8.52287

Fmoc-p-Bz-Phe-OH

Fmoc-L-p-benzoylphenylalanine Novabiochem^®

• Sinonimo/i: Fmoc-p-Bz-Phe-OH, (S)-3-(4-Benzoyl-phenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid,4-Benzoyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]phenylalanine
• Formula empirica (notazione di Hill): C₃₁H₂₅NO₅
• Numero CAS: 117666-96-3
• Peso molecolare: 491.53
• Numero MDL: MFCD00151937
• Codice UNSPSC: 12352209

Proprietà

• Livello qualitativo: 200
• Nome Commerciale: Novabiochem^®
• Saggio: ≥98.0% (HPLC)
• Forma fisica: powder
• Impiego in reazioni chimiche: reaction type: Fmoc solid-phase peptide synthesis
• Produttore/marchio commerciale: Novabiochem^®
• applicazioni: peptide synthesis
• Gruppo funzionale: Fmoc
• Temperatura di conservazione: 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; SYOBJKCXNRQOGA-NDEPHWFRSA-N

Descrizione

Descrizione generale

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.

Risultati analitici

Colour (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Optical rotation α 25/D (c=1 in DMF): -31.0 - -27.0 °
Assay (HPLC, area%): ≥ 98.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble

Note legali

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

Informazioni sulla sicurezza

• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable