Exploring microsolvation of the anesthetic propofol

Iker Leon; Emilio J. Cocinero; Judith Millán; Sander Jaeqx; Anouk M. Rijs; Alberto Lesarri; Fernando Castaño; José A. Fernández

doi:10.1039/c2cp23583h

Exploring microsolvation of the anesthetic propofol

Iker Leon, Emilio J. Cocinero, Judith Millán, Sander Jaeqx, Anouk M. Rijs, Alberto Lesarri, Fernando Castaño, José A. Fernández^*

^*Corresponding author for this work

Research output: Contribution to Journal › Article › Academic › peer-review

Abstract

Propofol (2,6-diisopropylphenol) is a broadly used general anesthetic. By combining spectroscopic techniques such as 1- and 2-color REMPI, UV/UV hole burning, infrared ion-dip spectroscopy (IRIDS) obtained under cooled and isolated conditions with high-level ab initio calculations, detailed information on the molecular structure of propofol and on its interactions with water can be obtained. Four isomers are found for the bare propofol, while only three are detected for the monohydrated species and two for propofol·(H ₂O) ₂. The isopropyl groups do not completely block the OH solvation site, but reduce considerably the strength of the hydrogen bonds between propofol and water. Such results may explain the high mobility of propofol in the GABA _A active site, where it cannot form a strong hydrogen bond with the tyrosine residue.

Original language	English
Pages (from-to)	4398-4409
Number of pages	12
Journal	Physical Chemistry Chemical Physics
Volume	14
Issue number	13
DOIs	https://doi.org/10.1039/c2cp23583h
Publication status	Published - 7 Apr 2012
Externally published	Yes

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title = "Exploring microsolvation of the anesthetic propofol",

abstract = "Propofol (2,6-diisopropylphenol) is a broadly used general anesthetic. By combining spectroscopic techniques such as 1- and 2-color REMPI, UV/UV hole burning, infrared ion-dip spectroscopy (IRIDS) obtained under cooled and isolated conditions with high-level ab initio calculations, detailed information on the molecular structure of propofol and on its interactions with water can be obtained. Four isomers are found for the bare propofol, while only three are detected for the monohydrated species and two for propofol·(H 2O) 2. The isopropyl groups do not completely block the OH solvation site, but reduce considerably the strength of the hydrogen bonds between propofol and water. Such results may explain the high mobility of propofol in the GABA A active site, where it cannot form a strong hydrogen bond with the tyrosine residue.",

author = "Iker Leon and Cocinero, {Emilio J.} and Judith Mill{\'a}n and Sander Jaeqx and Rijs, {Anouk M.} and Alberto Lesarri and Fernando Casta{\~n}o and Fern{\'a}ndez, {Jos{\'e} A.}",

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AU - Leon, Iker

AU - Cocinero, Emilio J.

AU - Millán, Judith

AU - Jaeqx, Sander

AU - Rijs, Anouk M.

AU - Lesarri, Alberto

AU - Castaño, Fernando

AU - Fernández, José A.

PY - 2012/4/7

Y1 - 2012/4/7

N2 - Propofol (2,6-diisopropylphenol) is a broadly used general anesthetic. By combining spectroscopic techniques such as 1- and 2-color REMPI, UV/UV hole burning, infrared ion-dip spectroscopy (IRIDS) obtained under cooled and isolated conditions with high-level ab initio calculations, detailed information on the molecular structure of propofol and on its interactions with water can be obtained. Four isomers are found for the bare propofol, while only three are detected for the monohydrated species and two for propofol·(H 2O) 2. The isopropyl groups do not completely block the OH solvation site, but reduce considerably the strength of the hydrogen bonds between propofol and water. Such results may explain the high mobility of propofol in the GABA A active site, where it cannot form a strong hydrogen bond with the tyrosine residue.

AB - Propofol (2,6-diisopropylphenol) is a broadly used general anesthetic. By combining spectroscopic techniques such as 1- and 2-color REMPI, UV/UV hole burning, infrared ion-dip spectroscopy (IRIDS) obtained under cooled and isolated conditions with high-level ab initio calculations, detailed information on the molecular structure of propofol and on its interactions with water can be obtained. Four isomers are found for the bare propofol, while only three are detected for the monohydrated species and two for propofol·(H 2O) 2. The isopropyl groups do not completely block the OH solvation site, but reduce considerably the strength of the hydrogen bonds between propofol and water. Such results may explain the high mobility of propofol in the GABA A active site, where it cannot form a strong hydrogen bond with the tyrosine residue.

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Exploring microsolvation of the anesthetic propofol

Abstract

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