N-α-Ethoxycarbonyl-L-alanine
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N-α-Ethoxycarbonyl-L-alanine

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Category
L-Amino Acids
Catalog number
BAT-006012
CAS number
16639-86-4
Molecular Formula
C6H11NO4
Molecular Weight
161.16
N-α-Ethoxycarbonyl-L-alanine
IUPAC Name
(2S)-2-(ethoxycarbonylamino)propanoic acid
Synonyms
Etoc-Ala-OH
Density
1.2±0.1 g/cm3
Boiling Point
313.6±25.0 °C
InChI
InChI=1S/C6H11NO4/c1-3-11-6(10)7-4(2)5(8)9/h4H,3H2,1-2H3,(H,7,10)(H,8,9)/t4-/m0/s1
InChI Key
JYQWKPMPTMJFCY-BYPYZUCNSA-N
Canonical SMILES
CCOC(=O)NC(C)C(=O)O

N-α-Ethoxycarbonyl-L-alanine is a derivative of the amino acid alanine, useful in various biochemical applications. Here are some key applications of N-α-Ethoxycarbonyl-L-alanine:

Peptide Synthesis: N-α-Ethoxycarbonyl-L-alanine is often used as a protected amino acid in solid-phase peptide synthesis. The ethoxycarbonyl group protects the amine group during the sequential addition of amino acids to the growing peptide chain. This allows for precise and efficient synthesis of peptides with desired sequences and properties.

Enzyme Substrate Studies: Researchers employ N-α-Ethoxycarbonyl-L-alanine as a substrate in enzyme studies to investigate catalytic mechanisms. By using this compound, scientists can understand how enzymes interact with their substrates and identify key residues involved in catalysis. This information is critical for designing enzyme inhibitors and other therapeutic agents.

Chiral Building Block: N-α-Ethoxycarbonyl-L-alanine can serve as a chiral building block in the synthesis of complex organic molecules. Its enantiomerically pure form enables the construction of compounds with specific stereochemistry, which is important in the development of pharmaceuticals and agrochemicals. This helps in ensuring that the final products have the desired biological activity and efficacy.

Pharmaceutical Intermediate: This compound is also used as an intermediate in the manufacture of pharmaceuticals. It can be incorporated into drug molecules to improve their pharmacokinetic and pharmacodynamic properties. By modifying drug structures with N-α-Ethoxycarbonyl-L-alanine, researchers can enhance drug stability, bioavailability, and target specificity.

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