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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: Bastian123 on April 06, 2025, 06:47:46 PM

Title: Sensitivity Protection - SH
Post by: Bastian123 on April 06, 2025, 06:47:46 PM

I'm looking for a simple way to produce Sodium Cystate the sodium salt of L-Cystene without damaging the structure.

Title: Re: Sensitivity Protection - SH
Post by: Hunter2 on April 07, 2025, 12:53:18 AM

Which reactants do you want to use.
Cystene + sodium hydrogencarbonate would be an option.

Title: Re: Sensitivity Protection - SH
Post by: Bastian123 on April 07, 2025, 12:48:05 PM

With the bicarbonate, how can I non invasively reconstitute to the Cystene form from the Cysteine disulfide form of the salt preserving the l chirality?
Can I just protect the thiol group from the start with say a closed ring saccharide and simply add sodium hydroxide ~ 0.5 M @17°C?
This seems to be a very "sensitive" structure.

Title: Re: Sensitivity Protection - SH
Post by: Babcock_Hall on April 07, 2025, 06:12:12 PM

I am confused regarding the picture of sucrose.  How does this relate?

Title: Re: Sensitivity Protection - SH
Post by: Bastian123 on April 07, 2025, 06:16:25 PM

As a protecting group for the addition of the sodium ion to the carboxylate for the rest of the structure.