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Topic: Secondary Amine (preventing overalkylation) and Disulfide formation inquiry  (Read 17148 times)

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Offline Custos

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Re: Secondary Amine (preventing overalkylation) and Disulfide formation inquiry
« Reply #15 on: December 06, 2006, 02:58:58 AM »
Yes that's true, that's why it needs to be dilute. Pretty hard to measure out one equivalent I know, but a weak hypochlorite solution will oxidise to the disulfide very quickly and the sulfoxide/sulfone quite a bit slower.

Offline HP

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Re: Secondary Amine (preventing overalkylation) and Disulfide formation inquiry
« Reply #16 on: December 06, 2006, 03:56:43 PM »
I think 3 or 6% H2O2 will oxidize thiols to disulfide. When you boil an egg then its denaturation is because the same oxidation reactions of thiol residues(i cant remember the aminoacid thiol come from) forming cross-linking disulfide bridge structure...Do someone know if someother has worked on renaturation study of the alredy boiled eggs :) I'll back to secondary amine synthesis sugesting  Mannich type reactions on primary amine, formaldehyde and enolizable  carbonyl compound with next Kishner-Wolf reduction of the C=O group in the alkyl residue..Also Kabachnik-Fields reaction:
R-NH2 + R1CHO(or R1COR2) + HPO(OR)2-->RNHCHR1PO(OR)2
Can someone tell us how  further to remove the PO(OR)2 group or eventualy PO(OH)2 one  ???
xpp

Offline movies

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Re: Secondary Amine (preventing overalkylation) and Disulfide formation inquiry
« Reply #17 on: December 06, 2006, 05:14:32 PM »
Cysteine is the amino acid you're looking for.  Check out the chemical structures list on your left!

Offline HP

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Re: Secondary Amine (preventing overalkylation) and Disulfide formation inquiry
« Reply #18 on: December 07, 2006, 03:16:51 PM »
Cysteine yes - thank you for the remind! As a student i remember have isolate it from wool hydrolyzate...I know that the women depelatoar cream have some action to cysteine moisteries in hair roots structure. Their smell i can associate with CS2 smell and they also contain KOH but what is the exact action i dont know in particular :)
xpp

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