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8.52401

Sigma-Aldrich

Fmoc-Asp(OEpe)-OH

Novabiochem®

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Synonym(s):
Fmoc-Asp(OEpe)-OH, N-α-Fmoc-(O-3-ethyl-pent-3-yl)aspartic acid
Empirical Formula (Hill Notation):
C26H31NO6
Molecular Weight:
453.53
UNSPSC Code:
12352209
NACRES:
NA.22

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

carboxylic acid

storage temp.

15-25°C

Related Categories

General description

An excellent derivative for minimizing aspartimide formation during Fmoc SPPS of Asp-containing peptides. The bulky OEpe protecting group offers considerably more protection against the formation of aspartimide-related by-products than the commonly used OtBu and OMpe group. The combination of Asp(OEpe) and the use of 1 M Oxyma Pure in DMF for Fmoc removal results in minimal aspartimde formation.

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Overcoming Aspartimide Formation in Fmoc SPPS

Analysis Note

Colour (visual): white to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Purity (DC (018A)): ≥ 95 %
Enantiomeric purity: ≥ 99.5 % (a/a)
Assay (HPLC, area%): ≥ 97.0 % (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

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Articles

Solving Aspartimide Formation in Fmoc SPPS with Fmoc-Asp(OBno)-OH

Aspartimide formation 1,2 is caused by repeated exposure of aspartic acid-containing sequences to bases like piperidine and can result ultimately in the generation of 9 different by-products.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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