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introducing alkyne or azide into small molecule / click-chemistry

small molecule click-chemistry immobilization pull-down

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#1 Hehehe

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Posted 29 January 2015 - 07:11 AM

Dear all,

 

I would like to immobilize small molecules by click-chemistry for protein binding asays.

Does anyone of you have an idea how to introduce alkyne or azide groups into such a molecule (image attached)?

I tried the Mannich reaction on a DADPA resin, but the result wasn't satisfacory or at least hard to find very helpful.

 

Any help much appreciated

1234.jpg


Edited by Hehehe, 29 January 2015 - 07:14 AM.


#2 neuron

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Posted 30 January 2015 - 01:34 AM

Well I am not a chemist and I think a chemist can give a better answer for this. But is it possible to introduce alkyl group on benzene ring using friedel-crafts alkylation. And then perform azidonation on that? 



#3 Hehehe

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Posted 30 January 2015 - 08:29 AM

Good idea. And the aniline is exactly the site I want to couple the compound. The only problem is though that the other ring systems would react too - and even more intensely - so the result would be an undesirable mixture of differently coupled molecules.







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