63039-46-3

Basic information

• Product Name: (R)-N-BOC-Propargylglycine
• Synonyms: (R)-(1-Hydroxymethyl-but-3-ynyl)-carbamic acid tert-butyl ester;(R)-2-tert-Butoxycarbonylamino-pent-4-ynoic acid;Boc-D-Propargylglycine.DCHA;(R)-N-BOC-PROPARGYLGLYCINE, 95%, 98% EE;(R)-N-BOC-Propargylglycine, 98% ee;(R)-N-BOC-Propargylglycine(R)-N-tert-Butoxycarbonyl-2-amino-4-pentynoic acid;(R)-N-TERT-BUTOXYCARBONYL-2-AMINO-4-PENTYNOIC;Boc-D-Propargylglycine ,98%
• CAS NO: 63039-46-3
• Molecular Formula: C₁₀H₁₅NO₄
• Molecular Weight: 213.23
• Product Categories: Amino Acid Derivatives;Amino Acids;Unusual amino acids
• Mol File: 63039-46-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 353.22°C (rough estimate)
• Flash Point: 174.7 °C
• Appearance: Off-white to light beige/Crystalline Powder
• Density: 1.2177 (rough estimate)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.4368 (estimate)
• Storage Temp.: 2-8°C
• PKA: 3.53±0.10(Predicted)
• CAS DataBase Reference: (R)-N-BOC-Propargylglycine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-N-BOC-Propargylglycine(63039-46-3)
• EPA Substance Registry System: (R)-N-BOC-Propargylglycine(63039-46-3)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 24/25
• Hazardous Substances Data: 63039-46-3(Hazardous Substances Data)

Usage

Chemical Properties

off-white to light beige crystalline powder

InChI:InChI=1/C10H15NO4/c1-5-6-11(7-8(12)13)9(14)15-10(2,3)4/h1H,6-7H2,2-4H3,(H,12,13)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 23235-01-0 (R)-2-aminopent-4-ynoic acid 
• 1070-19-5 N-(tert-butyloxycarbonyl) azide 
• 23235-01-0 L-Propargylglycine 

Downstream Products

• 928838-27-1 3-(1-benzyl-1H-[1,2,3]triazol-4-yl)-2-tert-butoxycarbonylamino-propionic acid 
• 936242-42-1 (S)-2-((tert-butoxycarbonyl)amino)-4-pentynoic acid benzyl ester 
• 71460-02-1 methyl (2S)-2-(tert-butoxycarbonylamino)pent-4-ynoate 
• 1026127-32-1 (S)-2-tert-Butoxycarbonylamino-5-(2-fluoro-phenyl)-pent-4-ynoic acid 

Relevant articles and documents

D-ALA-D-ALA-BASED DIPEPTIDES AS TOOLS FOR IMAGING PEPTIDOGLYCAN BIOSYNTHESIS

Disclosed herein are compositions for assessing peptidoglycan biosynthesis in bacteria using modified dipeptides containing a bioorthogonal tag and applying novel post-labeling methods to label the bioorthogonal tag. The resultant, labeled peptidoglycan structures are amenable for identifying bacteria by microscopic visualization.

N6-(2-(R)-propargylglycyl)lysine as a clickable pyrrolysine mimic

Clickable copycat! Readily available dipeptide d-Pra-ε-Lys is identified using a modified fluorescence protein assay as a highly efficient clickable pyrrolysine mimic. It is shown to incorporate into calmodulin in high yield to provide a handle for labeling with anazide-containing coumarin.

Synthesis, properties and crystal structure of the tripeptide boc-L-prolyl-L-propargylglycyl-glycine methylester

Propargylglycine, as a powerful inhibitor of microbial growth, was built into a protected tripeptide with the sequence Pro-Pra-Gly. The peptide was employed to study its effects on the activity of prolyl 4-hydroxylase and the collagen biosynthesis. The Boc-protected tripeptide methylester was identified by mass spectrometry and NMR spectroscopy and its crystal structure was established by X-ray diffraction analysis.