8.52120

Fmoc-Gln(Dmcp)-OH

Novabiochem^®

• Synonym(s): Fmoc-Gln(Dmcp)-OH, N-α-Fmoc-N-γ-(1-cyclopropyl-1-methylethyl)-L-glutamine
• Empirical Formula (Hill Notation): C₂₆H₃₀N₂O₅
• CAS Number: 172947-20-5
• Molecular Weight: 450.53
• UNSPSC Code: 12352209
• NACRES: NA.22

Properties

• Quality Level: 200
• product line: Novabiochem^®
• assay: ≥90.0% (acidimetric); ≥98% (TLC); ≥98.0% (HPLC)
• form: solid
• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• manufacturer/tradename: Novabiochem^®
• application(s): peptide synthesis
• functional group: amide
• storage temp.: 15-25°C

Description

General description

A superior derivative to Fmoc-Gln(Trt)-OH for the synthesis of Gln-containing peptides by Fmoc SPPS. Fmoc-Gln(Dmcp)-OH is more soluble in DMF than Fmoc-Gln(Trt)-OH, thereby facilitating coupling reactions at higher concentration. Cleavage of the Dmcp group is rapid, even when the residue is located at the N-terminus of a peptide. Coupling of Dmcp-protected derivatives is faster than that of the corresponding hindered Trt derivatives. Dmcp-protected peptides have enhanced solubility.

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

Literature references

^[1] L. A. Carpino, et al. (1995) J. Org. Chem., 60, 7718.

Linkage

Replaces: 04-12-1292

Analysis Note

Assay (acidimetric): ≥ 90.0 %
Assay (HPLC, area%): ≥ 98.0 % (a/a)
Water (K. F.): ≤ 1.00 %
Identity (IR): passes test
Solubility (1 mmole in 2 ml DMF): passes test
Color (visual): passes test
Appearance of substance (visual): passes test
Purity (TLC(CMA2)): ≥ 98 %
Enantiomeric purity: ≥ 99.5 % (a/a)

To see the solvent systems used for TLC of Novabiochem^® products please click here.

Legal Information

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

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable