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psychedelic fluoro phenylalanines/tryptophans

T

toxide

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Mar 21, 2006
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I read that 5fl and 6fl - tryptophans are supposed to 5ht psychoactives, does anyone have info on this? are they psychedelic @all? if so could one make a bunch of tryptophans with fluoro inplace of all the alkyl positions for a bunch of completely psychedelic tryptophans, could the same be done with phenylalanines too????
 
Advanced Drug Discussion... 95% of the time the threads are something along the lines of ... "HEY IS IT POSSIBLE FOR ME TO MAKE MY OWN PSYCHEDELIC ______ ANALOGUE???"

everything has been thought of a million times over
 
It's possible that they might be pulled across the BBB by the amino acid transporters for each, but I somehow doubt it - those transporters should be pretty selective, else they'd compromise the BBB's efficacy.
It's also possible that aromatic-L-amino-acid decarboxylase might decarboxylate the phenylalanines to their parent PEAs and the tryptophans to their parent tryptamines, but i'm thinking this will be a problem in selectivity again, those enzymes may not tolerate the substituent shrubbery added to the molecules, and so be inactive against them...
 
Yeah, I agree. I don't think they'll decarboxylate because they do need to be very selective. You don't want similar garbage chems getting through the BBB.

the obvious solution is to decarboxylate at home. it's not exactly nobel science.
 
MattPsy said:
It's also possible that aromatic-L-amino-acid decarboxylase might decarboxylate the phenylalanines to their parent PEAs and the tryptophans to their parent tryptamines, but i'm thinking this will be a problem in selectivity again, those enzymes may not tolerate the substituent shrubbery added to the molecules, and so be inactive against them...
Click to expand...

As far as I know, especially this particular enzyme is not very selective. Look here: http://www.brenda-enzymes.info/php/result_flat.php4?ecno=4.1.1.28 for known substrates. OK, I admit, it always depends on where you get your enzyme from (i.e. organism) but as I can see, there we have 4-F-Trp and 5-F-Trp as well as substrates listed...

Murphy
 
the reason I'm thinking is in pure novelty of psychedelic prodrugs. H and O are all substitutable on all carboxylated parent compounds to break down into thier corresponding tryptamines/phenethylamines. so perhaps you could have easy simple ones like p-Fluoro-phenylalaine combined with selegiline to get something similar in effects to 4FA or 3,4-DFl or 2/3,4,5-TFl for something closer to mescaline. With tryptophans maybe a/n/p/5/6/7-fluoro or p-OH-n/X?-Fl maybe even combined with L-Me to make fluoromethylated tryptamines. Fl is supposed to be unique are very reactable etc... so maybe it wont block decarboxylase?
 
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