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. Author manuscript; available in PMC: 2012 Mar 21.
Published in final edited form as: Chembiochem. 2010 Jun 14;11(9):1266–1272. doi: 10.1002/cbic.201000073

Scheme 1.

Scheme 1

Model compounds used to determine the effect of electron withdrawing amide bonds on the pKa of the β-amino group. Methyl 2,3-diaminopropanoate (1), methyl 2-acetamido-3-aminopropanoate (2) and 2-acetamido-3-aminopropanamide (3)