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2'-deoxy-6-thioguanosine

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Identification
Molecular formula
C10H13N5O3S
CAS number
31868-14-5
IUPAC name
(2R,5R)-5-(2-amino-6-sulfanyl-purin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol
State
State

At room temperature, 2'-deoxy-6-thioguanosine is typically in a solid state.

Melting point (Celsius)
255.00
Melting point (Kelvin)
528.15
Boiling point (Celsius)
420.00
Boiling point (Kelvin)
693.15
General information
Molecular weight
283.33g/mol
Molar mass
283.3330g/mol
Density
2.1500g/cm3
Appearence

2'-deoxy-6-thioguanosine generally appears as a white to off-white powder. It can be crystalline depending on the form and manufacturing process.

Comment on solubility

Solubility of (2R,5R)-5-(2-amino-6-sulfanyl-purin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol

The solubility of the compound (2R,5R)-5-(2-amino-6-sulfanyl-purin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol is influenced by several factors due to its complex molecular structure. Here are some key considerations:

  • Polarity: The presence of hydroxymethyl groups and amino functionalities contributes to a higher polarity, which typically enhances solubility in polar solvents such as water.
  • Hydrogen bonding: The functional groups allow for extensive hydrogen bonding with solvent molecules, potentially increasing solubility.
  • Structural interactions: The specific arrangement of purine and tetrahydrofuran moieties may exhibit unique interactions within various solvent environments, further influencing solubility characteristics.
  • pH sensitivity: The amino group can be protonated or deprotonated depending on the pH of the solution, which can drastically alter solubility behavior.
  • Solvent effects: While soluble in water, solubility may be markedly different in organic solvents, which can limit its use in certain applications where a non-polar medium is required.

In summary, the solubility of this compound demonstrates a complex interplay of its molecular features and environmental factors, making it quite versatile in suitable solvent systems. Understanding these solubility dynamics is crucial for effective application in various chemical and pharmacological contexts.

Interesting facts

Interesting Facts about (2R,5R)-5-(2-amino-6-sulfanyl-purin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol

This compound is a fascinating piece of the puzzle in the world of biochemistry, particularly in relation to nucleotides and nucleic acids. Here are some intriguing insights:

  • Biological Importance: The structure of this compound suggests a significant role in various biological processes. Its relationship with purine metabolism invites attention due to its potential involvement in nucleotide synthesis.
  • Pharmacological Potential: Research suggests that similar compounds may exhibit therapeutic properties, including antiviral and anticancer effects. This could be attributed to their ability to interfere with nucleic acid synthesis in pathogenic organisms.
  • Sulfhydryl Group Activity: The presence of a sulfhydryl (-SH) group in its structure enhances its reactivity, making it a potential target for biochemical modifications. Such groups can participate in redox reactions, offering a pathway for antioxidant activities.
  • Chirality and Specificity: The (2R,5R) designation indicates that the compound possesses stereochemistry that affects its biological interactions. Chirality is a critical factor in how compounds interact with enzymes and receptors in the body.
  • Investigative Tool: Scientists are utilizing this compound in the lab as a model to study purine-related enzymatic pathways, which may reveal new insights into metabolic disorders or enhance drug design strategies.

As one delves deeper into the study of this compound, it becomes evident that the intricate balance of its molecular features can lead to significant biological implications. Its potential applications in pharmacology and biochemistry continue to inspire research and exploration.