Michał Maj; Changwoo Ahn; Dorota Kossowska; Kwanghee Park; Kyungwon Kwak; Hogyu Han; Minhaeng Cho

doi:10.1039/c5cp00454c

β-Isocyanoalanine as an IR probe: comparison of vibrational dynamics between isonitrile and nitrile-derivatized IR probes

Michał Maj, Changwoo Ahn, Dorota Kossowska, Kwanghee Park, Kyungwon Kwak, Hogyu Han, Minhaeng Cho

Research output: Contribution to journal › Article › peer-review

37 Citations (Scopus)

Abstract

An infrared (IR) probe based on isonitrile (NC)-derivatized alanine 1 was synthesized and the vibrational properties of its NC stretching mode were investigated using FTIR and femtosecond IR pump-probe spectroscopy. It is found that the NC stretching mode is very sensitive to the hydrogen-bonding ability of solvent molecules. Moreover, its transition dipole strength is larger than that of nitrile (CN) in nitrile-derivatized IR probe 2. The vibrational lifetime of the NC stretching mode is found to be 5.5 ± 0.2 ps in both D₂O and DMF solvents, which is several times longer than that of the azido (N₃) stretching mode in azido-derivatized IR probe 3. Altogether these properties suggest that the NC group can be a very promising sensing moiety of IR probes for studying the solvation structure and dynamics of biomolecules.

Original language	English
Pages (from-to)	11770-11778
Number of pages	9
Journal	Physical Chemistry Chemical Physics
Volume	17
Issue number	17
DOIs	https://doi.org/10.1039/c5cp00454c
Publication status	Published - 2015 May 7

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© the Owner Societies 2015.

ASJC Scopus subject areas

General Physics and Astronomy
Physical and Theoretical Chemistry

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abstract = "An infrared (IR) probe based on isonitrile (NC)-derivatized alanine 1 was synthesized and the vibrational properties of its NC stretching mode were investigated using FTIR and femtosecond IR pump-probe spectroscopy. It is found that the NC stretching mode is very sensitive to the hydrogen-bonding ability of solvent molecules. Moreover, its transition dipole strength is larger than that of nitrile (CN) in nitrile-derivatized IR probe 2. The vibrational lifetime of the NC stretching mode is found to be 5.5 ± 0.2 ps in both D2O and DMF solvents, which is several times longer than that of the azido (N3) stretching mode in azido-derivatized IR probe 3. Altogether these properties suggest that the NC group can be a very promising sensing moiety of IR probes for studying the solvation structure and dynamics of biomolecules.",

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T2 - comparison of vibrational dynamics between isonitrile and nitrile-derivatized IR probes

AU - Maj, Michał

AU - Ahn, Changwoo

AU - Kossowska, Dorota

AU - Park, Kwanghee

AU - Kwak, Kyungwon

AU - Han, Hogyu

AU - Cho, Minhaeng

PY - 2015/5/7

Y1 - 2015/5/7

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AB - An infrared (IR) probe based on isonitrile (NC)-derivatized alanine 1 was synthesized and the vibrational properties of its NC stretching mode were investigated using FTIR and femtosecond IR pump-probe spectroscopy. It is found that the NC stretching mode is very sensitive to the hydrogen-bonding ability of solvent molecules. Moreover, its transition dipole strength is larger than that of nitrile (CN) in nitrile-derivatized IR probe 2. The vibrational lifetime of the NC stretching mode is found to be 5.5 ± 0.2 ps in both D2O and DMF solvents, which is several times longer than that of the azido (N3) stretching mode in azido-derivatized IR probe 3. Altogether these properties suggest that the NC group can be a very promising sensing moiety of IR probes for studying the solvation structure and dynamics of biomolecules.

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β-Isocyanoalanine as an IR probe: comparison of vibrational dynamics between isonitrile and nitrile-derivatized IR probes

Abstract

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