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8.52104

Fmoc-Asp(OMpe)-OH

Novabiochem®

Synonym(s):

Fmoc-Asp(OMpe)-OH, N-α-Fmoc-(O-3-methyl-pent-3-yl)aspartic acid

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About This Item

Empirical Formula (Hill Notation):
C25H29NO6
CAS Number:
180675-08-5
Molecular Weight:
439.50
MDL number:
MFCD10001333
UNSPSC Code:
12352209
NACRES:
NA.22
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Quality Segment

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

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.

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.

Other Notes

Replaces: 04-12-1259

Legal Information

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

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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