8.52288

Fmoc-Phe(CF2PO3)-OH

≥90.0% (HPLC), for peptide synthesis, Novabiochem^®

• Synonyme(s) : Fmoc-Phe(CF2PO3)-OH, Fmoc-F ₂Pmp-OH,Fmoc-L-p-(phosphono-difluoromethyl)phenylalanine
• Formule empirique (notation de Hill) : C₂₅H₂₂F₂NO₇P
• CAS Number: 160751-44-0
• Poids moléculaire : 517.42
• Numéro MDL: MFCD01317828
• Code UNSPSC : 12352209
• Nomenclature NACRES : NA.22

Propriétés

• Product Name: Fmoc-Phe(CF2PO3)-OH, Novabiochem^®
• Niveau de qualité: 200
• Gamme de produits: Novabiochem^®
• Essai: ≥90.0% (HPLC)
• Forme: powder
• Capacité de réaction: reaction type: Fmoc solid-phase peptide synthesis
• Fabricant/nom de marque: Novabiochem^®
• Application(s): peptide synthesis
• Groupe fonctionnel: Fmoc
• Température de stockage: 2-8°C
• Chaîne SMILES: FC(F)([P](=O)(O)O)c1ccc(cc1)C[C@H](NC(=O)OCC2c3c(cccc3)c4c2cccc4)C(=O)O
• InChI: 1S/C25H22F2NO7P/c26-25(27,36(32,33)34)16-11-9-15(10-12-16)13-22(23(29)30)28-24(31)35-14-21-19-7-3-1-5-17(19)18-6-2-4-8-20(18)21/h1-12,21-22H,13-14H2,(H,28,31)(H,29,30)(H2,32,33,34)/t22-/m0/s1
• Clé InChI: XKWYQNFAGUNPJV-QFIPXVFZSA-N

Description

Description générale

Building block ^[1] for the introduction by Fmoc SPPS of the hydrolytically stable phosphotyrosine analog phosphonodifluoromethylphenylalanine (F2Pmp) ^[2]. The pKa of F2Pmp more closely resembles that of a phosphate group making it better analog than phosphonomethylphenylalanine.

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Guide to Selection of Orthogonally -Protected Building Blocks for Fmoc SPPS

Literature references

^[1] M. F. Gordeev, et al. (1994) Tetrahedron Lett., 35, 7585.
^[2] T. R. Burke, Jr. (2006) Curr. Top. Med. Chem., 6, 1465.

Remarque sur l'analyse

Colour (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Assay (HPLC, area%): ≥ 90.0 % (a/a)
Ethyl acetate (HS-GC): ≤ 0.5 %
Acetate (IC): ≤ 0.1 %

Informations légales

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

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 2
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable