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Leveothyroxine Lab Report

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Hello Colleague! I hope you are having an amazing day! I am very excited that you are leading the clinical trial investigating the co-administration of Levothyroxine. I am happy to help in your understanding of why Levothyroxine is less effective when take in combination with calcium carbonate as opposed to calcium carbonate, which causes minimal interference with Levothyroxine in the body. In order to truly understand what allows Levothyroxine to be effective in treating hypothyroidism we must understand its chemical properties. The three things we must understand are 1.) How levothyroxine can be deprotonated to a sodium salt form, which is more absorbable in the body, 2.) how the Lewis acid Calcium (Ca2+) can interact with and prevent levothyroxine …show more content…

By looking at pKa tables we can determine the most acidic proton is the OH found in the carboxylic acid with a pKa value of around .3. Considering that the pH of the stomach acid ranges from 1.5 to 3.5, we can see that under these conditions the more acidic hydroxyl can be deprotonated. Upon deprotonation, a positive sodium can form an ionic interaction with the now negative Oxygen thereby forming the sodium salt form of Levothyroxine, which is more absorbable by the body. Sodium is used as it among the most common and absorbable ions that exist in the human body and is therefore often used in combination with pharmaceutical drugs. When Ca2+ is acting as a Lewis acid this simply means that it will act as an electron acceptor. We know that upon the deprotonation of the carboxylic hydroxyl Oxygen will have a negative charge. The Calcium could interact to the Oxygen and still hold a +1 positive. This could be problematic in that the Calcium could then interact with the Amine group since the Nitrogen still has a pair of electrons that the Lewis acid Calcium could interact with. Sodium only has an overall +1 charge so it reacts solely with the negative Oxygen allowing to be more easily

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