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Sigma-Aldrich

Fmoc-Gln(Trt)-OH

Novabiochem®

Synonym(s):

Fmoc-Gln(Trt)-OH, N-α-Fmoc-N-γ-trityl-L-glutamine

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About This Item

Empirical Formula (Hill Notation):
C39H34N2O5
CAS Number:
Molecular Weight:
610.70
MDL number:
UNSPSC Code:
12352209
NACRES:
NA.22

Quality Level

product line

Novabiochem®

assay

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

form

powder

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

manufacturer/tradename

Novabiochem®

mp

110-125 °C

application(s)

peptide synthesis

functional group

amide

storage temp.

-10 to -25°C

InChI

1S/C39H34N2O5/c42-36(41-39(27-14-4-1-5-15-27,28-16-6-2-7-17-28)29-18-8-3-9-19-29)25-24-35(37(43)44)40-38(45)46-26-34-32-22-12-10-20-30(32)31-21-11-13-23-33(31)34/h1-23,34-35H,24-26H2,(H,40,45)(H,41,42)(H,43,44)/t35-/m0/s1

InChI key

WDGICUODAOGOMO-DHUJRADRSA-N

General description

High purity Fmoc-protected amino acid for research and process production of peptides, with very low levels of dipeptide, free-amino acids and acetic acid impurities.
Fmoc-Gln(Trt)-OH has good solubility properties in most organic solvents, and its use has been shown to result in significantly purer peptides than other derivatives used for the introduction of Gln [1]. Coupling can be performed by standard procedures. The trityl-protecting group is normally removed by 95% TFA in 1-3 hours, with no alkylation of Trp.

Associated Protocols and Technical Articles
Fmoc-amino acids for Peptide Production
Cleavage and Deprotection Protocols for Fmoc SPPS

Literature references

[1] P. Sieber, et al. (1991) Tetrahedron Lett., 32, 739

Application

  • Substrate specificity profiling of SARS-CoV-2 Mpro protease provides basis for anti-COVID-19 drug design: This study highlights the use of Fmoc-Gln(Trt)-OH in the synthesis of peptide substrates for biochemical assays, contributing to the development of COVID-19 therapeutics (Rut et al., 2020).

Linkage

Replaces: 04-12-1090

Analysis Note

Colour (visual): white to off white
Appearance of substance (visual): powder
Colour index (0,5 M in DMF): ≤ 160 Hazen
Identity (IR): passes test
Enantiomeric purity: ≥ 99.8 % (a/a)
Purity (HPLC): ≥ 99.0 % (a/a)
Fmoc-ß-Ala-OH (HPLC): ≤ 0.1 % (a/a)
Fmoc-ß-Ala-Gln (Trt) -OH (HPLC): ≤ 0.1 % (a/a)
Fmoc-Gln(Trt)-Gln(Trt)-OH (HPLC): ≤ 0.1 % (a/a)
Fmoc-Gln-OH (HPLC): ≤ 0.1 % (a/a)
Assay free amino acid (GC): ≤ 0.2 %
Purity (TLC(011A)): ≥ 98 %
Purity (TLC(0811)): ≥ 98 %
Solubility (25 mmole in 50 ml DMF): clearly soluble
Assay (acidimetric): ≥ 93.0 %
Water (K. F.): ≤ 2.0 %
Ethyl acetate (HS-GC): ≤ 0.5 %
Acetate (IC): ≤ 0.02 %

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

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Storage Class

11 - Combustible Solids

wgk_germany

WGK 1


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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