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Solutions for Amino Acids, Peptides, and Proteins –1 7 At pH 9.7, alanine (isoelectric point (pI) 6.0) has a charge of –1 and will migrate to the anode. Lysine (pI 9.7) is at its isoelectric point and will not move. Aspartic acid (pI 2.8) has a charge of –2 and will also migrate to the anode, faster than alanine. –2 cathode anode lysine aspartic acid 0 alanine H3N C CH2S COO H H3N C CH2 COO N H H C COO CH2 H3N N NH H H (The SH is more acidic than the NH3 + group.) 8 At pH 6.0, tryptophan (pI 5.9) has a charge of zero and will not migrate. Cysteine (pI 5.0) has a partial negative charge and will move toward the anode. Histidine (pI 7.6) has a partial positive charge and will move toward the cathode. cysteinehistidine tryptophan cathode histidine (partially protonated imidazole ring) tryptophan cysteine (partially deprotonated sulfur) anode C COOH CH3 NH3 C CH2CH(CH3)2 COOH C COOH CH2OH C CH2CH2CONH2 COOH NH3 NH3 NH3 H2N CH CH3 COOH H2N CH CH2OH COOH CH COOH CH2CH(CH3)2 H2N CH COOH CH2CH2CONH2 H2N 9 (a) H2, Pd H2, Pd (b) (c) H2, Pd H2, Pd (d) O O O O 631