Skip to main content

All Questions

Tagged with
2 votes
0 answers
527 views

Why is the lysine side chain more basic?

As per PubChem: $pK_1 = 2.18$; $pK_2 = 8.95$; $pK_3 = 10.53$ at 38 °C, indicating that the side chain amino group is deprotonated at a higher pH, indicating it is more basic. I tried to justify this ...
Sid's user avatar
  • 79
3 votes
1 answer
54 views

Will ethyl 2-amino-1H-imidazole-5-carboxylate undergo ester aminlysos with the primary amines of bPEI efficiently in methanol?

I was about to set up the following reaction, but before I do, I wanted to see if anyone has some suggestions or thinks this will not work: 24mmol Nboc protected ethyl 2-amino-1H-imidazole-5-...
toodles's user avatar
  • 137
5 votes
1 answer
145 views

Synthesizing octopine from arginine and 2-bromopropionic acid

I am a biologist, and organic chemistry lessons are a distant memory now. I am interested in synthesizing a small amount of octopine. Octopine is a natural molecule resulting from an enzyme-catalyzed ...
Mowgli's user avatar
  • 183
0 votes
0 answers
555 views

Resonance structure with allylic lone pair

Draw the appropriate resonance structure for 5-aminolevulinic acid: As there is an allylic lone pair, my first arrow goes from the lone pair to form a π-bond, and the second goes from the π-bond to ...
ninja_fun's user avatar
2 votes
1 answer
5k views

Histidine vs Lysine

Among the amino acids, histidine and lysine, which is more basic? And why? I tried protonating and checking electronic effects but couldn't reach a satisfactory conclusion.
user226375's user avatar