(R)-2-((tert-Butoxycarbonyl)amino)pent-4-ynoic acid, CAS No. 63039-46-3

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63039-46-3

Catalog No. EBD2219304

CAS 63039-46-3

Name (R)-2-((tert-Butoxycarbonyl)amino)pent-4-ynoic acid

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Basic Information

Synonyms: (R)-N-BOC-Propargylglycine (R)-N-tert-Butoxycarbonyl-2-amino-4-pentynoicacid Boc-D-Propargylglycine (2R)-2-[(tert-butoxycarbonyl)amino]pent-4-ynoate (2R)-2-[(tert-butoxycarbonyl)amino]pent-4-ynoicacid N-(tert-butoxycarbonyl)-N-prop-2-yn-1-ylglycine Boc-R-2-amino-4-Pentynoicacid Boc-(R)-2-Propargylglycine boc-d-gly(propargyl)-oh boc-2-propargyl-d-glycinol boc-d-propargylglycine.dcha n-boc-2-propargyl-d-glycine (r)-n-boc-propargylglycine(e.e.) d-2-propargylglycine,n-bocprotected n-tert-butoxycarbonyl-d-propargylglycine (r)-n-(tert-butoxycarbonyl)-propargylglycine (R)-2-((tert-Butoxycarbonyl)amino)pent-4-ynoicacid

Molecular Formula: C10H15NO4

Molecular Weight: 213.23

MDL Number: MFCD01320886

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics Synthetic Chemistry > Organic Building Blocks > Amines

Product Description:

Boc-D-Propargylglycine is a non-natural, Boc-protected amino acid derivative. Its chemical structure features a propargyl side chain attached to the glycine backbone, with the amine group protected by a tert-butoxycarbonyl (Boc) group. The presence of the alkyne functional group makes it a valuable building block for bioorthogonal chemistry, particularly in click chemistry reactions such as the copper-catalyzed azide-alkyne cycloaddition (CuAAC). This compound is primarily used in peptide synthesis and chemical biology research. It serves as a key precursor for incorporating the propargylglycine residue into peptides and proteins, enabling subsequent site-specific labeling, conjugation, or immobilization with azide-containing probes, tags, or surfaces. This application is crucial for studying protein-protein interactions, developing bioconjugates, and creating peptide-based materials. As a protected amino acid derivative, it is a staple reagent in solid-phase peptide synthesis (SPPS) for introducing non-canonical amino acids. Its stability under standard peptide coupling conditions and the orthogonal nature of the Boc protecting group contribute to its utility in constructing complex peptide architectures for pharmaceutical and diagnostic applications.

Physical Properties

Boiling Point: 365.2 °C at 760 mmHg

Flash Point: 174.7 °C

Density: 1.154 g/cm3

Analytical Data

Appearance: off-white to light beige crystalline powder