8.52045
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
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
SMILES string
N([C@@H](CCC(=O)NC(c6ccccc6)(c5ccccc5)c4ccccc4)C(=O)O)C(=O)OCC1c2c(cccc2)c3c1cccc3
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
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).
Analysis Note
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.
Other Notes
Legal Information
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Storage Class
11 - Combustible Solids
wgk
WGK 1
Certificates of Analysis (COA)
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