H₂NOOHONH₂
Polar, uncharged

Asparagine

Asn · N · 132.12 Da

Non-essential

Amide

Neutral, never charged. The common site for N-linked glycosylation.

Mnemonic
AsparagiNe → N. It is the amide of aspartate: swap the -OH for -NH₂.

Ionization ladder
pKaGroupChangeCharge
2.02 α-carboxyl -COOH → -COO⁻ 0 → −1
8.80 α-amino -NH₃⁺ → -NH₂ +1 → 0

pI = (2.02 + 8.80) / 2 = 5.41, the midpoint of the two pKa values that bracket the neutral species.

Net charge across pH
pH 1+1
pH 40
pH 70
pH 10−1
pH 13−1

A group is deprotonated once the pH climbs past its pKa. Add the contributions and you have the net charge, with no memorization required.