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Uridine triphosphate

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Identification
Molecular formula
C9H15N2O15P3
CAS number
63-39-8
IUPAC name
[[(2R,3S,4S,5R)-5-(4-amino-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] phosphono hydrogen phosphate
State
State

At room temperature, uridine triphosphate is typically found as a solid. It is usually processed and stored as a crystalline powder for laboratory and industrial use.

Melting point (Celsius)
170.00
Melting point (Kelvin)
443.15
Boiling point (Celsius)
494.30
Boiling point (Kelvin)
767.45
General information
Molecular weight
484.14g/mol
Molar mass
484.1420g/mol
Density
1.4920g/cm3
Appearence
Uridine triphosphate (UTP) appears as a white to off-white crystalline powder. It is slightly hygroscopic and readily soluble in water, forming a clear, colorless solution.
Comment on solubility

Solubility of [[(2R,3S,4S,5R)-5-(4-amino-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] phosphono hydrogen phosphate

The solubility of the compound with the formula C9H15N2O15P3 is influenced by several key factors:

  • Polarity: The presence of multiple hydroxyl (-OH) groups and phosphate moieties increases the polarity of the compound, allowing it to easily interact with polar solvents, particularly water.
  • Ionic interactions: As this compound contains phosphate groups, it has the potential to engage in ionic interactions with water molecules, enhancing its solubility in aqueous systems.
  • Hydrogen bonding: The -NH and -OH groups present in the structure can participate in hydrogen bonding, further facilitating solubility in water.
  • Temperature and pH dependency: The solubility may vary with changes in temperature and pH, which can affect the ionization state of the functional groups.

In summary, it is likely that this compound demonstrates significant solubility in polar solvents, especially water, due to its chemical structure and the presence of several functional groups that favor solvation. As stated, "the more polar the compound, the better its solubility in polar solvents." The intricate balance of these factors plays a critical role in determining its solubility behavior in various environments.

Interesting facts

Interesting Facts about (2R,3S,4S,5R)-5-(4-amino-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] phosphono hydrogen phosphate

This compound is a fascinating member of the phosphoramidate family, with intriguing implications for biochemical research and pharmaceutical applications. Its structure is quite complex, showcasing a blend of nucleic acid components and phosphorus chemistry, which can be pivotal in understanding enzyme mechanisms and regulation.

Key Features of the Compound

  • Phosphorylation Activity: The presence of phosphoryl groups is essential for various biological processes, particularly in signaling pathways and as precursors for nucleotides.
  • Antiviral Potential: The compound's unique structure may influence its ability to inhibit viral replication, making it a prospective candidate in antiviral drug development.
  • Enzymatic Interactions: Given its complexity, this compound might interact with specific enzymes, which can provide insights into enzyme-substrate interactions and the design of enzyme inhibitors.

Moreover, a notable aspect of this compound is its dual functionality; it serves as both a phosphonate and a pyrimidine analog, enabling it to mimic biological substrates. This property is crucial for researchers who aim to develop new therapeutics targeting viral infections and cancer.

In terms of synthesis, creating such a complex molecule requires advanced organic chemistry techniques and an understanding of stereochemistry. As stated by prominent chemists, *"The synthesis of complex biomolecules is not only a challenge but a testament to the creativity of the scientific community."*

Overall, this compound exemplifies the intersection between organic chemistry and biochemistry, highlighting the ongoing quest to utilize synthetic compounds for therapeutic advancements. Understanding its properties and reactivity can pave the way for future innovations in drug design and molecular biology.

Synonyms
Cytarabine Triphosphate
Arabinofuranosylcytosine triphosphate
Ara-CTP
13191-15-6
Cytosine arabinoside triphosphate
Arabinosylcytosine triphosphate
Arabinosylcytosine 5'-triphosphate
AraCTP
Cytosine arabinoside 5'-triphosphate
UNII-S78SFW950O
Ara CTP
1-beta-D-Arabinofuranosylcytosine triphosphate
Cytosine, 1-beta-D-arabinofuranosyl-, triphosphate
CYTOSINE, 1-beta-D-ARABINOFURANOSYL-, 5'-(TETRAHYDROGEN TRIPHOSPHATE)
2(1H)-Pyrimidinone, 4-amino-1-(5-O-(hydroxy((hydroxy(phosphonooxy)phosphinyl)oxy)phosphinyl)-beta-D-arabinofuranosyl)-
Triphosphate, Cytarabine
Triphosphate, Arabinosylcytosine
Triphosphate, Cytosine Arabinoside
Triphosphate, Arabinofuranosylcytosine
S78SFW950O
[[(2R,3S,4S,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
4-amino-1-{5-O-[(S)-hydroxy{[(R)-hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl]-beta-D-arabinofuranosyl}pyrimidin-2(1H)-one
HF4
cytidine triphos-phate
Cytarabine-TRIPHOSPHATE
araCytidine-5'-triphosphate
SCHEMBL4289439
CHEMBL3417290
DTXSID40927388
AKOS040756641
ara-Cytidine-5'-triphosphate (ara-CTP)
DA-62614
CAS 13191-15-6
HY-115740
CS-0255130
1-beta-D-Arabinofuranosylcytosine-5'-triphosphate
Q4783465
[[(2R,3S,4S,5R)-5-(4-amino-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] phosphono hydrogen phosphate
Phosphoric acid tri-[(2R,3S,4S,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl] ester