Amino Acids Can Act as Both Acids and Bases
REFLECT AND APPLY Based on the information in Table, is there any amino acid that could serve as a buffer at pH 8? If so, which one?
Table pKa Values of Common Amino Acids
Acid | α-COOH | α-NH3+ | RH orRH+ |
Gly | 2.34 | 9.60 | |
Ala | 2.34 | 9.69 | |
Val | 2.32 | 9.62 | |
Leu | 2.36 | 9.68 | |
Ile | 2.36 | 9.68 | |
Ser | 2.21 | 9.15 | |
Thr | 2.63 | 10.43 | |
Met | 2.28 | 9.21 | |
Phe | 1.83 | 9.13 | |
Trp | 2.38 | 9.39 | |
Asn | 2.02 | 8.80 | |
Gln | 2.17 | 9.13 | |
Pro | 1.99 | 10.6 | |
Asp | 2.09 | 9.82 | 3.86* |
Glu | 2.19 | 9.67 | 4.25* |
His | 1.82 | 9.17 | 6.0* |
Cys | 1.71 | 10.78 | 8.33* |
Tyr | 2.20 | 9.11 | 10.07 |
Lys | 2.18 | 8.95 | 10.53 |
Arg | 2.17 | 9.04 | 12.48 |
*For these amino acids, the R group ionization occurs before the α-NH+ ionization. |
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