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Topic: Alpha-decarboxylation?  (Read 5063 times)

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Offline Fry

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Alpha-decarboxylation?
« on: June 10, 2007, 02:41:22 AM »
Well I was looking for a way to eliminate CO2 from Tryptophan.. after kicking off the amine I realized that I couldnt follow through with the decarboxylation step as usual..

How plausible would this reaction sequence be? The mechanism drawn may not be the most ideal but I think you know what Im getting at.

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Offline kiwi

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Re: Alpha-decarboxylation?
« Reply #1 on: June 10, 2007, 06:43:33 AM »
i don't like the mechanism you have drawn - but the biological method for synthesis of this important plant hormone comes from tryptophan too, via a similar transamination/decarboxylation/oxidation sequence:

http://www.arabidopsis.org:1555/ARA/NEW-IMAGE?type=PATHWAY&object=PWY-581&detail-level=3

I am sure there are other synthetic routes too.
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Offline Fry

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Re: Alpha-decarboxylation?
« Reply #2 on: June 10, 2007, 11:53:18 AM »
Quote from: kiwi on June 10, 2007, 06:43:33 AM
i don't like the mechanism you have drawn

You dont! whats wrong with it?  ;D
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