Unidirectional rotary motion in achiral molecular motors

Jos C.M. Kistemaker; Peter Štacko; Johan Visser; Ben L. Feringa

doi:10.1038/nchem.2362

Unidirectional rotary motion in achiral molecular motors

Jos C.M. Kistemaker
, Peter Štacko
, Johan Visser
, Ben L. Feringa

Stratingh Institute, University of Groningen

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

Abstract

Control of the direction of motion is an essential feature of biological rotary motors and results from the intrinsic chirality of the amino acids from which the motors are made. In synthetic autonomous light-driven rotary motors, point chirality is transferred to helical chirality, and this governs their unidirectional rotation. However, achieving directional rotary motion in an achiral molecular system in an autonomous fashion remains a fundamental challenge. Here, we report an achiral molecular motor in which the presence of a pseudo-asymmetric carbon atom proved to be sufficient for exclusive autonomous disrotary motion of two appended rotor moieties. Isomerization around the two double bonds enables both rotors to move in the same direction with respect to their surroundings - like wheels on an axle - demonstrating that autonomous unidirectional rotary motion can be achieved in a symmetric system.

Original language	English
Pages (from-to)	890 - 896
Number of pages	7
Journal	Nature Chemistry
Volume	7
Issue number	11
DOIs	https://doi.org/10.1038/nchem.2362
Publication status	Published - 12 Oct 2015
Externally published	Yes

Keywords

unidirectional rotary motion
achiral molecular motors

Access to Document

10.1038/nchem.2362

7 Article

Third-Generation Light-Driven Symmetric Molecular Motors
Kistemaker, J. C. M., Štacko, P., Roke, D., Wolters, A. T., Heideman, H., Chang, M.-C., Van der Meulen, P., Visser, J., Otten, E. & Feringa, B. L., 19 Jul 2017, In: Journal of the American Chemical Society. 139, 28, p. 9650 - 9661 12 p.
Research output: Contribution to journal › Article › Academic › peer-review

Open Access
From chaos to order: Chain-length dependence of the free energy of formation of meso-tetraalkylporphyrin self-assembled monolayer polymorphs
Reimers, J. R., Panduwinata, D., Visser, J., Chin, Y., Tang, C., Goerigk, L., Ford, M. J., Baker, M., Sum, T.-J., Coenen, M. J. J., Hendriksen, B. L. M., Elemans, J. A. A. W., Hush, N. S. & Crossley, M. J., 5 Jan 2016, In: Journal of Physical Chemistry C. 120, 3, p. 1739 - 1748 10 p.
Research output: Contribution to journal › Article › Academic › peer-review

Open Access
A priori calculations of the free energy of formation from solution of polymorphic self-Assembled monolayers
Reimers, J. R., Panduwinata, D., Visser, J., Tang, C., Goerigk, L., Ford, M. J., Sintic, M., Sum, T.-J., Coenen, M. J. J., Hendriksen, B. L. M., Elemans, J. A. A. W., Hush, N. S. & Crossley, M. J., 28 Oct 2015, In: Proceedings of the National Academy of Sciences. 112, 45, p. E6101 - E6110 10 p.
Research output: Contribution to journal › Article › Academic › peer-review

Open Access

Cite this

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title = "Unidirectional rotary motion in achiral molecular motors",

abstract = "Control of the direction of motion is an essential feature of biological rotary motors and results from the intrinsic chirality of the amino acids from which the motors are made. In synthetic autonomous light-driven rotary motors, point chirality is transferred to helical chirality, and this governs their unidirectional rotation. However, achieving directional rotary motion in an achiral molecular system in an autonomous fashion remains a fundamental challenge. Here, we report an achiral molecular motor in which the presence of a pseudo-asymmetric carbon atom proved to be sufficient for exclusive autonomous disrotary motion of two appended rotor moieties. Isomerization around the two double bonds enables both rotors to move in the same direction with respect to their surroundings - like wheels on an axle - demonstrating that autonomous unidirectional rotary motion can be achieved in a symmetric system.",

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year = "2015",

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doi = "10.1038/nchem.2362",

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AU - Kistemaker, Jos C.M.

AU - Štacko, Peter

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Y1 - 2015/10/12

N2 - Control of the direction of motion is an essential feature of biological rotary motors and results from the intrinsic chirality of the amino acids from which the motors are made. In synthetic autonomous light-driven rotary motors, point chirality is transferred to helical chirality, and this governs their unidirectional rotation. However, achieving directional rotary motion in an achiral molecular system in an autonomous fashion remains a fundamental challenge. Here, we report an achiral molecular motor in which the presence of a pseudo-asymmetric carbon atom proved to be sufficient for exclusive autonomous disrotary motion of two appended rotor moieties. Isomerization around the two double bonds enables both rotors to move in the same direction with respect to their surroundings - like wheels on an axle - demonstrating that autonomous unidirectional rotary motion can be achieved in a symmetric system.

AB - Control of the direction of motion is an essential feature of biological rotary motors and results from the intrinsic chirality of the amino acids from which the motors are made. In synthetic autonomous light-driven rotary motors, point chirality is transferred to helical chirality, and this governs their unidirectional rotation. However, achieving directional rotary motion in an achiral molecular system in an autonomous fashion remains a fundamental challenge. Here, we report an achiral molecular motor in which the presence of a pseudo-asymmetric carbon atom proved to be sufficient for exclusive autonomous disrotary motion of two appended rotor moieties. Isomerization around the two double bonds enables both rotors to move in the same direction with respect to their surroundings - like wheels on an axle - demonstrating that autonomous unidirectional rotary motion can be achieved in a symmetric system.

KW - unidirectional rotary motion

KW - achiral molecular motors

KW - unidirectionele draaibeweging

KW - achirale moleculaire motoren

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DO - 10.1038/nchem.2362

M3 - Article

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VL - 7

SP - 890

EP - 896

JO - Nature Chemistry

JF - Nature Chemistry

IS - 11

ER -

Unidirectional rotary motion in achiral molecular motors

Abstract

Keywords

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Research output

Third-Generation Light-Driven Symmetric Molecular Motors

From chaos to order: Chain-length dependence of the free energy of formation of meso-tetraalkylporphyrin self-assembled monolayer polymorphs

A priori calculations of the free energy of formation from solution of polymorphic self-Assembled monolayers

Cite this