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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-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl sulfo hydrogen phosphate
State
State

At room temperature, adenosine monophosphate is generally found as a solid, particularly in its powdered form. In biological systems, it is often dissolved in aqueous solutions.

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
2.2700g/cm3
Appearence

Adenosine monophosphate (AMP) is typically a white crystalline powder. In its anhydrous form, it is generally odorless and is water-soluble. Its appearance may vary slightly based on the form and the degree of hydration.

Comment on solubility

Solubility Characteristics

The solubility of the compound [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl sulfo hydrogen phosphate can be influenced by various factors including its structural features and the surrounding environment. Some key points to consider include:

  • Polar Functional Groups: The presence of hydroxyl groups (-OH) and a sulfonate group (-SO3H) significantly enhances solubility in polar solvents such as water.
  • Hydrogen Bonding: The ability of the compound to form hydrogen bonds with solvent molecules further contributes to its solubility profile. This interaction can increase its dispersion in aqueous solutions.
  • pH Sensitivity: The solubility may vary with changes in pH. Salts of phosphoric acid, such as this compound, can exhibit different solubility patterns based on the acidity or basicity of the solution.
  • Temperature Effects: Temperature increases can enhance solubility by disrupting intermolecular forces, allowing more of the compound to dissolve.

In summary, the complex structure of this compound, with multiple polar functional groups and potential for hydrogen bonding, suggests it is likely to be highly soluble in aqueous environments. As a quote often cited in chemistry states, "Like dissolves like," which aptly describes the solubility behavior of this particular compound in polar solvents.

Interesting facts

Exploring the Uniqueness of a Complex Compound

The compound [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl sulfo hydrogen phosphate exhibits intriguing characteristics that demonstrate its significance in the field of chemistry and biochemistry.

Key Features:

  • Structure Complexity: This compound features a tetrahydrofuran moiety, which is a significant structural component known for its role in various biological processes.
  • Amino Group Presence: The inclusion of a 6-aminopurine component is noteworthy, as it connects the compound to purine metabolism. Aminopurines are pivotal in the synthesis of nucleotides, the building blocks of DNA and RNA.
  • Phosphate Group: The sulfo hydrogen phosphate part signifies that this compound could potentially participate in phosphorylation processes within biological systems, impacting energy transfer and signaling.
  • Stereochemistry: Its chiral centers (2R, 3S, 4R, 5R) suggest particular configurations that might influence its biological interactions. The stereochemistry of such compounds can often dictate their function and reactivity in biochemical pathways.

This compound's potential applications extend to pharmacology and biotechnology, where it may serve as a **lead compound** for drug development, particularly in targeting processes involved in nucleic acid metabolism. As stated by experts in the field, "Understanding the intricate relationships between structure and function is essential for advancing therapeutic strategies." Thus, this compound stands not only as a fascinating subject of study but also as a hopeful candidate in the evolving realms of drug design and molecular biology.

Synonyms
Adenosine 5'-phosphosulfate
ADENOSINE-5'-PHOSPHOSULFATE
adenylyl-sulfate
adenosine 5'-sulphatophosphate
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl sulfo hydrogen phosphate
((2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl)methyl sulfo hydrogen phosphate
Adenylyl sulfate
5'-Adenylyl sulfate
adenosine phosphosulfate
485-84-7
AMPS
Adenosine sulfatophosphate
Adenylylsulfate
CHEBI:17709
5'-Adenylic acid, monoanhydride with sulfuric acid
(((2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphoric) sulfuric anhydride
[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]sulfonic acid
ADX
Adenosine 5'-sulfatophosphate
BRN 0067726
phosphosulfate
Phosphosulphate
sulfatophosphate
adenylyl sulphate
adenylyl-sulphate
adenosine phosphosulphate
Adenosine 5-Phosphosulfate
Adenosine 5'-phosphosulphate
5'-adenylyl hydrogen sulfate
4-26-00-03628 (Beilstein Handbook Reference)
5'-Phosphosulfate, Adenosine
SCHEMBL163762
Adenosine Phosphosulfate (APS)
CHEMBL572546
BDBM25461
AMP-S, BRN-0067726
DB03708
Adenosine-5'-phosphosulfate sodium salt
adenylic acid monoanhydride with sulfurate
NS00015211
adenylic acid monoanhydride with sulfuric acid
C00224
5'-O-[(S)-hydroxy(sulfooxy)phosphoryl]adenosine
Q356138
57D51844-70A4-4E5C-A9EF-DF05C8DC73A2
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl sulfo hydrogen phosphate