In para-aminobenzoic acid, how can I know whether the amino group loses a proton or not when $\mathrm{pH}$ exceeds $8.5$? I have only found two values for $\mathrm{p}K_\mathrm{a}$ but I never found info about the pKa (in this case it would be the third $\mathrm{p}K_\mathrm{a}$ at $\mathrm{pH}>8.5$) of the amino group.
In any case I guess at basic $\mathrm{pH}$, negative charge over $\ce{NH2}$ would be stabilized by aromatic ring and $\ce{COO-}$.