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Adenosine monophosphate

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Identification
Molecular formula
C10H14N5O7P
CAS number
61-19-8
IUPAC name
[2-(6-aminopurin-9-yl)-4-hydroxy-5-(phosphonooxymethyl)tetrahydrofuran-3-yl] dihydrogen phosphate
State
State

At room temperature, adenosine monophosphate is a solid compound. It is often utilized in laboratories and research facilities in its powdered form and can be dissolved in water for further applications in various biochemical assays and experiments.

Melting point (Celsius)
178.00
Melting point (Kelvin)
451.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
347.22g/mol
Molar mass
347.2210g/mol
Density
2.4000g/cm3
Appearence

Adenosine monophosphate, often abbreviated as AMP, appears as a white crystalline powder. This compound is visually characterized by its fine, powdery texture and lack of color, which is typical for many nucleotide monophosphates. It is odorless and soluble in water.

Comment on solubility

Solubility of [2-(6-aminopurin-9-yl)-4-hydroxy-5-(phosphonooxymethyl)tetrahydrofuran-3-yl] dihydrogen phosphate

The solubility of the compound C10H14N5O7P can be attributed to its unique structure which includes both hydrophilic and hydrophobic elements. This intricate composition often leads to a combination of solubility behaviors in various solvents.

Factors Influencing Solubility:

  • Presence of Functional Groups: The presence of phosphate groups increases hydrophilicity, enhancing solubility in polar solvents like water.
  • pH Sensitivity: The solubility may also vary depending on the pH, particularly due to ionizable groups that may become protonated or deprotonated.
  • Temperature: Temperature can affect the kinetic energy of the molecules, thus influencing solubility rates.

In terms of solvent preference, it is often more soluble in:

  • Water: This compound's polar nature allows for considerable solubility in aqueous environments.
  • Buffer Solutions: Compatibility with various buffer systems can further facilitate solubility in biological contexts.

While aqueous solubility is predominantly favorable, low solubility in non-polar solvents is expected due to the compound's charged functional groups, limiting its dissolution in hydrophobic environments. Understanding the solubility of this compound is critical for applications in biochemical and pharmaceutical fields, where accessibility and bioavailability can significantly influence efficacy.

Interesting facts

Interesting Facts About [2-(6-aminopurin-9-yl)-4-hydroxy-5-(phosphonooxymethyl)tetrahydrofuran-3-yl] Dihydrogen Phosphate

This fascinating compound holds significance primarily within the realm of biochemistry and molecular biology due to its structural resemblance to nucleotides and nucleosides. Here are some intriguing details:

  • Nucleotide Analogue: The molecular structure of this compound resembles that of adenosine, a key building block of RNA. This feature places it in the spotlight for studies related to nucleic acid synthesis and function.
  • Phosphate Moiety: The presence of dihydrogen phosphate groups in its structure allows for interesting interactions within biological systems, particularly in energy transfer and signaling pathways.
  • Biological Role: Compounds like this one are often investigated for their potential use as antiviral agents. The incorporation of an amino purine base suggests that it may interfere with viral replication machinery.
  • Drug Development: The unique characteristics of this compound make it a valuable candidate in pharmaceutical research, especially in designing drugs targeting RNA viruses or manipulating metabolic pathways.
  • Research Implications: Its use in research could provide insights into mechanisms of resistance in various pathogens, enhancing our understanding of therapeutic failures.

As an astonishing example of the intersection between chemistry and biology, studying this compound not only deepens our comprehension of nucleic acid biochemistry but also highlights the ongoing efforts to innovate in drug design and development. “The molecular complexity can often yield simple, yet profound, effects in biological systems.” This sentiment encapsulates the potential behind compounds like [2-(6-aminopurin-9-yl)-4-hydroxy-5-(phosphonooxymethyl)tetrahydrofuran-3-yl] dihydrogen phosphate.

Synonyms
[(2R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxy-oxolan-2-yl]me thoxyphosphonic acid
3805-37-6
CHEMBL58764
BDBM50062282
Phosphoric acid mono-[2-(6-amino-purin-9-yl)-4-hydroxy-5-phosphonooxymethyl-tetrahydro-furan-3-yl] ester