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Guanidine exists protonated, as guanidinium, in solution at physiological pH. Guanidinium chloride (also known as guanidine hydrochloride) has chaotropic properties and is used to denature proteins. Guanidinium chloride is known to denature proteins with a linear relationship between concentration and free energy of unfolding.
Guanidinium chloride is a strong chaotrope and one of the strongest denaturants used in physiochemical studies of protein folding. It also has the ability to decrease enzyme activity and increase the solubility of hydrophobic molecules. [2]
Guanidine nitrate is the chemical compound with the formula [C(NH 2) 3]NO 3. It is a colorless, water-soluble salt. It is produced on a large scale and finds use as precursor for nitroguanidine, [1] fuel in pyrotechnics and gas generators. Its correct name is guanidinium nitrate, but the colloquial term guanidine nitrate is widely used.
Nitroguanidine is produced worldwide on a large scale starting with the reaction of dicyandiamide (DCD) with ammonium nitrate to afford the salt guanidinium nitrate, which is then nitrated by treatment with concentrated sulfuric acid at low temperature.
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Tetramethylguanidine is mainly used as a strong, non-nucleophilic base for alkylations, often as a substitute for the more expensive DBU and DBN. [3] Since it is highly water-soluble, it is easily removed from mixtures in organic solvents. It is also used as a base-catalyst in the production of polyurethane. [4]
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In the 1920s, guanidine compounds were discovered in Galega extracts. Animal studies showed that these compounds lowered blood glucose levels. Some less toxic derivatives, synthalin A and synthalin B, were used for diabetes treatment, but after the discovery of insulin, their use declined.
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