Chemical Biology 3OA3, September 2009 Page 41 The next step is to take your first desired amino acid, protected as the Fmoc derivative. The acid must be activated, and you’ll use HBTU (short for O-(benzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium hexafluorophosphate; see why abbreviations are useful?) to activate the acid. Once mixed, this solution is applied to the resin, where the activated carboxylic acid of amino acid #1 condenses with the amino group of the resin to generate an amide bond. The excess reagent is then washed away, and another cycle of deprotection with piperidine can occur. The next amino acid is activated with HBTU, and added to the resin, generating a dipeptide, still bound to the resin. This cycle can continue until the correct length of peptide has been built up; the final product is removed from the resin by reaction with trifluoroacetic acid (TFA), which reacts specifically with the functionality directly adjacent to the original Fmoc-amine on the tentagel resin. 1.4
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This note was uploaded on 01/08/2012 for the course CHM 30A3 taught by Professor Ricktroendle during the Fall '11 term at UNF.