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Facilitated Diffusion of Proline Across Membranes of Liposomes and Living Cells by a Calix[4]Pyrrole Cavitand

31 Pages Posted: 30 Mar 2020 Sneak Peek Status: Review Complete

See all articles by Luis Martínez-Crespo

Luis Martínez-Crespo

Barcelona Institute of Science and Technology (BIST) - Institute of Chemical Research of Catalonia (ICIQ)

Jia Liang Sun-Wang

Barcelona Institute of Science and Technology (BIST) - Institute for Research in Biomedicine (IRB Barcelona); Barcelona Institute of Science and Technology (BIST) - Institute of Chemical Research of Catalonia (ICIQ)

Andres Felipe Sierra

Barcelona Institute of Science and Technology (BIST) - Institute of Chemical Research of Catalonia (ICIQ)

Gemma Aragay

Barcelona Institute of Science and Technology (BIST) - Institute of Chemical Research of Catalonia (ICIQ)

Ekaitz Errasti-Murugarren

Barcelona Institute of Science and Technology (BIST)

Paola Bartoccioni

Barcelona Institute of Science and Technology (BIST)

Manuel Palacín

Barcelona Institute of Science and Technology (BIST) - Institute for Research in Biomedicine (IRB Barcelona)

Pablo Ballester

Barcelona Institute of Science and Technology (BIST) - Institute of Chemical Research of Catalonia (ICIQ)

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Abstract

The transport of anions and cations through liposomal membranes facilitated by synthetic carriers has been widely described. In contrast, analogous studies describing the facilitated transport of amino acids (aa) are scarce. We describe the use of calix[4]pyrrole receptors as synthetic carriers for the facilitated diffusion of aa across membranes of liposomes and living cells. We demonstrate that a calix[4]pyrrole cavitand is highly effective and selective for the facilitated diffusion of L-proline (L-Pro). We propose a mobile carrier diffusion mechanism to explain the observed aa facilitated diffusion process. The transport process involves the formation of a 1:1 complex between the carrier and the aa (e.g. L-Pro⊂1). We also describe the unprecedented application of a synthetic carrier to contribute to the uptake of L-Pro in human cells in addition to that mediated by the natural transporters. The reported results augur well for the potential use of aa synthetic carriers in therapeutic applications.

Keywords: Amino acids, transport, liposomes, calix[4]pyrrole, proline, synthetic carriers, HeLa cells

Suggested Citation

Martínez-Crespo, Luis and Sun-Wang, Jia Liang and Sierra, Andres Felipe and Aragay, Gemma and Errasti-Murugarren, Ekaitz and Bartoccioni, Paola and Palacín, Manuel and Ballester, Pablo, Facilitated Diffusion of Proline Across Membranes of Liposomes and Living Cells by a Calix[4]Pyrrole Cavitand. Available at SSRN: https://ssrn.com/abstract=3554084 or http://dx.doi.org/10.2139/ssrn.3554084
This is a paper under consideration at Cell Press and has not been peer-reviewed.

Luis Martínez-Crespo

Barcelona Institute of Science and Technology (BIST) - Institute of Chemical Research of Catalonia (ICIQ) ( email )

Avda. Països Catalans 16
Tarragona, 43007
Spain

Jia Liang Sun-Wang

Barcelona Institute of Science and Technology (BIST) - Institute for Research in Biomedicine (IRB Barcelona) ( email )

Parc Científic de Barcelona
C/ Baldiri Reixac 10
Barcelona, 08028
Spain

Barcelona Institute of Science and Technology (BIST) - Institute of Chemical Research of Catalonia (ICIQ) ( email )

Avda. Països Catalans 16
Tarragona, 43007
Spain

Andres Felipe Sierra

Barcelona Institute of Science and Technology (BIST) - Institute of Chemical Research of Catalonia (ICIQ) ( email )

Avda. Països Catalans 16
Tarragona, 43007
Spain

Gemma Aragay

Barcelona Institute of Science and Technology (BIST) - Institute of Chemical Research of Catalonia (ICIQ) ( email )

Avda. Països Catalans 16
Tarragona, 43007
Spain

Ekaitz Errasti-Murugarren

Barcelona Institute of Science and Technology (BIST) ( email )

Carrer del Comte d’Urgell 187
Building 12 (BIST)
Barcelona, 08036
Spain

Paola Bartoccioni

Barcelona Institute of Science and Technology (BIST) ( email )

Carrer del Comte d’Urgell 187
Building 12 (BIST)
Barcelona, 08036
Spain

Manuel Palacín

Barcelona Institute of Science and Technology (BIST) - Institute for Research in Biomedicine (IRB Barcelona) ( email )

Parc Científic de Barcelona
C/ Baldiri Reixac 10
Barcelona, 08028
Spain

Pablo Ballester (Contact Author)

Barcelona Institute of Science and Technology (BIST) - Institute of Chemical Research of Catalonia (ICIQ) ( email )

Avda. Països Catalans 16
Tarragona, 43007
Spain

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