8.52044

FMOC-Asn(Trt)-OH

N-α-Fmoc-N-ß-trityl-L-asparagine Novabiochem^®

• 동의어(들): FMOC-Asn(Trt)-OH, N-α-Fmoc-N-β-trityl-L-asparagine
• 실험식(Hill 표기법): C₃₈H₃₂N₂O₅
• CAS Number: 132388-59-1
• Molecular Weight: 596.67
• MDL number: MFCD00077049
• UNSPSC 코드: 12352209
• NACRES: NA.22

속성

• Quality Level: 400
• 제품 라인: Novabiochem^®
• 분석: ≥98% (TLC); ≥98.0% (acidimetric); ≥99.0% (HPLC)
• 양식: powder
• 효능: >2000 mg/kg LD₅₀, oral (Rat)
• 반응 적합성: reaction type: Fmoc solid-phase peptide synthesis
• 제조업체/상표: Novabiochem^®
• mp: 210-220 °C
• solubility: <0.00005 g/L
• 응용 분야: peptide synthesis
• 작용기: amide
• 저장 온도: −20°C (−15°C to −25°C)
• 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

설명

일반 설명

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 ^[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.

애플리케이션

• 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).

결합

Replaces: 04-12-1089

분석 메모

Colour (visual): white to off white
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.

법적 정보

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

안전성 정보

• 픽토그램: GHS09
• 유해 및 위험 성명서: H411
• 예방조치 성명서: P273 - P391 - P501
• Hazard Classifications: Aquatic Chronic 2
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable