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Transitions of saturated monoacid triglycerides: Modeling conformational change at glycerol during α→β′→β transformation

1993; Wiley; Volume: 70; Issue: 3 Linguagem: Inglês

10.1007/bf02545297

1558-9331

J. W. Hagemann, J. A. Rothfus,

Enzyme Catalysis and Immobilization

The glycerol region geometry of modeled saturated monoacid triglycerides was altered by bond rotations and minor angle distortions to convert theoretical α‐forms into bent β′‐ and β‐forms. Direct α to β conversion involves lateral disruption of fatty chain packing to generate side‐chain character typical of the β‐form. Such disruption, which could contribute to fat bloom, allows additional molecular movement and shifts in molecular mechanics energy (MME) that may approximate thermal changes observed by differential scanning calorimetry during α to β transformations. Energy calculations at 100 points throughout each transformation identified plausible conversion routes. A two‐stage conversion, α to either of two stereospecific β′‐forms bent at glycerol followed by subsequent conversion to β, showed less chain movement and more favorable MME than direct α to β conversion. The preferred path, based on energy profiles of each conversion, involves a β′‐D form and rotation of carbonyl to α‐carbon bonds in chain #2 and a side chain (chain #3).