8.52287

Fmoc-p-Bz-Phe-OH

Fmoc-L-p-benzoylphenylalanine Novabiochem^®

• Synonym(e): (S)-3-(4-Benzoyl-phenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid,4-Benzoyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]phenylalanine
• Empirische Formel (Hill-System): C₃₁H₂₅NO₅
• CAS-Nummer: 117666-96-3
• Molekulargewicht: 491.53
• MDL-Nummer: MFCD00151937
• UNSPSC-Code: 12352209

Eigenschaften

• Qualitätsniveau: 200
• Produktlinie: Novabiochem^®
• Assay: ≥98.0% (HPLC)
• Form: powder
• Eignung der Reaktion: reaction type: Fmoc solid-phase peptide synthesis
• Hersteller/Markenname: Novabiochem^®
• Anwendung(en): peptide synthesis
• Funktionelle Gruppe: Fmoc
• Lagertemp.: 2-8°C
• InChI: 1S/C31H25NO5/c33-29(21-8-2-1-3-9-21)22-16-14-20(15-17-22)18-28(30(34)35)32-31(36)37-19-27-25-12-6-4-10-23(25)24-11-5-7-13-26(24)27/h1-17,27-28H,18-19H2,(H,32,36)(H,34,35)/t28-/m0/s1
• InChIKey: SYOBJKCXNRQOGA-NDEPHWFRSA-N

Beschreibung

Allgemeine Beschreibung

Fmoc-p-Bz-Phe-OH-OH is a useful tool for preparing photoactivatable peptide-based affinity probes ^[1]. On photolysis at 366 nm, Benzoylphenylalanine (Bpa) generates a biradical that has a preference for insertion into C-H bonds, particularly those of Leu, Val and Met side chains. The derivative can be introduced using standard coupling method such as PyBOP and is stable to conditions used in peptide chain extension. For the cleavage of Bpa containing peptide from the resin, the use of thiols and silanes should be avoided as dithioketal formation and reduction, respectively, have been observed.

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS

Literature references

^[1] K. T. O′Neil, et al. (1989) J. Biol. Chem., 264.

Hinweis zur Analyse

Farbe (visuell): weiß bis schwach gelb bis beige
Aussehen der Substanz (visuell): Pulver
Identität (IR): entspricht
Optische Drehung α 25/D (c=1 in DMF): -31.0 - -27.0 °
Gehalt (HPLC, Fl.%): ≥ 98.0 % (a/a)
Löslichkeit (1 mmol in 2 ml DMF): klar löslich

Rechtliche Hinweise

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

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable