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Topic: Synthetic Bilayer  (Read 2743 times)

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Offline RandomPerson

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Synthetic Bilayer
« on: October 09, 2012, 10:45:34 PM »
This is part of a test review that has me baffled.  I really don't even know where to begin on this one.

Explain why the steroid hormone testosterone is freely able to cross a synthetic lipid bilayer while beta-lactam antibiotics usually do not.  What does this suggest about dermal application of these compounds?

Offline curiouscat

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Re: Synthetic Bilayer
« Reply #1 on: October 10, 2012, 02:46:45 AM »
I naively guess this would mean testosterone can and that antibiotic cannot be delivered transdermally.

Offline yesway

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Re: Synthetic Bilayer
« Reply #2 on: October 10, 2012, 09:07:10 AM »
You should look into the functional group variety present in β-Lactam varieties as compared to the few functional groups in sterol varieties. The compound classes therefore exhibit differential lipophilicity. Which one will pass a synthetic bilayer is up to the exact physicochemical behaviour of the synthetic bilayer (meaning the properties can be engineered), but will lean in favour of one compound class. The applicability of those concepts to transdermal application of such drugs seems like a far fetch to me and is more a question of biology. E.g. The corneum strata layer consists of dead cells where the cell membrane is degraded and sphingolipids act as anchors to deeper tissue. Sphingolipids and lipid bilayers may show some similarity in physicochemical behaviour but are clearly not the same system.

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