Understanding Amino Acid Derivatives: The Case of Valine tert-Butyl Ester Hydrochloride
Amino acids are the fundamental building blocks of proteins, but their derivatives offer expanded utility in chemistry and biology. L-Valine tert-butyl ester hydrochloride (CAS 13518-40-6) is a prime example of such a derivative, offering unique advantages for researchers. This article provides a detailed look at its structure, chemical properties, and diverse applications, particularly in the realm of scientific research and fine chemical synthesis.
At its core, L-Valine tert-butyl ester hydrochloride is L-valine with its carboxylic acid group esterified with a tert-butyl group and its amino group protonated as a hydrochloride salt. This structural modification is not arbitrary; it serves specific purposes. The tert-butyl ester is a common protecting group in organic synthesis, particularly for carboxylic acids. It is relatively stable to mild acidic and basic conditions but can be selectively removed under stronger acidic conditions, such as trifluoroacetic acid (TFA), without affecting other sensitive functional groups in a peptide chain. This selective deprotection is a key advantage in multistep synthesis.
The hydrochloride salt form of L-Valine tert-butyl ester hydrochloride enhances its stability and makes it a free-flowing crystalline powder, which simplifies weighing and handling in laboratory settings. Its optical activity, typically measured as [α]20/D +4.4±1°, indicates its chiral nature, preserving the stereochemistry of the original L-valine. This is crucial for applications where stereospecificity is important, such as in the synthesis of biologically active peptides. We, as a manufacturer in China, ensure that this chirality is maintained in our production processes.
The applications of L-Valine tert-butyl ester hydrochloride are broad. It's extensively used as a building block in solid-phase peptide synthesis (SPPS) and solution-phase peptide synthesis. It also finds use in the development of peptidomimetics, which are molecules that mimic the structure and function of peptides but may have improved pharmacokinetic properties. As a reliable supplier, NINGBO INNO PHARMCHEM CO.,LTD. is dedicated to providing researchers with this essential amino acid derivative to support their groundbreaking work in various scientific disciplines.
At its core, L-Valine tert-butyl ester hydrochloride is L-valine with its carboxylic acid group esterified with a tert-butyl group and its amino group protonated as a hydrochloride salt. This structural modification is not arbitrary; it serves specific purposes. The tert-butyl ester is a common protecting group in organic synthesis, particularly for carboxylic acids. It is relatively stable to mild acidic and basic conditions but can be selectively removed under stronger acidic conditions, such as trifluoroacetic acid (TFA), without affecting other sensitive functional groups in a peptide chain. This selective deprotection is a key advantage in multistep synthesis.
The hydrochloride salt form of L-Valine tert-butyl ester hydrochloride enhances its stability and makes it a free-flowing crystalline powder, which simplifies weighing and handling in laboratory settings. Its optical activity, typically measured as [α]20/D +4.4±1°, indicates its chiral nature, preserving the stereochemistry of the original L-valine. This is crucial for applications where stereospecificity is important, such as in the synthesis of biologically active peptides. We, as a manufacturer in China, ensure that this chirality is maintained in our production processes.
The applications of L-Valine tert-butyl ester hydrochloride are broad. It's extensively used as a building block in solid-phase peptide synthesis (SPPS) and solution-phase peptide synthesis. It also finds use in the development of peptidomimetics, which are molecules that mimic the structure and function of peptides but may have improved pharmacokinetic properties. As a reliable supplier, NINGBO INNO PHARMCHEM CO.,LTD. is dedicated to providing researchers with this essential amino acid derivative to support their groundbreaking work in various scientific disciplines.
Perspectives & Insights
Agile Reader One
“It's extensively used as a building block in solid-phase peptide synthesis (SPPS) and solution-phase peptide synthesis.”
Logic Vision Labs
“It also finds use in the development of peptidomimetics, which are molecules that mimic the structure and function of peptides but may have improved pharmacokinetic properties.”
Molecule Origin 88
“is dedicated to providing researchers with this essential amino acid derivative to support their groundbreaking work in various scientific disciplines.”