Sciencemadness Discussion Board

DMSO reaction with peptides

Templar - 2-6-2015 at 20:01

Hey guys,

Would pure DMSO react with a peptide? I.e melanotan II? http://en.wikipedia.org/wiki/Melanotan_II

The main threat to cleavage of the peptide would be pH, and DMSO has a pKa of 35 vs 16 for water and -8 for HCl.

http://en.wikipedia.org/wiki/Dimethyl_sulfoxide

DMSO can act as a mild oxidant but only under acidic or basic conditions, from a strong acid or an alkyl amine

http://en.wikipedia.org/wiki/Pfitzner%E2%80%93Moffatt_oxidat...
http://en.wikipedia.org/wiki/Swern_oxidation

Any thoughts? Could a solution of this peptide and DMSO be stable?

Dr.Bob - 3-6-2015 at 05:14

For the short term, I would not expect any immediate reaction, but compounds stored in DMSO do tend to oxidize due to reaction with atmospheric oxygen, which reacts well with molecules in DMSO. This has been well documented in the pharma industry, where DMSO stock solutions often go bad with time and temperature, usually traced to oxidation of activated positions.

Also, while DMSO can help small molecules get through the skin, it is not as likely that it will work well for peptides, but I don't know of any studies to show that either it does or does not work with peptides.

Templar - 5-6-2015 at 07:53

Right. somewhat easy to address, inert gas. uncharted territory it seems, even the DMSO delivery method is quite new I think. Thanks drBob

papaya - 5-6-2015 at 08:33

DMSO is known to be able to oxidate free thiol groups, so if your protein contains cysteine residues- yes, you may harm it.

Templar - 7-6-2015 at 07:30

ok thanks for that papaya. I need to try this out at some stage.