[Oyailke]

I have synthesized a peptide amphiphile with 17 amino acids. the last of the amino group is protected with Fmoc group and I want to remove it in solution phase. It is a negatively charged peptide and soluble in basic pH in water. Solubility in the most of organic solvents is very low. Amino acids have no protecting groups on them since I remove the peptide from resin with TFA cleavage. Do you have any suggestions?

[kriggy]

I think classic protocol is to deprotect with piperidine. Not sure if it will work in water but dont see reason why not (althought we usualy do that in organic solvents like DCM)

[Dan]

You can use DMF if it will dissolve in that. Otherwise it might be better to cleave the Fmoc before TFA cleavage from the resin.