Powered by proton gradient, world-first helical molecule transports water across membranes

The blue and orange molecules are identical, and stack on each other to form the helix. The central tube of the helix holds a one-dimensional string of water molecules. Credit: American Chemical Society

Getting water across lipid membranes is not easy. In nature, molecules called aquaporins, discovered in the 1990s, move water from one side of a biological membrane to another, but the molecules are fragile and bulky. Now, researchers from the A*STAR Institute of Bioengineering and Nanotechnology have synthesized a much smaller molecule, which behaves like a 'molecular drinking straw' and which may have applications in water purification and elsewhere.

For some years, Huaqiang Zeng of the Institute of Bioengineering and Nanotechnology has led a team aiming to produce tubular molecules that could pipe across membranes. In 2012, they created molecules that stacked into a helical tube; unfortunately, this tube was not particularly good at holding water in its central tunnel.

Undeterred, Zeng's team set out to modify that molecule. Substituting a carboxyphenyl group for a carboxybenzyl group was just what was needed—once again the molecules stacked into a helix, but this time it comfortably held a 'string' of .

"The continuous one-dimensional 'water chain' trapped by the molecules is indispensable for mediating water transport across a ," says Zeng.

But early experiments attempting to use osmotic pressure to drive water through the 'straw' into a membrane-bound compartment (vesicle) drew a blank. "We repeatedly failed to demonstrate the water-transporting ability of the molecule when using a sodium chloride concentration gradient," he says.

"Despite my skepticism, we proceeded to investigate whether a proton gradient could induce water transport. We were very surprised to find that it could."

The system is the first known example of 'proton gradient induced' water transport. "I am not aware of any other man-made or natural system that does this," says Zeng. "It seems to be without precedent."

Zeng explains that the team's 'molecular straw' beats the naturally occurring aquaporins in a number of ways. It is 40 times lighter, has a higher thermal stability, is expected to scale-up more easily for industrial applications and retains its functionality better when inserted into biomimetic membranes.

Zeng thinks this, and derivative , may become "next-generation nanofiltration membranes for applications, including sea-water desalination and waste-water reclamation."

He says that osmotic agents often have to be at concentrations exceeding 100 millimolar to drive water movement in forward osmosis nanofiltration. "If a proton gradient is used as the driving force instead, the concentration difference needed would be exceedingly small." Zeng says. "This would translate into huge energy savings on an industrial scale."

More information: Zhao, H. Q., Ong, W. Q., Zhou, F., Fang, X., Chen, X. Y. et al. "Chiral crystallization of aromatic helical foldamers via complementarities in shape and end functionalities." Chemical Science 3, 2042–2046 (2012). dx.doi.org/10.1039/c2sc20219k

Zhao, H. Q., Sheng, S., Hong, Y. H. & Zeng, H. Q. "Proton gradient-induced water transport mediated by water wires inside narrow aquapores of aquafoldamer molecules." Journal of the American Chemical Society 136, 14270–14276 (2014). dx.doi.org/10.1021/ja5077537

Journal information: Chemical Science , Journal of the American Chemical Society

Provided by Agency for Science, Technology and Research (A*STAR), Singapore