Hi folks,

i need your help if you're familiar with organic chemistry :D

look at following picture:



You see a FMOC group which is linked to an aminoacid via Carbamatebondage ....

my question is: i want to subsitute the FMOC by attacking the COO-group.... --> the aim is that some other moiety is sticked on the aminoacid at the same place where the FMOC was ....

I hope you understood my question and maybe you can help me :D

thx & Greets
Diablooo

I am not sure what do you want. Did you mean to have another protecting rgoup, not Fmoc, or you want to deprotect this animo acid to free the NH2?

no i dont want to free the NH2 ( i know this can be done by piperidine.. etc.)

i want to know if i can "displace" the FMOC ( i dont want the dibenzofulvene part !, the COO part can remain on the NH of the Aminoacid) by some other moiety ( doesnt matter what...)

why? --> i got some other moiety sticking @ dibenzovulvene which is unstable (variates) and i want to see where the fmoc sticks @ the aminoacids...(with ms --> i need the exact mass, but since the moiety variates...)... so i actually need a kind of "Tag" which marks the position of the Aminoacid

hope that it is clearer now^^

greets
Diabloo

or in other words:

can i transesterificate a Proteinprotection group (FMOC, BOC) ?

greets
Diabloo

Maybe you can