8.52120

Fmoc-Gln(Dmcp)-OH

Novabiochem^®

• Sinónimos: Fmoc-Gln(Dmcp)-OH, N-α-Fmoc-N-γ-(1-cyclopropyl-1-methylethyl)-L-glutamine
• Fórmula empírica (notación de Hill): C₂₆H₃₀N₂O₅
• Número de CAS: 172947-20-5
• Peso molecular: 450.53
• Número MDL: MFCD10001341
• Código UNSPSC: 12352209
• NACRES: NA.22

Propiedades

• Nivel de calidad: 200
• Línea del producto: Novabiochem^®
• Ensayo: ≥90.0% (acidimetric); ≥98% (TLC); ≥98.0% (HPLC)
• Formulario: solid
• idoneidad de la reacción: reaction type: Fmoc solid-phase peptide synthesis
• fabricante / nombre comercial: Novabiochem^®
• aplicaciones: peptide synthesis
• grupo funcional: amide
• temp. de almacenamiento: 15-25°C
• cadena SMILES: N([C@@H](CCC(=O)NC(C4CC4)(C)C)C(=O)O)C(=O)OCC1c2c(cccc2)c3c1cccc3
• InChI: 1S/C26H30N2O5/c1-26(2,16-11-12-16)28-23(29)14-13-22(24(30)31)27-25(32)33-15-21-19-9-5-3-7-17(19)18-8-4-6-10-20(18)21/h3-10,16,21-22H,11-15H2,1-2H3,(H,27,32)(H,28,29)(H,30,31)/t22-/m0/s1
• Clave InChI: JHXHPPOYVOMYCD-QFIPXVFZSA-N

Descripción

Descripción general

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.

Ligadura / enlace

Replaces: 04-12-1292

Nota de análisis

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.

Información legal

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

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 2
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable