It depends on the chemical nature of the group.
GENERAL RULES:
1. Alpha Carboxylic acids ionize at acidic pH and have pKs less than 6
So in titrating a fully protonated amino acid, carboxylic acids lose the proton first
2. Alpha Amino groups ionize at basic pH and have pKs greater than 8
So after acids lose their protons, amino groups lose their proton second.
©Wilbur H. Campbell, 1995, 1996; wcampbel@mtu.edu
Back To: Lecture 3 Acids, Bases and Buffering