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**N-Acetyl-D-Phenylalanine** is a synthetic derivative of phenylalanine, where the amino group is acetylated and the molecule is in the non-natural **D-configuration**. Its chemical formula is **C₁₁H₁₃NO₃**, and it is used primarily in **peptide synthesis** (to create protease-resistant peptides), **drug development** (as a building block for D-peptides), and **chiral chemistry** (for separating enantiomers). Unlike natural L-phenylalanine, the D-form resists enzymatic breakdown, making it valuable in pharmaceuticals and biochemical research. It also serves as a substrate for studying **D-amino acid metabolizing enzymes** like DAAO (D-amino acid oxidase). Applications span medicine, biotechnology, and specialty chemistry.
N-Acetyl-D-Phenylalanine is a modified form of the amino acid phenylalanine, where the amino group is acetylated and the molecule is in the D-configuration. It has several potential applications in biochemistry, pharmaceuticals, and research:
1. Peptide Synthesis & Biochemistry
- Used as a building block in the synthesis of modified peptides and peptidomimetics.
- The **N-acetyl group** enhances stability against enzymatic degradation, making it useful in designing peptide-based drugs.
- The **D-configuration** can improve resistance to proteolytic breakdown, which is valuable in drug development.
2. Chiral Resolution & Asymmetric Synthesis
- Acts as a chiral auxiliary or resolving agent in asymmetric synthesis.
- Helps separate enantiomers in racemic mixtures due to its distinct stereochemistry.
3.Pharmaceutical Research
- Investigated for potential use in drug formulations where altered peptide structures are needed (e.g., enzyme inhibitors or receptor modulators).
- May be used in prodrug designs to improve bioavailability.
4. Microbial & Enzyme Studies
- Serves as a substrate for studying enzyme specificity (e.g., proteases or acylases that act on N-acetylated or D-amino acids).
5. Neuroscience Research
- Phenylalanine derivatives are studied for their role in neurotransmitter regulation (e.g., dopamine synthesis), though the D-form is less common in natural systems.
6. Cosmetic & Anti-Aging Products
- Some acetylated amino acids are used in skincare for their potential moisturizing or anti-wrinkle effects, though this application is less documented for the D-form.
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