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tetrahydrobiopterin

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Identification
Molecular formula
C9H15N5O3
CAS number
17528-72-2
IUPAC name
2-amino-5,6,7,8-tetrahydroxy-6-(1,2,3-trihydroxypropyl)-3,4a,7,8a-tetrahydropteridin-4-one
State
State

In its pure form, tetrahydrobiopterin is a solid. At room temperature, it is stable when kept dry, but it must be stored correctly to prevent decomposition.

Melting point (Celsius)
240.00
Melting point (Kelvin)
513.15
Boiling point (Celsius)
333.00
Boiling point (Kelvin)
606.15
General information
Molecular weight
241.24g/mol
Molar mass
241.2170g/mol
Density
1.9800g/cm3
Appearence

Tetrahydrobiopterin (BH4) typically appears as a crystalline solid that can be white or off-white in color. It is hygroscopic, which means it can absorb moisture from the environment. Care should be taken to store it in a dry place to maintain its stability and appearance.

Comment on solubility

Solubility of 2-amino-5,6,7,8-tetrahydroxy-6-(1,2,3-trihydroxypropyl)-3,4a,7,8a-tetrahydropteridin-4-one

The solubility of the compound 2-amino-5,6,7,8-tetrahydroxy-6-(1,2,3-trihydroxypropyl)-3,4a,7,8a-tetrahydropteridin-4-one (C9H15N5O3) can be described as follows:

  • Polar Character: The presence of multiple hydroxy (-OH) groups in the structure contributes to its polar nature, making it generally more soluble in polar solvents, such as water.
  • Hydrophilic Interactions: The trihydroxypropyl group enhances its capacity to form strong hydrogen bonds with water molecules, thus improving solubility.
  • Temperature Dependence: Like many organic compounds, its solubility may increase with temperature, which can help overcome any intermolecular forces that may limit solubility.
  • pH Effects: The solubility could also be pH-dependent, as the amino and hydroxy groups can be protonated or deprotonated, potentially altering solubility in various environments.

As a rule of thumb, solubility is influenced by the balance of hydrophilic and hydrophobic components of a molecule. In this case, the hydrophilic attributes of the hydroxyl groups dominate, likely leading to a soluble compound in aqueous environments. Therefore, one can expect significant solubility, especially in polar solvents.

Interesting facts

Interesting Facts about 2-amino-5,6,7,8-tetrahydroxy-6-(1,2,3-trihydroxypropyl)-3,4a,7,8a-tetrahydropteridin-4-one

This compound, more commonly known as a derivative of pteridin, offers a fascinating glimpse into the world of organic chemistry. Here are some intriguing aspects:

  • Biosynthetic Role: Pteridins, including this compound, play essential roles in metabolic processes. They are integral in the biosynthesis of key coenzymes like folic acid and tetrahydrobiopterin, which are vital for human health.
  • Biological Significance: 2-amino-5,6,7,8-tetrahydroxy-6-(1,2,3-trihydroxypropyl)-3,4a,7,8a-tetrahydropteridin-4-one is implicated in various biological pathways, making it a subject of interest in fields like biochemistry and medicinal chemistry.
  • Structural Complexity: With multiple hydroxyl (-OH) groups and an amine (-NH2) functional group, the structural composition showcases a rich potential for hydrogen bonding, impacting its reactivity and interactions with other biomolecules.
  • Potential Applications: Researchers are exploring the potential therapeutic applications of this compound, particularly in the treatment of disorders related to neurological and metabolic functions, attributing to its role in neurotransmitter synthesis.
  • Natural Sources: Compounds related to this structure are often found in living organisms, indicating their importance in natural processes and providing avenues for studying biodiversity and evolution in biochemical pathways.

In summary, 2-amino-5,6,7,8-tetrahydroxy-6-(1,2,3-trihydroxypropyl)-3,4a,7,8a-tetrahydropteridin-4-one is a prime example of how intricate and vital organic compounds are to biological systems. As you delve into the study of such molecules, you’ll uncover the intricate connections between chemistry and life itself.