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Aminoglycoside antibiotic

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Identification
Molecular formula
C6H14NO10P
CAS number
1406-10-2
IUPAC name
[3-amino-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] dihydrogen phosphate
State
State

At room temperature, the compound is typically a solid. This is due to its relatively high molecular weight and the presence of multiple hydrogen bonds in its structure, which increase intermolecular interactions and result in a higher melting point.

Melting point (Celsius)
200.00
Melting point (Kelvin)
473.15
Boiling point (Celsius)
678.30
Boiling point (Kelvin)
951.45
General information
Molecular weight
321.29g/mol
Molar mass
321.2850g/mol
Density
1.9500g/cm3
Appearence

The compound appears as a white crystalline powder. It is hydrophilic due to its multiple hydroxyl groups, which makes it soluble in water. It may be slightly hygroscopic, absorbing moisture from the air.

Comment on solubility

Solubility of [3-amino-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] dihydrogen phosphate

The compound [3-amino-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] dihydrogen phosphate, with the chemical formula C6H14NO10P, showcases notably intriguing solubility characteristics. This molecule possesses functional groups that significantly influence its ability to dissolve in various solvents. Here are key points to consider regarding its solubility:

  • Hydrophilic Properties: The presence of hydroxyl (–OH) groups and a phosphate group implies strong interactions with water molecules, enhancing solubility in aqueous environments.
  • Solvent Variability: This compound is expected to be soluble in polar solvents, such as water and alcohols, due to its charged phosphate and multiple hydroxyl groups.
  • Temperature Effects: Solubility can be temperature-dependent; typically, increased temperature may improve the dissolution rate in water.
  • Acid-Base Interactions: Under varying pH conditions, the compound’s solubility may fluctuate, as protonation or deprotonation of the amino and phosphate groups can alter solubility behavior.

In conclusion, the solubility of this compound is influenced by its functional groups, the nature of the solvents, and environmental conditions. Understanding these factors is crucial for applications in biochemical and pharmaceutical contexts, where solubility is a critical parameter for efficacy and stability.

Interesting facts

Interesting Facts about [3-amino-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] dihydrogen phosphate

This fascinating compound is a member of the family of sugars known as aminosugars, featuring a tetrahydropyran structure that plays crucial roles in various biological systems. Here are some notable aspects of this compound:

  • Biological Significance: Aminosugars like this one are essential in the formation of glycoproteins and glycolipids, which are vital components of cell membranes and play key roles in cellular communication.
  • Metabolic Roles: This compound is involved in various metabolic processes, serving as a precursor for the synthesis of important biomolecules, including antibiotics, vaccines, and amino acids.
  • Phosphate Group: The presence of the dihydrogen phosphate group adds an extra layer of reactivity, which may participate in phosphorylation reactions, critical in energy transfer within cells.
  • Potential Medicinal Uses: Research into derivatives of this compound may reveal potential applications in pharmaceuticals, particularly in tackling antibiotic resistance and developing novel therapeutic agents.
  • Synthetic Pathways: It can be synthesized through various organic synthetic routes, making it an interesting target for organic chemists focusing on developing new methodologies.

Understanding the properties and functionalities of [3-amino-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] dihydrogen phosphate opens the door to numerous scientific inquiries and innovations. As stated by renowned chemist Linus Pauling, “The best way to have a good idea is to have a lot of ideas.” This compound certainly embodies that concept, showcasing the intricate connections between chemistry and life!

Synonyms
41588-64-1
alpha-glucosamine 1-phosphate
?-D-Galactosamine-1-phosphate
?-D-GLUCOSAMINE 1-PHOSPHATE
MG58433
MG181680
75656-33-6