47672

Fmoc-Asn(Trt)-OH

≥97.0%, for peptide synthesis

• Synonym(s): N_α-(9-Fluorenylmethoxycarbonyl)-N_γ-trityl-L-asparagine, N_α-Fmoc-N_γ-trityl-L-asparagine
• Empirical Formula (Hill Notation): C₃₈H₃₂N₂O₅
• CAS Number: 132388-59-1
• Molecular Weight: 596.67
• Beilstein/REAXYS Number: 4343823
• MDL number: MFCD00077049
• UNSPSC Code: 12352209
• eCl@ss: 32160406
• PubChem Substance ID: 57651076
• NACRES: NA.26

Properties

• product name: Fmoc-Asn(Trt)-OH, ≥97.0%
• assay: ≥97.0%
• form: powder
• optical activity: [α]20/D −15.0±1°, c = 1% in methanol
• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• mp: 201-204 °C (lit.)
• application(s): peptide synthesis
• functional group: Fmoc
• storage temp.: 2-8°C
• SMILES string: OC(=O)[C@H](CC(=O)NC(c1ccccc1)(c2ccccc2)c3ccccc3)NC(=O)OCC4c5ccccc5-c6ccccc46
• 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)/t34-/m0/s1
• InChI key: KJYAFJQCGPUXJY-UMSFTDKQSA-N

Description

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].

Application

Fmoc-Asn(Trt)-OH has been used to synthesize peptides on cellulose membrane by SPOT method

Safety Information

• pictograms: GHS09
• hcodes: H411
• Hazard Classifications: Aquatic Chronic 2
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)