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Adenosine monophosphate

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Identification
Molecular formula
C10H14N5O7P
CAS number
61-19-8
IUPAC name
[(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yl] dihydrogen phosphate
State
State

Typically solid at room temperature. It is stable under normal conditions and is hygroscopic, meaning it absorbs moisture from the air. This compound is commonly stored in dry, well-closed containers to prevent degradation.

Melting point (Celsius)
178.00
Melting point (Kelvin)
451.15
Boiling point (Celsius)
330.00
Boiling point (Kelvin)
603.15
General information
Molecular weight
347.22g/mol
Molar mass
347.2210g/mol
Density
2.2000g/cm3
Appearence

A white to off-white crystalline powder or granules. It is odorless and has a bitter taste. The compound is often used in biochemistry and molecular biology laboratories and may be found in a lyophilized form as well.

Comment on solubility

Solubility of [(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yl] dihydrogen phosphate

The solubility of the compound [(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yl] dihydrogen phosphate is influenced by several factors:

  • Polarity: This compound includes both polar and non-polar components, which can lead to variable solubility in different solvents.
  • pH Dependency: The presence of phosphate groups can make the compound more soluble in aqueous solutions at certain pH levels. Consequently, solubility may increase when the pH is adjusted.
  • Ionization: The dihydrogen phosphate group can dissociate in water, enhancing its solubility compared to its neutral form.
  • Hydrogen Bonding: Its structure allows for extensive hydrogen bonding with water molecules, thus potentially increasing solubility.

It is noted that "like dissolves like," meaning organic compounds are generally more soluble in organic solvents, while ionic compounds are more soluble in polar solvents such as water. Therefore, one could expect a moderate level of solubility in polar solvents due to the presence of functional groups that can interact favorably with water.

In conclusion, while exact solubility data may vary, the features of [(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yl] dihydrogen phosphate suggest it will exhibit solubility characteristics influenced by its structural components and environmental conditions.

Interesting facts

Interesting Facts about [(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yl] Dihydrogen Phosphate

This compound, often referred to in the context of nucleotides and their derivatives, plays a crucial role in biological systems, particularly in the formation of nucleic acids. Here are some captivating points about this compound:

  • Biological Significance: This compound is an essential nucleotide, a building block of DNA and RNA, thereby serving as the backbone for genetic information.
  • Energy Transfer: It contains phosphate groups that are crucial for energy transfer via adenosine triphosphate (ATP), highlighting its importance in cellular metabolism.
  • Structural Diversity: The presence of a purine base allows this compound to take part in various biochemical pathways, emphasizing the versatility of nucleotide structures.
  • Synthesis: It can be synthesized through complex enzymatic pathways in living organisms, demonstrating the sophistication of metabolic processes.
  • Research Implications: Studying this compound can provide insights into genetic diseases and therapeutic interventions, as its functions are integral to cellular processes.

Moreover, its stereochemistry is of particular interest, as the R and S configurations influence how the compound interacts with enzymes and other biomolecules. This fact underscores the complexity of biochemical interactions which are often dictated by molecular geometry. As one quote aptly encapsulates: "The structure of a molecule dictates its function."

In conclusion, the multifaceted roles and properties of [(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yl] dihydrogen phosphate make it a compound of great interest in both research and application. Its implications in health, genetics, and cellular mechanisms continue to inspire scientific exploration.