8.52412

Fmoc-His(MBom)-OH

N-α-Fmoc-3-methoxybenzyloxymethyl-L-histidine Novabiochem^®

• Synonym(s): Fmoc-His(MBom)-OH, N-α-Fmoc-N-π-(p-methoxybenzyloxymethyl)-L-histidine
• Empirical Formula (Hill Notation): C₃₀H₂₉N₃O₆
• Molecular Weight: 527.57
• UNSPSC Code: 12352209

Properties

• Quality Level: 200
• product line: Novabiochem^®
• form: powder
• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• manufacturer/tradename: Novabiochem^®
• application(s): peptide synthesis
• functional group: Fmoc
• storage temp.: 15-25°C

Description

General description

A novel histidine derivative for Fmoc SPPS in which the π-imidazole nitrogen is blocked with the acid-labile MBom group, In contrast to Fmoc-His(Trt)-OH, coupling of this derivative is free from the risk of racemization, even under base-mediated coupling conditions. Methoxyamine should be added to the cleavage mixture to scavenge liberated formaldehyde.

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

Literature references

^[1] H. Hibino et al. (2011) Tetrahedron lett., 52, 4947.

Analysis Note

Colour (visual): white to off white
Appearance of substance (visual): powder
Purity (HPLC): ≥ 98.0 % (a/a)
Purity (DC(BAWO)): ≥ 98 %
Identity (IR): passes test
Solubility (1 mmole in 2 ml DMF): clear soluble
Enantiomeric purity: ≥ 99.5 % (a/a)
Ethyl acetate (HS-GC): ≤ 0.5 %
Acetate (IC): ≤ 0.1 %

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 Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable