Lactylates contain lipophilic groups, which interact with fats and oils.
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The structural requirements are a phosphorus atom bearing two lipophilic groups, a leaving group ( such as a halide or thiocyanate ), and a terminal oxygen.
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In CB 2 receptors, lipophilic groups interact with the F5.46 residue, allowing them to form a hydrogen bond with the S3.31 residue.
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The enhancement to the molecule takes the form of a larger lipophilic group to enhance the fat solubility of the poison and greatly increase the time it acts within the animal's body.
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With focus on positioning the double bond in the inhibitor to more closely resemble the transition state of the substrate and replacing the glycerol side chain with a lipophilic group on the basis of the hydrophobic backbone of the glycerol interacting with the protein lead to the discovery of GS 4071.
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