Fmoc-O-benzylphospho-L-serine

CAS: 158171-14-3

Ref. 3D-FF47773

Produktinformation

• Name: Fmoc-O-benzylphospho-L-serine
• Synonyme: 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

Beschreibung

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.

• Marke: Biosynth

Chemische Eigenschaften

• Molekulargewicht: 497.43 g/mol
• Formel: C₂₅H₂₄NO₈P
• Reinheit: Min. 97 Area-%
• Farbe/Form: White Off-White Powder
• InChl: 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
• InChI Key: InChIKey=ZBPUWGDUVAAWJY-QHCPKHFHSA-N
• SMILES: O=C(N[C@@H](COP(=O)(O)OCc1ccccc1)C(=O)O)OCC1c2ccccc2-c2ccccc21