Fmoc-O-benzylphospho-L-serine

CAS: 158171-14-3

Ref. 3D-FF47773

Información del producto

• Nombre: Fmoc-O-benzylphospho-L-serine
• Sinónimos: Fmoc-L-Ser(HPO3Bzl)-OH, Fmoc-L-Ser(Po(Obzl)Oh), Fmoc-L-Ser(Po(Obzl)Oh)-Oh, Fmoc-L-Phosphoserine, Fmoc-O-Benzyl-L-Phosphoserine, Fmoc-Ser(Po(Obzl)Oh)-Oh, Fmoc-Ser(HPO3Bzl)-OH, Fmoc-Serine(Po(Obzl)Oh)-Oh, O-[(benzyloxy)(hydroxy)phosphoryl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-serine, Fmoc-Ser(PO(OBzl))-OH

Descripción

Fmoc-O-benzylphospho-L-serine is a fmoc-protected phosphoserine derivative for efficient synthesis of phosphoserine-containing peptides via standard fmoc SPPS. Compatible with common activators such as PyBOP or TBTU, it remains stable during piperidine deprotection and enables incorporation of multiple phosphoserine residues, for example successful syntheses of phospholamban and human salivary statherin. In certain cases, β-piperidinylalanine formation may occur during N-terminal Ser(PO(OBzl)OH) Fmoc deprotection, especially under microwave conditions.

• Marca: Biosynth

Propiedades químicas

• Peso molecular: 497.43 g/mol
• Fórmula: C₂₅H₂₄NO₈P
• Pureza: Min. 97 Area-%
• Color/Forma: White Off-White Powder
• InChI: InChI=1S/C25H24NO8P/c27-24(28)23(16-34-35(30,31)33-14-17-8-2-1-3-9-17)26-25(29)32-15-22-20-12-6-4-10-18(20)19-11-5-7-13-21(19)22/h1-13,22-23H,14-16H2,(H,26,29)(H,27,28)(H,30,31)/t23-/m0/s1
• Clave InChI: InChIKey=ZBPUWGDUVAAWJY-QHCPKHFHSA-N
• SMILES: O=C(N[C@@H](COP(=O)(O)OCc1ccccc1)C(=O)O)OCC1c2ccccc2-c2ccccc21