N-Acetylneuraminic acid 9-phosphate

Identification

Molecular formula

C₁₁H₁₉NO₁₂P

CAS number

1575-86-8

IUPAC name

(2R,3S,4S,5R,6R)-6-[(2R,3R,5R)-3-acetamido-2-hydroxy-6-(hydroxymethyl)-5-sulfooxy-tetrahydropyran-4-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

State

At room temperature, this compound appears as a solid, typically in a crystalline powder form.

Melting point (Celsius)

185.00

Melting point (Kelvin)

458.00

Boiling point (Celsius)

960.00

Boiling point (Kelvin)

1 233.00

General information

Molecular weight

353.31g/mol

Molar mass

353.3120g/mol

Density

2.2000g/cm³

Appearence

N-Acetylneuraminic acid 9-phosphate is a white to off-white crystalline powder. It is hygroscopic and often exists as its sodium salt in its crystalline form.

Comment on solubility

Solubility of (2R,3S,4S,5R,6R)-6-[(2R,3R,5R)-3-acetamido-2-hydroxy-6-(hydroxymethyl)-5-sulfooxy-tetrahydropyran-4-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

The solubility of this complex compound is influenced by its unique structural features, which include multiple hydroxyl groups and a sulfonate group. These functional groups play a significant role in determining the solubility characteristics:

Hydrophilicity: The presence of several hydroxyl (-OH) and sulfoxy (-OSO₃H) groups increases the compound's affinity for water, enhancing its solubility in aqueous solutions.
Interactions: The potential for hydrogen bonding with water molecules further supports solubility, making it more likely to dissolve in polar solvents.
pH Influence: The solubility can be affected by the pH of the solution, as the carboxylic acid group may ionize, increasing the compound's solubility in alkaline conditions.

Overall, due to its numerous polar functional groups, this compound is expected to exhibit a high degree of solubility in water, which in turn opens up possibilities for its applications in various biochemical contexts. As a rule, compounds with multiple hydroxyl and acidic groups tend to be more soluble, affirming the characteristics observed here.

Interesting facts

Interesting Facts about the Compound

The compound with the name (2R,3S,4S,5R,6R)-6-[(2R,3R,5R)-3-acetamido-2-hydroxy-6-(hydroxymethyl)-5-sulfooxy-tetrahydropyran-4-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid is quite fascinating, playing significant roles in various fields from biochemistry to pharmaceuticals. Here are some notable points about this compound:

Structural Complexity: This molecule showcases a high degree of stereochemistry with multiple chiral centers, providing it with unique properties and functionalities in biochemical processes.
Biological Significance: Compounds similar to this have been studied for their potential uses as medicinal agents, especially in antibiotic and antiviral therapies, illustrating the interplay between structure and biological activity.
Functional Groups: The presence of both hydroxyl and amino functional groups provides this compound with the ability to participate in numerous chemical reactions and biological pathways, indicating potential for versatility in applications.
Research Potential: Given its structural features, there is ongoing research investigating the role of such compounds in drug development, particularly in targeting specific enzymes or receptors within biological systems.
Sulfation Relevance: The sulfooxy group suggests that this compound may undergo sulfation, a process that can modify the activity of biomolecules and is crucial in cell signaling pathways.

In summary, the compound identified presents a rich area for scientific exploration. Its intricate structure combined with functional versatility positions it as a noteworthy subject in both chemical research and practical applications, making it an exciting focus for scientists and students alike.