8.52104

Fmoc-Asp(OMpe)-OH

Novabiochem^®

• Synonym(s): Fmoc-Asp(OMpe)-OH, N-α-Fmoc-(O-3-methyl-pent-3-yl)aspartic acid
• Empirical Formula (Hill Notation): C₂₅H₂₉NO₆
• CAS Number: 180675-08-5
• Molecular Weight: 439.50
• MDL number: MFCD10001333
• UNSPSC Code: 12352209
• NACRES: NA.22

Properties

• Quality Level: 200
• product line: Novabiochem^®
• form: solid
• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• manufacturer/tradename: Novabiochem^®
• application(s): peptide synthesis
• functional group: carboxylic acid
• storage temp.: 15-25°C
• SMILES string: N([C@@H](CC(=O)OC(CC)(CC)C)C(=O)O)C(=O)OCC1c2c(cccc2)c3c1cccc3
• InChI: 1S/C25H29NO6/c1-4-25(3,5-2)32-22(27)14-21(23(28)29)26-24(30)31-15-20-18-12-8-6-10-16(18)17-11-7-9-13-19(17)20/h6-13,20-21H,4-5,14-15H2,1-3H3,(H,26,30)(H,28,29)/t21-/m0/s1
• InChI key: SYGKUYKLHYQKPL-NRFANRHFSA-N

Description

General description

An excellent derivative for minimizing aspartimide formation during Fmoc SPPS of Asp-containing peptides ^[1]. The bulky OMpe protecting group offers considerably more protection against the formation of aspartimide-related by-products than the commonly used OtBu group ^[1,2].

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

Literature references

^[1] A. Karlström (1996) Tetrahedron Lett., 37, 4243.
^[2] M. Mergler (2003) J. Pept. Sci., 9, 518.

Linkage

Replaces: 04-12-1259

Analysis Note

Colour (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Purity (DC (018A)): ≥ 98 %
Enantiomeric purity: ≥ 99.5 % (a/a)
Assay (HPLC, area%): ≥ 98.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble

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