8.52044
FMOC-Asn(Trt)-OH
N-α-Fmoc-N-β-trityl-L-asparagine Novabiochem®
Synonym(s):
FMOC-Asn(Trt)-OH, N-α-Fmoc-N-β-trityl-L-asparagine
Select a Size
About This Item
Product Name
FMOC-Asn(Trt)-OH, N-α-Fmoc-N-β-trityl-L-asparagine Novabiochem®
SMILES string
N([C@@H](CC(=O)NC(c6ccccc6)(c5ccccc5)c4ccccc4)C(=O)[O-])C(=O)OCC1c2c(cccc2)c3c1cccc3
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
product line
Novabiochem®
assay
≥98% (TLC)
≥98.0% (acidimetric)
≥99.0% (HPLC)
form
powder
potency
>2000 mg/kg LD50, oral (Rat)
reaction suitability
reaction type: Fmoc solid-phase peptide synthesis
manufacturer/tradename
Novabiochem®
mp
210-220 °C
solubility
<0.00005 g/L
application(s)
peptide synthesis
functional group
amide
storage temp.
−20°C (−15°C to −25°C)
Quality Level
Analysis Note
Appearance of substance (visual): powder
Colour index (0,5 M in DMF): ≤ 150 Hazen
Identity (IR): passes test
Enantiomeric purity: ≥ 99.7 % (a/a)
Purity (HPLC): ≥ 99.0 % (a/a)
Fmoc-ß-Ala-OH (HPLC): ≤ 0.1 % (a/a)
Fmoc-ß-Ala-Asn (Trt)-OH (HPLC): ≤ 0.1 % (a/a)
Fmoc-Asn(Trt)-Asn(Trt)-OH (HPLC): ≤ 0.1 % (a/a)
Fmoc-Asn-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): ≥ 98.0 %
Water (K. F.): ≤ 2.0 %
Ethyl acetate (HS-GC): ≤ 0.5 %
Acetate (IC): ≤ 0.05 %
To see the solvent systems used for TLC of Novabiochem® products please click here.
Application
- Synthesis of a burkholdine analogue containing β-hydroxytyrosine: This study discusses the synthesis of a burkholdine analogue, utilizing Fmoc-Asn(Trt)-OH as part of the solid support loading process (Kato et al., 2019).
General description
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 [1,2]. 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 [3].
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. in ′Innovation & Perspectives in Solid Phase Synthesis, 1st International Symposium′, R. Epton (Eds), SPCC UK Ltd., Birmingham, 1990, pp. 577.
[2] P. Sieber, et al. (1991) Tetrahedron Lett., 32, 739.
[3] M. Friede, et al. (1992) Pept. Res., 5, 145.
Other Notes
Legal Information
hcodes
pcodes
Hazard Classifications
Aquatic Chronic 2
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
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’.
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Related Content
Discover 20 proteinogenic Novabiochem® Fmoc-amino acids, featuring enhanced specifications designed to optimize yields in peptide synthesis.
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service