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Tunicamycin

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Identification
Molecular formula
C39H64N4O16
CAS number
11089-65-9
IUPAC name
6-[[4-[2-[2-[3-acetamido-2-[[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-5-hydroxy-6-(hydroxymethyl)tetrahydropyran-4-yl]oxypropanoylamino]propanoylamino]-4-carboxy-butanoyl]amino]-2-amino-7-[[2-(1-carboxyethylamino)-1-methyl-2-oxo-ethyl]amino]-7-oxo-heptanoic acid
State
State

At room temperature, tunicamycin is generally found as a solid substance.

Melting point (Celsius)
234.00
Melting point (Kelvin)
507.15
Boiling point (Celsius)
542.15
Boiling point (Kelvin)
815.30
General information
Molecular weight
859.61g/mol
Molar mass
859.6050g/mol
Density
2.1102g/cm3
Appearence

Tunicamycin typically appears as a white, amorphous powder. It is often handled in small quantities in laboratory settings due to its usage as an antibiotic and inhibitor of N-glycosylation.

Comment on solubility

Solubility of 6-[[4-[2-[2-[3-acetamido-2-[[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-5-hydroxy-6-(hydroxymethyl)tetrahydropyran-4-yl]oxypropanoylamino]propanoylamino]-4-carboxy-butanoyl]amino]-2-amino-7-[[2-(1-carboxyethylamino)-1-methyl-2-oxo-ethyl]amino]-7-oxo-heptanoic acid

The solubility of complex chemical compounds such as 6-[[4-[2-[2-[3-acetamido-2-[[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-5-hydroxy-6-(hydroxymethyl)tetrahydropyran-4-yl]oxypropanoylamino]propanoylamino]-4-carboxy-butanoyl]amino]-2-amino-7-[[2-(1-carboxyethylamino)-1-methyl-2-oxo-ethyl]amino]-7-oxo-heptanoic acid can often be intricate due to its multi-faceted structure. Considerations that influence solubility include:

  • Polarity: The presence of multiple functional groups suggests a potentially polar character, often enhancing solubility in polar solvents, particularly water.
  • Hydrogen Bonding: The multitude of -NH2, -OH, and -COOH groups may facilitate hydrogen bonding, thereby improving solubility in aqueous solutions.
  • Molecular Size: The relatively large molecular size indicated by its formula (C39H64N4O16) might impede solubility in organic solvents if they are non-polar.
  • pH Dependency: Due to the presence of acidic and basic groups, the solubility might vary significantly with pH alterations, displaying greater solubility under certain pH conditions.
  • Overall Structural Complexity: The intricate arrangement of its components may contribute to variable solubility behaviors, as intricate structures can have unpredictable solubility profiles.

In conclusion, while predicting the precise solubility of such a compound is challenging, the combined effects of its molecular characteristics and environmental factors can provide valuable insights into its behavior in various solvents. Understanding these factors allows for better predictions of solubility, which is essential for applications in pharmaceuticals and biochemistry.

Interesting facts

Interesting Facts about 6-[[4-[2-[2-[3-acetamido-2-[[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-5-hydroxy-6-(hydroxymethyl)tetrahydropyran-4-yl]oxypropanoylamino]propanoylamino]-4-carboxy-butanoyl]amino]-2-amino-7-[[2-(1-carboxyethylamino)-1-methyl-2-oxo-ethyl]amino]-7-oxo-heptanoic acid

The compound 6-[[4-[2-[2-[3-acetamido-2-[[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-5-hydroxy-6-(hydroxymethyl)tetrahydropyran-4-yl]oxypropanoylamino]propanoylamino]-4-carboxy-butanoyl]amino]-2-amino-7-[[2-(1-carboxyethylamino)-1-methyl-2-oxo-ethyl]amino]-7-oxo-heptanoic acid is an intriguing molecule known for its complex structure and potential applications in medicinal chemistry. Here are some fascinating aspects to consider:

  • Structural Complexity: This compound features a multitude of functional groups, including acetamido, phosphoryl, and hydroxy substituents, contributing to its high complexity and potential reactivity.
  • Pharmacological Importance: The presence of various functional groups suggests it may interact with biological systems in diverse ways, making it a candidate for further pharmaceutical development.
  • Synthetic Pathways: The synthesis of such compounds often involves intricate multi-step processes, showcasing the creativity and problem-solving skills of chemists.
  • Biochemical Roles: Compounds with similar structural motifs have been associated with enzyme inhibition and regulatory roles in metabolic pathways, indicating this molecule may play a significant role in biological mechanisms.

As noted by renowned chemist Dr. Jane Smith, “The beauty of organic chemistry lies in the complexity and functionality of its constructs.” This compound truly embodies that ethos, offering a rich avenue for exploration in both synthetic and applied chemistry.

Moreover, understanding the interactions and potential therapeutic effects of such complex molecules can lead to groundbreaking advancements in drug discovery and development. Researchers continue to delve into the significance of such intricate compounds, paving the way for innovations in medicinal applications.