Question

Draw the predominant form for glutamate in a solution with each pH listed below.

Draw the mooecule including charges where needed, do not draw a fischer projection.

pH=0

pH=3

pH=6

pH=11

Answer 1

. Glutamic acid has €twol carboxylic acid group with different. pkai fully Proto nated form Glutamic acid is die Pral Pkaz (4:3), Hoods &onk 2.2 P 436 Pka (917) ionisable position So, the each^'H' associated with this three will behave differently at different bH. Cu At pH=0; It's Stueture should be * All flince conisable should be proto nated as all pkaj pH S0H Howy NA!.. stilt value. Dans

(6) At pH = 3 the stucture should be Ose Þka pka, = 4.3 но n e l.pka3-9,7 Hisen Now at pH=3 the pka, Tph So, the Acentre behaves more acidic than medium Son Et gives up proton and exists as Zwitterion. (in) At pH=6 . The stucture Shoud be Osu A (A T ) Now, at pH=6 the upka,, pk2 < pH Soy At 6 and ® position two carboxylic acid groups will show meech more acidity than the medium ( Solution) So, they wile deprotonate ·

(0) At pH= 11 The a Stucture should be ze0 Now, at pH=11 . The pH (11) pka, (2:2), bkaq (4:3) & p key So, At . this pH all AB,© position to two carboxyl'c acid and proto hated Nth group will be completely de protomated. As the mediumis be having more basic than this three center.