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Glutathione

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Identification
Molecular formula
C20H32N6O12S2
CAS number
70-18-8
IUPAC name
2-[[2-[[2-[[2-[[6-amino-2-[[4-amino-2-[[2-[[2-[[2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-3-carboxy-propanoyl]amino]-4-methylsulfanyl-butanoyl]amino]-4-oxo-butanoyl]amino]hexanoyl]amino]-3-methyl-butanoyl]amino]-4-methyl-pentanoyl]amino]-3-carboxy-propanoyl]amino]-4-methyl-pentanoic acid
State
State

At room temperature, glutathione is a solid. It is hygroscopic and soluble in water, forming a clear solution.

Melting point (Celsius)
182.00
Melting point (Kelvin)
455.15
Boiling point (Celsius)
240.00
Boiling point (Kelvin)
513.15
General information
Molecular weight
612.63g/mol
Molar mass
612.4130g/mol
Density
1.4800g/cm3
Appearence

Glutathione is a white crystalline powder. It is stable under normal conditions and has no discernible odor. When in solution, it appears clear and colorless to slightly yellow.

Comment on solubility

Solubility of 2-[[2-[[2-[[2-[[6-amino-2-[[4-amino-2-[[2-[[2-[[2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-3-carboxy-propanoyl]amino]-4-methylsulfanyl-butanoyl]amino]-4-oxo-butanoyl]amino]hexanoyl]amino]-3-methyl-butanoyl]amino]-4-methyl-pentanoyl]amino]-3-carboxy-propanoyl]amino]-4-methyl-pentanoic acid

The solubility characteristics of the compound C20H32N6O12S2 are highly significant and can be influenced by various factors:

  • Polarity: The presence of multiple amino (–NH2) and carboxylic acid (–COOH) groups in its structure enhances its ability to interact with polar solvents, particularly water.
  • Hydrogen Bonding: The ability to form hydrogen bonds contributes to the compound's solubility in aqueous solutions. As a general rule, compounds that can donate or accept hydrogen bonds often exhibit increased solubility.
  • Molecular Weight: With a considerable molecular weight, the compound may have limited solubility compared to smaller molecules. However, the balance between solute molecular size and functional groups can result in favorable conditions for solubility.

In conclusion, while this compound demonstrates potential for solubility in polar solvents due to its functional groups, the overall solubility might still be influenced by factors like concentration, temperature, and the specific nature of the solvent used. As a rule of thumb: "Like dissolves like," meaning that polar solvents will be excellent candidates for dissolving this compound.

Interesting facts

Interesting Facts about 2-[[2-[[2-[[2-[[6-amino-2-[[4-amino-2-[[2-[[2-[[2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-3-carboxy-propanoyl]amino]-4-methylsulfanyl-butanoyl]amino]-4-oxo-butanoyl]amino]hexanoyl]amino]-3-methyl-butanoyl]amino]-4-methyl-pentanoyl]amino]-3-carboxy-propanoyl]amino]-4-methyl-pentanoic acid

This compound represents a fascinating and intricate example of a synthetic amino acid derivative, showcasing the complexity that can arise in organic chemistry. Below are some intriguing aspects of this compound:

  • Structural Complexity: The name denotes a compound with multiple amine groups and varied side chains, illustrating the intricate construction of peptide-like structures.
  • Biological Relevance: Compounds with similar structures to this one may play significant roles in biochemical pathways, including protein synthesis and modulation of enzyme activities.
  • Property Variability: The inclusion of multiple functional groups influences not only the compound's reactivity but also its potential applications in areas such as medicinal chemistry and pharmaceuticals.
  • Therapeutic Potential: Researchers often explore modified amino acids for therapeutic agents because they can impact protein function and stability, making them crucial in drug design.
  • Synthetic Challenges: The synthesis of such complex molecules often requires advanced techniques like solid-phase peptide synthesis (SPPS) and careful manipulation of reaction conditions.

As a chemist, it is enthralling to consider how the manipulation of chemical structure at a molecular level can lead to profound changes in properties and functions. In the words of notable chemist Linus Pauling, "The best way to have a good idea is to have lots of ideas." Compounds like this one embody the innovative spirit of chemistry, bridging structural intricacies with functional applications.

Synonyms
Anti-inflammatory peptide 2
118850-72-9
Antiflammin-2
ANTI-INFLAMMATORYPEPTIDE2
FA110431
H-His-Asp-Met-Asn-Lys-Val-Leu-Asp-Leu-OH; H-HDMNKVLDL-OH