8.51014

Fmoc-OSu

≥99.0% (HPLC), for peptide synthesis, Novabiochem^®

• Sinónimos: Fmoc-OSu, FMOC-ONSu, N-(9H-Fluoren-9-ylmethoxycarbonyloxy)succinimide, N-(9-Fluorenylmethoxycarbonyloxy)succinimide, 9-Fluorenylmethyl-succinimidyl carbonate
• Fórmula empírica (notación de Hill): C₁₉H₁₅NO₅
• Número CAS: 82911-69-1
• Peso molecular: 337.33
• UNSPSC Code: 12352108
• EC Index Number: 433-520-5
• NACRES: NA.22
• MDL number: MFCD00010733

Propiedades

• Nombre del producto: Fmoc-OSu, Novabiochem^®
• Quality Segment: 200
• product line: Novabiochem^®
• assay: ≥99.0% (HPLC)
• form: powder
• manufacturer/tradename: Novabiochem^®
• mp: 145-148 °C
• application(s): peptide synthesis
• functional group: Fmoc
• storage temp.: 2-8°C
• SMILES string: N4(C(=O)CCC4=O)OC(=O)OCC1c2c(cccc2)c3c1cccc3
• InChI: 1S/C19H15NO5/c21-17-9-10-18(22)20(17)25-19(23)24-11-16-14-7-3-1-5-12(14)13-6-2-4-8-15(13)16/h1-8,16H,9-11H2
• InChI key: WMSUFWLPZLCIHP-UHFFFAOYSA-N

Descripción

General description

Reagent for the preparation of pure Fmoc-amino acids that are free from contamination by Fmoc-dipeptides ^[1,2,3].

Literature references

^[1] A. Paquet (1982) Can. J. Chem., 60, 976.
^[2] L. Lapatsanis, et al. (1983) Synthesis, 671.
^[3] G. F. Sigler, et al. (1983) Biopolymers, 22, 2157.

Application

• Sequence-defined positioning of amine and amide residues to control catechol driven wet adhesion: This study uses Fmoc-OSu for selective functionalization of amines, demonstrating its role in synthesizing complex molecules with specific adhesive properties (Fischer et al., 2020).
• Fmoc-OASUD: A new reagent for the preparation of Fmoc-amino acids free from impurities resulting from Lossen rearrangement: Discusses the development of Fmoc-OASUD as a superior alternative to Fmoc-OSu, reducing impurities in peptide synthesis processes (Rao et al., 2016).

Analysis Note

Colour (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Assay (HPLC, area%): ≥ 99.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble

Other Notes

Replaces: 01-63-0001

Legal Information

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

Información de seguridad

• Pictogramas: GHS07,GHS09
• Palabra de advertencia: Warning
• Indicaciones de precaución: P261 - P264 - P273 - P280 - P301 + P312 - P302 + P352
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Chronic 2 - Skin Sens. 1
• Clase de almacenamiento: 11 - Combustible Solids
• ¿Qué está pasando?: WGK 3
• Punto de inflamación (°F): Not applicable
• Punto de inflamación (°C): Not applicable
• Códigos de peligro: H302,H317,H411