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S-adenosylmethionine

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Identification
Molecular formula
C15H22N6O5S
CAS number
29908-03-0
IUPAC name
2-amino-4-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methylsulfanyl]butanoic acid
State
State

At room temperature, S-adenosylmethionine is typically in a solid state, appearing as a white crystalline powder. It is highly soluble in water, which is a valuable property for its function in biological processes.

Melting point (Celsius)
160.00
Melting point (Kelvin)
433.15
Boiling point (Celsius)
400.00
Boiling point (Kelvin)
673.15
General information
Molecular weight
398.44g/mol
Molar mass
398.4440g/mol
Density
1.3300g/cm3
Appearence

S-Adenosylmethionine typically appears as a white crystalline powder. In some instances, it may also be found in the form of crystalline hygroscopic flakes. It is sensitive to air and moisture and should be handled with care to avoid degradation.

Comment on solubility

Solubility of 2-amino-4-[[[2S,3S,4R,5R]-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methylsulfanyl]butanoic acid

The solubility of 2-amino-4-[[[2S,3S,4R,5R]-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methylsulfanyl]butanoic acid is influenced by several factors:

  • Polar Nature: The presence of multiple hydroxyl (-OH) groups and amino (-NH2) groups in the structure contributes to its polar nature, which typically enhances solubility in polar solvents such as water.
  • Hydrogen Bonding: The ability to form hydrogen bonds with water molecules makes this compound more soluble as the interactions between the solute and solvent molecules facilitate dissolution.
  • Structural Complexity: The intricate configuration of the molecule might hinder solubility to some degree due to steric factors that could affect how closely the molecules can pack together in solution.
  • pH Dependency: Solubility may also vary with pH; the ionic state of the functional groups could change depending on the pH of the solution, impacting overall solubility.

In summary, while 2-amino-4-[[[2S,3S,4R,5R]-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methylsulfanyl]butanoic acid is likely to exhibit good solubility in aqueous solutions due to its polar and hydrophilic characteristics, its overall solubility can be influenced by various physical and chemical conditions.

Interesting facts

Interesting Facts About 2-amino-4-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methylsulfanyl]butanoic acid

This compound is a fascinating example of a complex biomolecule with multiple functional groups, showcasing the intricacies of organic chemistry. Here are some interesting aspects of this compound:

  • Biological Significance: 2-amino-4-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methylsulfanyl]butanoic acid may play a role in biological systems, particularly in relation to purine metabolism and its associated pathways.
  • Stereochemistry: The specification of stereochemistry, indicated by the R and S notations, suggests that this compound has specific spatial arrangements that could influence its biological activity and interactions. This makes it essential in pharmaceutical development where chirality is crucial.
  • Structural Complexity: The combination of a butanoic acid backbone with a tetrahydrofuran and purine moiety creates a multifaceted structure that might exhibit diverse properties, demonstrating the depth of molecular design in organic chemistry.
  • Potential Therapeutic Uses: Compounds similar to this one may be investigated for their potential in therapeutic applications, including anti-cancer and antiviral treatments, owing to the significance of purine bases in nucleic acids.
  • Research Interest: As scientists continue to explore complex organic molecules, compounds like this help push the boundaries of our understanding of chemical biology, providing insights that can lead to new discoveries in drug design and medicinal chemistry.

In summary, 2-amino-4-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methylsulfanyl]butanoic acid serves as a prime example of the intricate relationship between structure and function in biochemistry. Its multifaceted nature is a reminder of the beauty and complexity found within chemical compounds.

Synonyms
CHEMBL45041
2-amino-4-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methylsulfanyl]butanoic acid
S-Adenosyl-D,L-homocysteine
SCHEMBL10871157
BDBM50142501
DB-221828
(+/-)-2-amino-4-(((2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl)methylthio)butanoic acid
2-Amino-4-[(2S,3S,4R,5R)-5-(6-amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethylsulfanyl]-butyric acid