Molecular basis for dimethylsulfoxide (DMSO) action on lipid membranes

被引:346
作者
Notman, Rebecca
Noro, Massimo
O'Malley, Brendan
Anwar, Jamshed [1 ]
机构
[1] Univ Bradford, Inst Pharmaceut Innovat, Bradford BD1 7DP, W Yorkshire, England
[2] Kings Coll London, Div Pharmaceut Sci, London SE1 9NN, England
[3] Unilever Res Labs, Wirral CH63 3JW, Merseyside, England
关键词
D O I
10.1021/ja063363t
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Dimethylsulfoxide (DMSO) is an aprotic solvent that has the ability to induce cell fusion and cell differentiation and enhance the permeability of lipid membranes. It is also an effective cryoprotectant. Insights into how this molecule modulates membrane structure and function would be invaluable toward regulating the above processes and for developing chemical means for enhancing or hindering the absorption of biologically active molecules, in particular into or via the skin. We show here by means of molecular simulations that DMSO can induce water pores in dipalmitoyl-phosphatidylcholine bilayers and propose this to be a possible pathway for the enhancement of penetration of actives through lipid membranes. DMSO also causes the membrane to become floppier, which would enhance permeability, facilitate membrane fusion, and enable the cell membrane to accommodate osmotic and mechanical stresses during cryopreservation. Copyright © 2006 American Chemical Society.
引用
收藏
页码:13982 / 13983
页数:2
相关论文
共 20 条
[11]   Current status and future potential of transdermal drug delivery [J].
Prausnitz, MR ;
Mitragotri, S ;
Langer, R .
NATURE REVIEWS DRUG DISCOVERY, 2004, 3 (02) :115-124
[12]   ICE-FREE CRYOPRESERVATION OF MOUSE EMBRYOS AT -196-DEGREES-C BY VITRIFICATION [J].
RALL, WF ;
FAHY, GM .
NATURE, 1985, 313 (6003) :573-575
[13]   The study of DMSO/water and DPPC/DMSO/water system by means of the X-ray, neutron small-angle scattering, calorimetry and IR spectroscopy [J].
Shashkov, SN ;
Kiselev, MA ;
Tioutiounnikov, SN ;
Kiselev, AM ;
Lesieur, P .
PHYSICA B-CONDENSED MATTER, 1999, 271 (1-4) :184-191
[14]   Molecular dynamics simulation of DPPC bilayer in DMSO [J].
Smondyrev, AM ;
Berkowitz, ML .
BIOPHYSICAL JOURNAL, 1999, 76 (05) :2472-2478
[15]   Molecular simulation study on the influence of dimethylsulfoxide on the structure of phospholipid bilayers [J].
Sum, AK ;
de Pablo, JJ .
BIOPHYSICAL JOURNAL, 2003, 85 (06) :3636-3645
[16]   Simulation of pore formation in lipid bilayers by mechanical stress and electric fields [J].
Tieleman, DP ;
Leontiadou, H ;
Mark, AE ;
Marrink, SJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (21) :6382-6383
[17]   Simulations of stable pores in membranes: System size dependence and line tension [J].
Tolpekina, TV ;
den Otter, WK ;
Briels, WJ .
JOURNAL OF CHEMICAL PHYSICS, 2004, 121 (16) :8014-8020
[18]   Penetration enhancers [J].
Williams, AC ;
Barry, BW .
ADVANCED DRUG DELIVERY REVIEWS, 2004, 56 (05) :603-618
[19]   The modulation of membrane structure and stability by dimethyl sulphoxide (Review) [J].
Yu, ZW ;
Quinn, PJ .
MOLECULAR MEMBRANE BIOLOGY, 1998, 15 (02) :59-68
[20]   Solvation effects of dimethyl sulphoxide on the structure of phospholipid bilayers [J].
Yu, ZW ;
Quinn, PJ .
BIOPHYSICAL CHEMISTRY, 1998, 70 (01) :35-39