Specification
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-Asn(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 Asn. Coupling can be performed by standard procedures. The trityl group is normally removed by 95% TFA in 1-3 hours, with no alkylation of Trp residues. When Asn(Trt) is the N-terminal residue, the reaction time may need to be extended to ensure complete deprotection.
Literature references
P. Sieber, et al. in 'Innovation & Perspectives in Solid Phase Synthesis, 1st International Symposium', R. Epton (Eds), SPCC UK Ltd., Birmingham, 1990, pp. 577.
P. Sieber, et al. (1991) Tetrahedron Lett., 32, 739.
M. Friede, et al. (1992) Pept. Res., 5, 145.
Synonyms
FMOC-Asn(Trt)-OH, N-α-Fmoc-N-β-trityl-L-asparagine
Canonical SMILES
C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)NC(=O)CC(C(=O)O)NC(=O)OCC4C5=CC=CC=C5C6=CC=CC=C46
InChI
1S/C38H32N2O5/c41-35(40-38(26-14-4-1-5-15-26,27-16-6-2-7-17-27)28-18-8-3-9-19-28)24-34(36(42)43)39-37(44)45-25-33-31-22-12-10-20-29(31)30-21-11-13-23-32(30)33/h1-23,33-34H,24-25H2,(H,39,44)(H,40,41)(H,42,43)/p-1/t34-/m0/s1
InChI Key
KJYAFJQCGPUXJY-UMSFTDKQSA-M
Application
Fmoc-Asn(Trt)-OH has diverse applications in scientific experiments. It is commonly used in peptide synthesis, where it is used as a building block to assemble longer peptides. Other applications include generating specific peptide sequences for biological studies, designing new drugs, and studying protein interactions.
Assay
≥98% (TLC)
≥98.0% (acidimetric)
≥99.0% (HPLC)
Reaction Suitability
reaction type: Fmoc solid-phase peptide synthesis
Storage Temperature
-20℃(-15℃to -25℃)
Type
Unlabeled Standard Amino Acids, Asparagine (Asn)