8.52360

Fmoc-L-propargylglycine

Novabiochem^®

• Synonym(s): Fmoc-L-propargylglycine, N-Fluorenemethoxycarbonyl-L-propargyl glycine
• Empirical Formula (Hill Notation): C₂₀H₁₇NO₄
• CAS Number: 198561-07-8
• Molecular Weight: 335.35
• UNSPSC Code: 12352209
• NACRES: NA.22
• MDL number: MFCD01075095

Properties

• Quality Segment: 200
• product line: Novabiochem^®
• form: solid
• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• manufacturer/tradename: Novabiochem^®
• application(s): peptide synthesis
• functional group: alkyne
• storage temp.: 15-25°C
• SMILES string: N([C@@H](CC#C)C(=O)O)C(=O)OCC1c2c(cccc2)c3c1cccc3
• InChI: 1S/C20H17NO4/c1-2-7-18(19(22)23)21-20(24)25-12-17-15-10-5-3-8-13(15)14-9-4-6-11-16(14)17/h1,3-6,8-11,17-18H,7,12H2,(H,21,24)(H,22,23)/t18-/m0/s1
• InChI key: DJGMNCKHNMRKFM-SFHVURJKSA-N

Description

General description

Building block for the introduction by Fmoc SPPS of an amino acid bearing an alkyne side chain. Such derivatives are useful tools for the synthesis of cyclic peptides by an alkyne-alkyne Glaser coupling, involving Cu(OAc)₂/pyridine and heating to 60 °C using microwaves.

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS

Analysis Note

Colour (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.5 % (a/a)
Assay (HPLC, area%): ≥ 98.0 % (a/a)
Optical rotation α 25/D (c=1 in DMF): -21.0 - -18.0 °
Solubility (1 mmole in 2 ml DMF): clearly soluble

Legal Information

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable