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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 phosphono hydrogen phosphate
State
State

At room temperature, AMP is typically found in a solid crystalline form.

Melting point (Celsius)
178.00
Melting point (Kelvin)
451.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
347.22g/mol
Molar mass
347.2210g/mol
Density
2.3000g/cm3
Appearence

Adenosine monophosphate (AMP) often appears as a white crystalline powder. It is generally odorless and has a slightly sweet taste. In aqueous solution, it is clear and colorless, showing good solubility in water.

Comment on solubility

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

The solubility of the compound C10H14N5O7P can be understood through several key factors:

  • Polarity: Due to the presence of multiple functional groups such as hydroxyl (–OH) and phosphonate (–PO3H2), the compound is likely to exhibit considerable polarity. This tends to enhance solubility in polar solvents like water.
  • Hydrogen Bonding: The hydroxyl groups can engage in hydrogen bonding with water molecules, facilitating solvation and increasing solubility.
  • Ionization Potential: The phosphonic acid moiety may ionize in aqueous solutions, forming negatively charged species which can further interact favorably with solvent molecules.

In general, one might say:

“Compounds enriched with hydroxyl and phosphonate groups are often soluble in aqueous media due to their ability to readily interact with solvents.”

However, it is important to note that solubility could be influenced by factors such as:

  • pH of the solution
  • Temperature
  • Presence of other ions or solutes

Future studies may provide specific solubility values in various solvents, expanding our understanding of the behavior of this intriguing compound.

Interesting facts

Fascinating Insights into [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl phosphono hydrogen phosphate

[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl phosphono hydrogen phosphate is a compound that showcases the intricate relationship between organic chemistry and biological systems. Its structure highlights the role of nucleobase analogs in the context of biochemical processes.

Key Features:

  • Nucleic Acid Connection: This compound is closely related to pyrimidine and purine nucleotides, serving as a potential substrate or inhibitor in various enzymatic reactions.
  • Phosphate Group: The inclusion of a phosphonate group hints at its possible role in energy metabolism and signal transduction pathways.
  • Structure Specificity: The chirality present in its tetrahydrofuran ring suggests that specific stereochemistry can influence its biological activity and receptor interaction.

This compound is a type of nucleoside analog, which can mimic natural nucleotides. These analogs play crucial roles in the development of antiviral and anticancer therapies by disrupting cellular processes. Understanding how such structures interact within biological systems is paramount for drug design and discovery.

A Little History:

Research into nucleoside analogs has led to significant advancements in medical chemistry. As noted by one prominent biochemist, "The manipulation of nucleosides has revolutionized therapeutic approaches." This compound, with its complex functionality, is a prime example of how small changes in molecular structure can lead to profound biological consequences.

In summary, this compound not only represents a unique molecular architecture but also opens doors to exploring therapeutic interventions in various diseases through the lens of chemical and biological research. The study of such compounds is integral to advancing our understanding of life at the molecular level.

Synonyms
Adenosine 5'-diphosphate
Adenosine diphosphate
58-64-0
adenosine-5'-diphosphate
ADP
Adenosine 5'-(trihydrogen diphosphate)
5'-Adp
adenosine pyrophosphate
adenosine 5'-pyrophosphate
ADP (nucleotide)
5'-Adenylphosphoric acid
Adenosindiphosphorsaeure
Adenosine 5'-pyrophosphoric acid
Adenosine-5'-diphosphat
Adenosine 5'-diphosphoric acid
Adenosine diphosphoric acid
Ado-5'-P-P
H3adp
110123-09-6
BRN 0067722
CHEBI:16761
adenosine 5' diphosphate
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphono hydrogen phosphate
MFCD00066473
ADENOSINE, 5'-(TRIHYDROGEN PYROPHOSPHATE)
20398-34-9
61D2G4IYVH
adenosine-5-diphosphate
CHEMBL14830
1,4-Cyclohexadiene-3,3,6,6-d4
Dynorphin A (1-13), ala(2)-trp(4)-
((2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl trihydrogen diphosphate
104746-05-6
11062-03-6
112360-08-4
17791-27-4
4-(3-Carboxytrimethyleneoxy)-4/'/'-octylazobenzene
Adenosine disphosphate
[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid
Adenosine diphosphate;ADP
C10H15N5O10P2
EINECS 200-392-5
UNII-61D2G4IYVH
1amw
1lkx
1ucn
1xxi
1yrs
2bfr
5'-ADP; ADP; Adenosine 5'-Diphosphoric Acid; Adenosine 5'-Pyrophosphate; Adenosine 5'-Pyrophosphoric Acid;
a-ADP
1ao0
1e8h
1hi5
1o0h
1oz4
1t3t
1y8o
Adenosine5'-diphosphate
ADP.H2
bmse000004
bmse000935
bmse000991
Epitope ID:137351
adenosine 5 inverted exclamation marka-diphosphate
Adenosine Diphosphate (ADP)
SCHEMBL24103
Adenosine diphosphate (6CI)
4-26-00-03629 (Beilstein Handbook Reference)
GTPL1712
SCHEMBL18076199
Adenosine 5'-Diphosphate-13C5
BDBM31995
DTXSID60883210
1m74
2c02
ADENOSINE DIPHOSPHATE [MI]
HY-W010918R
Adenosine 5'-diphosphate (Standard)
Adenosine-5'-Diphosphate, free acid
BDBM50368125
PDSP1_001088
PDSP2_001072
s9368
ADENOSINE DIPHOSPHATE [WHO-DD]
AKOS022179933
Adenosine-5'-(trihydrogen diphosphate)
CCG-268971
CS-W011634
HY-W010918
NA10698
NA63511
s10970
Adenosine, 5'-(trihydrogen diphosphate)
NCGC00163322-01
AC-32145
AS-11755
BP-58727
DB-022410
Adenosine 5'-diphosphate, >=95% (HPLC)
NS00014781
Adenosine diphosphate;Adenosine 5'-diphosphate
Adenosine 5'-(trihydrogen diphosphate) (9CI)
C00008
Adenosine 5'-(trihydrogen pyrophosphate) (8CI)
EN300-1588520
Q185253
9-{5-O-[hydroxy(phosphonooxy)phosphoryl]-b-D-glycero-pentofuranosyl}-9H-purin-6-amine
9H-Purin-6-amine, 9-[5-O-[hydroxy(phosphonooxy)phosphinyl]-.beta.-D-ribofuranosyl]-
9H-purin-6-amine, 9-[5-O-[hydroxy(phosphonooxy)phosphinyl]-beta-D-glycero-pentofuranosyl]-
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl phosphono hydrogen phosphate