8.52044
FMOC-Asn(Trt)-OH
N-α-Fmoc-N-β-trityl-L-asparagine Novabiochem®
别名:
FMOC-Asn(Trt)-OH, N-α-Fmoc-N-β-trityl-L-asparagine
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关于此项目
产品名称
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
存储类别
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
相关内容
Discover 20 proteinogenic Novabiochem® Fmoc-amino acids, featuring enhanced specifications designed to optimize yields in peptide synthesis.
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