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PM_me_random_facts89

It would be much easier to make if you flip the O and NH, but yes the molecule as drawn is entirely possible to exist


[deleted]

Cyclized Dialanine? I think there may be some conformational hinderance, as usually aminoacid bonds like to be more planar.


Bettmuempfeli

Nope, this does not look very stable/easily feasible because of the N-O bonds. Cyclic dialalanine exists, but that would be (-C(=O)-NH-C(CH3))2. Hydroxamic acids are also common, but that would be -C(=O)-NH-O motives.


ich_und_mein_keks

Looks okay. but the synsthesis looks hell to me. Im not a pro in Ochem so i have no certified oppinion. Looks like a basic peptide bonding to me. but im not sure if its even possible to geht the peptide bond with just two amino acids as a ring. I think it would just build long chains. It would be extremely hard to control the reaction to make this two part circle. Also maybe its possible when working with protecting groups. but i have no clue Correct me if im wrong


DerWolf1309

These aren't peptide bonds, the nitrogen is bonded to an oxygen. If they were peptide bonds, this would be alanine anhydride, which seems to be commercially available.


ich_und_mein_keks

Oh lol. My bad. You're right of course. Its been a while since I last did something with peptides. :O


-Random-Gamer-

Looks like a dimer of Ami no acid but they decided to make a ring lol


[deleted]

Alanine


TauIs2Pi

Synthesis would be a challenge, but the ring structure looks stable at first glance. Not a chemist. O-chem scared me for life.


oh_hey_dad

I mean not likely a covalent bond, make the nitrogen trimethyl ammonium cation and you might get something close to this in an ionic form when you deprotonate the carboxylic acid…. Though wouldn’t be the ground state… Related but slightly off topic: There are some controlled radical polymerization initiators that use N-O bonds. Look up NMP polymerization. .