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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.
The equilibrium is not complete because the acidity difference between guanidinium and water is not large. The approximate pK a values: 13.6 vs 15.7. Complete deprotonation should be done with extremely strong bases, such as lithium diisopropylamide. C(NH 2) + 3 Cl − + Li + N(C 3 H 7) − 2 → HNC(NH 2) 2 + HN(C 3 H 7) 2 + LiCl
Guanidinium thiocyanate (GTC) or guanidinium isothiocyanate (GITC) is a chemical compound used as a general protein denaturant, being a chaotropic agent, although it is most commonly used as a nucleic acid protector in the extraction of DNA and RNA from cells. [1] GITC may also be recognized as guanidine thiocyanate.
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.
A chaotropic agent is a substance which disrupts the structure of, and denatures, macromolecules such as proteins and nucleic acids (e.g. DNA and RNA).Chaotropic solutes increase the entropy of the system by interfering with intermolecular interactions mediated by non-covalent forces such as hydrogen bonds, van der Waals forces, and hydrophobic effects.
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The guanidinium nitrate intermediate may also be produced via the Boatright–Mackay–Roberts (BMR) process, in which molten urea is reacted with molten ammonium nitrate in the presence of silica gel. [3] [4] This process had been commercialized because of its attractive economic features. 2 NH 2 CONH 2 + NH 4 NO 3 → [C(NH 2) 3]NO 3 + 2 NH 3 ...
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