8.55035

DFPE polystyrene

Novabiochem^®

• Synonym(s): 2-(3,5-Dimethoxy-4-formylphenoxy)ethyl polystyrene
• NACRES: NA.22
• UNSPSC Code: 13111023

Properties

• Quality Level: 200
• product line: Novabiochem^®
• form: beads
• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• manufacturer/tradename: Novabiochem^®
• application(s): peptide synthesis
• functional group: aldehyde
• storage temp.: 2-8°C

Description

General description

This resin is prepared under conditions optimized to minimize styrene formation during attachment of the linker to the functionalized ethylpolystyrene support. This high substitution, coupled with the lack of amide bonds and potentially acid-sensitive benzylic linkages, makes this support the preferred choice of SPOS of secondary sulfonamides and carboxamides. Applications of FMPE include aminofurazanopyrazines ^[1] and peptide agonists for human orphan receptor BRS-3 ^[2].

Associated Protocols and Technical Articles
Protocols for Loading of Peptide Synthesis Resins Literature references

Literature references

^[1] B. Dörner & P. White in ′Peptides 1998, Proc. 25th European Peptide Symposium′, S. Bajusz & F. Hudecz (Eds), Budapest, Akadémiai Kiadó, 1999, pp. 90.
^[2] M. Grimstrup & F. Zaragoza (2002) Eur. J. Org. Chem., 2953.
^[3] K. J. Jensen, et al. (1998) J. Am. Chem. Soc., 120, 5441.
^[4] M. del Fresno, et al. (1998) Tetrahedron Lett., 39, 2639.
^[5] N. S. Gray, et al. (1997) Tetrahedron Lett., 38, 1161.
^[6] J. Alsina, et al. (1999) Chem. Eur. J., 5, 2787.
^[7] J. F. Tolborg & K. J. Jensen (2000) Chem. Commun., 147.
^[8] A. E. Fenwick, et al. (2001) Bioorg. Med. Chem. Lett., 11, 195.
^[9] J. Giovannoni, et al. (2001) Tetrahedron Lett., 42, 5389.
^[10] J. T. Bork, et al. (2003) Org. Lett., 5, 117.
^[11] C. P. Holmes, Paper ORGN 383 presented at the 213th National Meeting of the American Chemical Society, San Francisco, 1997.
^[12] C. Pégurier, et al. (2000) Bioorg. Med. Chem., 8,163.
^[13] T. F. Herpin, et al. (2000) J. Comb. Chem., 2, 513.

Analysis Note

Color (visual): white to yellow to beige
Appearance of substance (visual): beads
Loading (determined by elemental analysis of sulfur after derivatization with tosylhydrazide): 0.50 - 1.10 mmol/g
Swelling Volume (in DMF): lot specific result
The polymer matrix is copoly (styrene-1 % DVB), 100 -200 mesh

Other Notes

Replaces: 01-64-0360

Legal Information

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

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable