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Adenosine diphosphate

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Identification
Molecular formula
C10H15N5O10P2
CAS number
58-64-0
IUPAC name
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-tetrahydrofuran-2-yl]methyl sulfo hydrogen phosphate
State
State

At room temperature, adenosine diphosphate is a solid. It exists as a crystalline powder that can be handled as a typical solid material. In laboratory settings, it is often found in powdered form or dissolved in aqueous solutions for biochemical studies.

Melting point (Celsius)
0.00
Melting point (Kelvin)
0.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
427.20g/mol
Molar mass
427.2010g/mol
Density
2.1800g/cm3
Appearence

Adenosine diphosphate (ADP) typically appears as a white to off-white crystalline powder. It is commonly encountered in biochemical laboratories in either powder form or in solution. ADP is somewhat hygroscopic and can absorb moisture from the air, which can affect its physical form. It is also soluble in water, where it will dissolve to form a clear solution.

Comment on solubility

Solubility of [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-tetrahydrofuran-2-yl]methyl sulfo hydrogen phosphate

The solubility of this compound is influenced by its complex structure and the presence of various functional groups. Generally, the solubility can be summarized as follows:

  • Polarity: Due to multiple polar groups, such as hydroxyl (-OH) and phosphonate (-PO3), this compound is likely to have a significant solubility in polar solvents, particularly water.
  • Hydrogen Bonding: The ability of the hydroxyl groups to form hydrogen bonds enhances its interaction with water molecules, promoting solubility.
  • Ionic Interactions: The presence of the sulfo-hydrogen phosphate moiety may lead to ionic interactions with solvent molecules, further contributing to its solubility in aqueous environments.

However, the overall solubility may also be influenced by factors such as:

  • pH: The solubility can vary significantly with changes in pH due to protonation or deprotonation of functional groups.
  • Temperature: As with many compounds, increased temperature may enhance solubility.

In summary, while this compound exhibits a high potential for solubility in polar solvents largely due to its functional groups and structural features, specific conditions such as pH and temperature must be taken into account for accurate predictions. Understanding these nuances is key to manipulating this compound for desired applications.

Interesting facts

Interesting Facts about [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-tetrahydrofuran-2-yl]methyl sulfo hydrogen phosphate

This intriguing compound is a complex molecule that lies at the intersection of biochemistry and pharmaceutical research. Here are some fascinating insights about it:

  • Biological Significance: This compound features a purine base, which is crucial for the structure of nucleic acids like DNA and RNA. Its role in nucleic acid metabolism is pivotal for understanding genetic material and cellular functions.
  • Therapeutic Potential: Compounds similar to this one have gained attention for their potential in therapeutic applications. They may function as antiviral agents or be involved in cellular signaling pathways, highlighting their importance in drug development.
  • Synthetic Challenge: The synthetic pathways to create such complex molecules often involve multiple steps and require careful handling. This aspect of its chemistry is not only a challenge but also a testament to the ingenuity of chemists in designing and synthesizing intricate structures.
  • Phosphate Group Role: The phosphate moiety present here plays a crucial role in energy transfer processes within cells. This suggests that the compound has potential implications in metabolic engineering and bioenergy.
  • Research Focus: Current research explores its interactions within biological systems, specifically how it might impact cellular functions or serve as a modulator for specific enzymes.

In summary, the compound represents a fascinating area of study within chemistry, with implications that extend into biology and medicine. Its complexity embodies the intricate connections between chemical structure and biological function, which continues to captivate scientists around the world.

Synonyms
phosphoadenosine phosphosulfate
482-67-7
3'-Phosphoadenylyl sulfate
3-Phosphoadenosine 5'-phosphosulfate
BRN 0073511
3'-Adenylic acid, 5'-(dihydrogen phosphate), 5'-anhydride with sulfuric acid
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methyl sulfo hydrogen phosphate
Adenosine 3' phosphate 5' Phosphosulfate
Adenosine, 3',5'-bis(dihydrogen phosphate), 5'-monoanhydride with sulfuric acid
Adenosine, 3',5'-diphosphate, 5'-anhydride with sulfuric acid
4-26-00-03662 (Beilstein Handbook Reference)
Adenosine, 3',5'-bis(dihydrogen phosphate), 5'-monoanhydride with sulfuric acid (8CI)
[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]sulfonic acid
Phosphosulfate, Phosphoadenosine
(((((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl)methoxy)(hydroxy)phosphoryl)oxy)sulfonic acid
((2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl)methyl sulfo hydrogen phosphate
Adenosine-3'-phosphate-5'-Phosphosulfate
PAPS
3'-phosphoadenosine-5'-phosphosulfate
3'-Phospho-5'-adenylyl sulfate
3'-Phosphoadenosine 5'-phosphosulfate
PAPS (nucleotide)
3'-phosphoadenylyl-sulfate
5TH3ERG159
A3P5PS
5'-Adenylyl sulfate 3'-phosphate
5-phosphoadenosine 3-phosphosulfate
3'-PHOSPHATE-ADENOSINE-5'-PHOSPHATE SULFATE
Adenosine 3'-phosphate 5'-phosphosulfate
Adenosine 5'-phosphosulfate 3'-phosphate
Adenosine 3'-phosphate 5'-sulfatophosphate
(((2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl)methyl phosphoric) sulfuric anhydride
Adenosine 3',5'-diphosphate, 5'-anhydride with sulfuric acid
3'-Phosphoadenosine 5'-phosphosulfate; [(2R,3S,4R,5R)-5-(6-Aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methyl sulfo hydrogen phosphate
3'-Phosphoadenylyl sulphate
1bux
phosphoadenosine phosphosulfate (PAPS)
Adenosine-3'-phosphate-5' -phosphosulfate
3'-Phosphoadenylyl-sulphate
UNII-5TH3ERG159
SCHEMBL238789
phosphoadenosine phosphosulphate
GTPL1719
CHEBI:17980
DTXSID40894869
3'-Phospho-5'-adenylyl sulphate
GACDQMDRPRGCTN-KQYNXXCUSA-N
3'-phosphoadenosin-5'-phosphosulfat
5-Phosphoadenosine 3-phosphosulphate
3'-O-phosphono-5'-adenylyl sulfate
EX-A11894
AKOS040753428
3'-Phosphoadenosine 5'-phosphosulphate
3'-phosphoadenosine-5'-phosphosulphate
DB02902
NS00015294
3a(2)-Phosphoadenosine 5a(2)-phosphosulfate
C00053
Q229811
Adenosine 3',5'-diphosphate, 5'-anhydride with sulfuric acid (6CI)
5'-O-[(R)-hydroxy(sulfooxy)phosphoryl]adenosine 3'-(dihydrogen phosphate)
adenosine, 5'-O-[hydroxy(sulfooxy)phosphinyl]-, 3'-(dihydrogen phosphate)
3'-Adenylic acid, 5'-(dihydrogen phosphate), 5'-anhydride with sulfuric acid (9CI)
9H-purin-6-amine, 9-[5-O-[hydroxy(sulfooxy)phosphinyl]-3-O-phosphono-beta-D-ribofuranosyl]-