8.52119
Fmoc-Asn(Dmcp)-OH
Novabiochem®
Synonym(s):
Fmoc-Asn(Dmcp)-OH, N-α-Fmoc-N-β-(1-cyclopropyl-1-methylethyl)-L-asparagine
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About This Item
Empirical Formula (Hill Notation):
C25H28N2O5
CAS Number:
Molecular Weight:
436.50
MDL number:
UNSPSC Code:
12352209
NACRES:
NA.22
Quality Level
product line
Novabiochem®
assay
≥95.0% (acidimetric), ≥98.0% (HPLC), ≥98.0% (TLC)
form
powder
reaction suitability
reaction type: Fmoc solid-phase peptide synthesis
manufacturer/tradename
Novabiochem®
application(s)
peptide synthesis
functional group
amide
storage temp.
15-25°C
SMILES string
N([C@@H](CC(=O)NC(C4CC4)(C)C)C(=O)O)C(=O)OCC1c2c(cccc2)c3c1cccc3
InChI key
XJQSVBZBGZBJDP-NRFANRHFSA-N
General description
A superior derivative to Fmoc-Asn(Trt)-OH for the synthesis of Asn-containing peptides by Fmoc SPPS. Fmoc-Asn(Dmcp)-OH is more soluble in DMF than Fmoc-Asn(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.
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.
Analysis Note
Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Purity (TLC(CMA2)): ≥ 98.0 %
Assay (HPLC, area%): ≥ 98.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 95.0 %
Water (K. F.): ≤ 2.00 %
Enantiomeric purity: ≥ 99.5 % (a/a)
To see the solvent systems used for TLC of Novabiochem® products please click here.
Appearance of substance (visual): powder
Identity (IR): passes test
Purity (TLC(CMA2)): ≥ 98.0 %
Assay (HPLC, area%): ≥ 98.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 95.0 %
Water (K. F.): ≤ 2.00 %
Enantiomeric purity: ≥ 99.5 % (a/a)
To see the solvent systems used for TLC of Novabiochem® products please click here.
Other Notes
Replaces: 04-12-1291
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)
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