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At ph 7 tryptophan crosses the lipid layer 1000 times slower than indole, why?

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At ph 7 tryptophan crosses the lipid layer 1000 times slower than indole, why?

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  1. Tryptophan at pH 7 is charged while indole is uncharged and acts like a typical hydrophobe. Hydrophobic materials are much more "soluble " in the lipid bi-layer than polar or charged compounds.


  2. At pH 7 tryptophan has three ionized groups.

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