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8.52120

Sigma-Aldrich

Fmoc-Gln(Dmcp)-OH

Novabiochem®

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Synonym(s):
Fmoc-Gln(Dmcp)-OH, N-α-Fmoc-N-γ-(1-cyclopropyl-1-methylethyl)-L-glutamine
Empirical Formula (Hill Notation):
C26H30N2O5
CAS Number:
Molecular Weight:
450.53

Quality Level

product line

Novabiochem®

Assay

≥90.0% (acidimetric)
≥98% (TLC)
≥98.0% (HPLC)

form

solid

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

manufacturer/tradename

Novabiochem®

application(s)

peptide synthesis

functional group

amide

storage temp.

15-25°C

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Fmoc-Gln(Dmcp)-OH Novabiochem®

Sigma-Aldrich

8.52120

Fmoc-Gln(Dmcp)-OH

Fmoc-Asn(Dmcp)-OH Novabiochem®

Sigma-Aldrich

8.52119

Fmoc-Asn(Dmcp)-OH

Fmoc-Gln(Trt)-OH Novabiochem®

Sigma-Aldrich

8.52045

Fmoc-Gln(Trt)-OH

assay

≥90.0% (acidimetric), ≥98% (TLC), ≥98.0% (HPLC)

assay

≥95.0% (acidimetric), ≥98.0% (HPLC), ≥98.0% (TLC)

assay

≥90.0% (acidimetric), ≥95.0% (HPLC), ≥97% (TLC)

assay

≥93.0% (acidimetric), ≥98% (TLC), ≥99.0% (HPLC)

form

solid

form

powder

form

powder

form

powder

functional group

amide

functional group

amide

functional group

carboxylic acid

functional group

amide

storage temp.

15-25°C

storage temp.

15-25°C

storage temp.

15-25°C

storage temp.

-10 to -25°C

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

400

General description

A superior derivative to Fmoc-Gln(Trt)-OH for the synthesis of Gln-containing peptides by Fmoc SPPS. Fmoc-Gln(Dmcp)-OH is more soluble in DMF than Fmoc-Gln(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.

Linkage

Replaces: 04-12-1292

Analysis Note

Assay (acidimetric): ≥ 90.0 %
Assay (HPLC, area%): ≥ 98.0 % (a/a)
Water (K. F.): ≤ 1.00 %
Identity (IR): passes test
Solubility (1 mmole in 2 ml DMF): passes test
Color (visual): passes test
Appearance of substance (visual): passes test
Purity (TLC(CMA2)): ≥ 98 %
Enantiomeric purity: ≥ 99.5 % (a/a)

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 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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