TY - JOUR
T1 - Modelling the behavior of 5-aminolevulinic acid and its alkyl esters in a lipid bilayer
AU - Erdtman, Edvin
AU - dos Santos, Daniel J.V.A.
AU - Löfgren, Lennart
AU - Eriksson, Leif A.
PY - 2008/9/22
Y1 - 2008/9/22
N2 - 5-Aminolevulinic acid (5ALA) and ester derivates thereof are used as prodrugs in photodynamic therapy (PDT). The behavior of 5ALA and three esters of 5ALA in a DPPC lipid bilayer is investigated. In particular, the methyl ester displays a very different free energy profile, where the highest barrier is located in the region with highest lipid density, while the others have their peak in the middle of the membrane, and also displays a considerably lower permeability coefficient than neutral 5ALA and the ethyl ester. The zwitterion of 5ALA has the highest permeability constant, but a significant free energy minimum in the polar head-group region renders an accumulation in this region.
AB - 5-Aminolevulinic acid (5ALA) and ester derivates thereof are used as prodrugs in photodynamic therapy (PDT). The behavior of 5ALA and three esters of 5ALA in a DPPC lipid bilayer is investigated. In particular, the methyl ester displays a very different free energy profile, where the highest barrier is located in the region with highest lipid density, while the others have their peak in the middle of the membrane, and also displays a considerably lower permeability coefficient than neutral 5ALA and the ethyl ester. The zwitterion of 5ALA has the highest permeability constant, but a significant free energy minimum in the polar head-group region renders an accumulation in this region.
UR - http://www.scopus.com/inward/record.url?scp=51349091343&partnerID=8YFLogxK
U2 - 10.1016/j.cplett.2008.08.021
DO - 10.1016/j.cplett.2008.08.021
M3 - Article
AN - SCOPUS:51349091343
SN - 0009-2614
VL - 463
SP - 178
EP - 182
JO - Chemical Physics Letters
JF - Chemical Physics Letters
IS - 1-3
ER -