Photoleucine | Solubility of Things

Identification

Molecular formula

C₁₆H₂₂N₆O₅

CAS number

143606-42-6

IUPAC name

(2S)-2-amino-5-[[(1S)-1-[[(1S)-1-carboxy-4-(3H-diazirin-3-yl)-4-oxo-butyl]carbamoyl]-4-(3H-diazirin-3-yl)-4-oxo-butyl]amino]-5-oxo-pentanoic acid

State

At room temperature, Photoleucine is generally in a solid state. It retains its solid form under normal atmospheric conditions.

Melting point (Celsius)

210.00

Melting point (Kelvin)

483.15

Boiling point (Celsius)

320.00

Boiling point (Kelvin)

593.15

General information

Molecular weight

397.41g/mol

Molar mass

397.4130g/mol

Density

1.3400g/cm³

Appearence

Photoleucine appears as a white crystalline powder. It is a modified leucine compound, often used in photolabeling studies. The compound is usually odorless and is stable under normal conditions.

Comment on solubility

Solubility of (2S)-2-amino-5-[[[1S]-1-[[[1S]-1-carboxy-4-(3H-diazirin-3-yl)-4-oxo-butyl]carbamoyl]-4-(3H-diazirin-3-yl)-4-oxo-butyl]amino]-5-oxo-pentanoic acid

The solubility of the complex compound (2S)-2-amino-5-[[[1S]-1-[[[1S]-1-carboxy-4-(3H-diazirin-3-yl)-4-oxo-butyl]carbamoyl]-4-(3H-diazirin-3-yl)-4-oxo-butyl]amino]-5-oxo-pentanoic acid can be influenced by various structural features and functional groups present in its molecular composition. Understanding the solubility properties is vital for applications in biochemical and pharmaceutical contexts. Here are some aspects to consider:

Hydrophilicity vs. Hydrophobicity: The compound contains polar functional groups, particularly the amino and carboxylic acid groups, enhancing its hydrophilicity. These polar areas typically increase solubility in aqueous environments.
Interactions with Solvents: Soluble compounds often engage in hydrogen bonding with water molecules, which may apply here due to the presence of both amine and carboxylic acid groups.
Molecular Size and Complexity: The size and complexity of the molecule can hinder solubility. Larger molecules with intricate structures may face challenges dissolving in common solvents.
pH Dependence: The solubility of carboxylic acids can significantly depend on the pH of the solution. In acidic conditions, the carboxylic group may remain protonated, affecting its ability to engage in hydrogen bonding.

In summary, the solubility of (2S)-2-amino-5-[[[1S]-1-[[[1S]-1-carboxy-4-(3H-diazirin-3-yl)-4-oxo-butyl]carbamoyl]-4-(3H-diazirin-3-yl)-4-oxo-butyl]amino]-5-oxo-pentanoic acid is likely to be moderate to high in aqueous solutions, driven by its polar functional groups, yet may be limited by its molecular complexity. Evaluating these solubility characteristics is essential for its effective utilization in various applications.

Interesting facts

Interesting Facts about (2S)-2-amino-5-[[(1S)-1-[[(1S)-1-carboxy-4-(3H-diazirin-3-yl)-4-oxo-butyl]carbamoyl]-4-(3H-diazirin-3-yl)-4-oxo-butyl]amino]-5-oxo-pentanoic acid

This complex compound, commonly referred to as a diazirine-containing amino acid derivative, presents a fascinating study in chemical functionality and versatility. Here are some engaging insights:

Diazirine Moiety: The presence of diazirine, a 3-membered nitrogen-containing ring, is notable in this compound. This moiety is known for its photochemical properties, enabling it to react under UV light to form covalent bonds with nearby biomolecules. This characteristic makes diazirine a valuable tool in bioconjugation and photoaffinity labeling.
Amino Acid Structure: The compound showcases an amino acid backbone, contributing to its potential role in biochemistry and cellular processes. This highlights its significance in the field of peptide synthesis and protein engineering.
Functional Diversity: With multiple functional groups, including carboxylate and amide linkages, the compound can interact with various biological pathways. Such interactions may influence enzyme activities or receptor binding in biological systems.
Research Applications: The unique structure of this compound suggests numerous applications in medicinal chemistry, particularly in the design of pharmaceuticals or as a reagent in biochemical studies. Researchers may explore its potential as a tool for studying protein interactions or drug delivery mechanisms.
Recognition and Labeling: The ability of diazirines to label specific proteins or nucleic acids could lead to advancements in molecular imaging and tracking biological interactions in real-time.

In summary, (2S)-2-amino-5-[[(1S)-1-[[(1S)-1-carboxy-4-(3H-diazirin-3-yl)-4-oxo-butyl]carbamoyl]-4-(3H-diazirin-3-yl)-4-oxo-butyl]amino]-5-oxo-pentanoic acid is not merely a compound; it is a cornerstone for innovation in chemical and biological research. As our understanding deepens, it holds potential for breakthrough discoveries in the realms of synthetic biology and pharmacology.