SIMULATIONS OF THE AQUEOUS SOLVATION OF TRILAURIN

被引:9
作者
ENGELSEN, SB
BRADY, JW
SHERBON, JW
机构
[1] TECH UNIV DENMARK,CHEM DEPT A,DK-2800 LYNGBY,DENMARK
[2] CORNELL UNIV,INST FOOD SCI,ITHACA,NY 14853
关键词
FAT; OIL; TRIGLYCERIDE; TRILAURIN; MOLECULAR DYNAMICS; AQUEOUS SOLUTION; SOLVATION EFFECTS;
D O I
10.1021/jf00046a006
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
Molecular dynamics and energy minimization computer modeling calculations have been used to study the conformational behavior of the prototypical triglyceride molecule trilaurin. The energy of an isolated molecule was minimized using both the Quanta/CHARMm force field and a newly developed CFF parametrization for comparisons. The crystal structure was found to be a locally stable geometry using CHARMm, but with the CFF potential the structure collapsed into a geometry with C-3 symmetry similar to the hypothesized bilayer structure with all three aliphatic chains on the same side of the glycerol backbone. A full molecular dynamics simulation of a trilaurin molecule in aqueous solution, starting in the crystal structure, was also performed. This ''tuning fork'' structure was found to undergo a slow drift in solution toward a more compact geometry, but it was not possible to simulate the system for a sufficient period to determine whether this process was completed or would continue until a geometry similar to the CFF structure was reached. The triglyceride-water interactions were found to be consistent with the behavior expected for a predominantly hydrophobic species containing a polar headgroup consisting of hydrogen-bond-accepting oxygen atoms.
引用
收藏
页码:2099 / 2107
页数:9
相关论文
共 34 条
[1]  
Allen M.P., 1987, COMPUTER SIMULATION
[2]  
[Anonymous], 1987, DYNAMICS PROTEINS NU
[3]  
[Anonymous], 1982, ACS MONOGRAPH
[4]  
[Anonymous], 1988, ADV CHEM PHYS
[5]   REPRESENTATIONS OF MOLECULAR-FORCE FIELDS .3. GAUCHE CONFORMATIONAL ENERGY [J].
BARTELL, LS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (10) :3279-3282
[6]   MONTE-CARLO SIMULATIONS OF LIQUID ACETIC-ACID AND METHYL ACETATE WITH THE OPLS POTENTIAL FUNCTIONS [J].
BRIGGS, JM ;
NGUYEN, TB ;
JORGENSEN, WL .
JOURNAL OF PHYSICAL CHEMISTRY, 1991, 95 (08) :3315-3322
[7]   CHARMM - A PROGRAM FOR MACROMOLECULAR ENERGY, MINIMIZATION, AND DYNAMICS CALCULATIONS [J].
BROOKS, BR ;
BRUCCOLERI, RE ;
OLAFSON, BD ;
STATES, DJ ;
SWAMINATHAN, S ;
KARPLUS, M .
JOURNAL OF COMPUTATIONAL CHEMISTRY, 1983, 4 (02) :187-217
[8]   MEAN FIELD STOCHASTIC BOUNDARY MOLECULAR-DYNAMICS SIMULATION OF A PHOSPHOLIPID IN A MEMBRANE [J].
DELOOF, H ;
HARVEY, SC ;
SEGREST, JP ;
PASTOR, RW .
BIOCHEMISTRY, 1991, 30 (08) :2099-2113
[9]   MOLECULAR-DYNAMICS SIMULATION OF A SMECTIC LIQUID-CRYSTAL WITH ATOMIC DETAIL [J].
EGBERTS, E ;
BERENDSEN, HJC .
JOURNAL OF CHEMICAL PHYSICS, 1988, 89 (06) :3718-3732
[10]  
ENGELSEN SB, 1991, THESIS TECHNICAL U D