• 1. A new chemo-enzymatic route to chiral 2-hydroxy-4-phenylbutyrates by combining lactonase-mediated resolution with hydrogenation over Pd/C
  Bing Chen,Hai-Feng Yin,Zhen-Sheng Wang,Jia-Ying Liu,Jian-He Xu Chem. Commun. 2010 46 2754

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzene and substituted derivatives
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives

Introduction to (S)-2-Hydroxy-4-phenylbutyric Acid (CAS No. 115016-95-0)

The compound (S)-2-Hydroxy-4-phenylbutyric acid, also known by its CAS number 115016-95-0, is a biologically active organic compound with significant applications in the fields of pharmacology, biochemistry, and organic synthesis. This compound is a chiral molecule, with the (S) configuration at the second carbon atom, making it a valuable substrate for enantioselective reactions and stereochemical studies. Recent advancements in synthetic chemistry have enabled the efficient synthesis of this compound, which has further expanded its utility in drug discovery and development.

The structure of (S)-2-Hydroxy-4-phenylbutyric acid consists of a four-carbon chain with a hydroxyl group at the second position and a phenyl group at the fourth position. This unique arrangement imparts distinctive chemical and physical properties to the molecule. The phenyl group introduces aromaticity and hydrophobicity, while the hydroxyl group contributes to hydrogen bonding capabilities, making it an interesting candidate for studying molecular interactions in biological systems.

Recent studies have highlighted the role of (S)-2-Hydroxy-4-phenylbutyric acid as a precursor in the synthesis of bioactive compounds. For instance, researchers have utilized this compound to synthesize analogs that exhibit potent anti-inflammatory and antioxidant activities. These findings underscore its potential as a lead molecule in the development of novel therapeutic agents.

In terms of synthesis, (S)-2-Hydroxy-4-phenylbutyric acid can be prepared via various methods, including enzymatic resolutions, asymmetric catalysis, and stereoselective reductions. The choice of synthesis method depends on factors such as scalability, cost-effectiveness, and stereochemical control. Recent advancements in asymmetric catalysis have significantly improved the enantiomeric excess (ee) of this compound, making it more accessible for large-scale applications.

The biological activity of (S)-2-Hydroxy-4-phenylbutyric acid has been explored in several contexts. In pharmacological studies, this compound has been shown to modulate cellular signaling pathways involved in inflammation and oxidative stress. Its ability to interact with key enzymes such as cyclooxygenase (COX) and lipoxygenase (LOX) makes it a promising candidate for anti-inflammatory drug development.

Moreover, (S)-2-Hydroxy-4-phenylbutyric acid has been investigated for its potential role in neuroprotection. Preclinical studies suggest that this compound may exert neuroprotective effects by reducing glutamate-induced excitotoxicity and enhancing mitochondrial function. These findings open new avenues for its application in neurodegenerative diseases such as Alzheimer's disease and Parkinson's disease.

In conclusion, (S)-2-Hydroxy-4-phenylbutyric acid (CAS No. 115016-95-0) is a versatile compound with significant potential in drug discovery and development. Its unique structure, coupled with recent advances in synthetic methodologies and biological studies, positions it as a valuable tool in modern medicinal chemistry.

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