Sigma Aldrich / Merck - NOVABIOCHEM®-8520690005 - Fmoc-Ser(PO(OBzl)OH)-OH

ITEM #: 16096462
Synonym: Fmoc- Ser(PO(OBzl) OH) - OH, N-α-Fmoc-O-benzyl-L-phosphoserine An excellent building block for the preparation of phosphoserine-containing peptides [1]. This derivative can be introduced using standard activation methods, such as PyBOP and TBTU. The monoprotected phosphoserine residue once incorporated is stable to piperidine. Using this reagent, even peptides containing multiple phosphorylation sites can be prepared efficiently by standard Fmoc SPPS methods [2]. Applications of this derivative include the preparation of phospholamban [3], a 52 residue peptide containing both phosphoserine and phosphothreonine, and human salivary statherin, a 42 residue phosphoserine peptide [4]; for other examples see references [5-8]. Recently, β-piperidinylalanine formation has been shown to occur during Fmoc deprotection of N-terminal Ser(PO(OBzl)OH), particularly under microwave conditions. This side reaction can be eliminated by using cyclohexylamine or DBU just for this Fmoc deprotection step [9]. The product number for this product was previously 04-12-1154. To obtain a certificate of analysis (CoA) of a lot that begins with the letter “A”, please select the option in the right hand menu “Request a COA for Lot#s starting with A”.
Replaces: 04-12-1154
Colour (visual): white to slight yellow to beige Appearance of substance (visual): powder Identity (IR): passes test Enantiomeric purity: ≥ 99.0 % (a/a) Purity (TLC(CMA1)): ≥ 97 % Assay (HPLC, area%): ≥ 95.0 % (a/a) Solubility (1 mmole in 2 ml DMF): clearly soluble Assay (acidimetric): ≥ 90.0 % Water (K. F.): ≤ 1.0 % Ethyl acetate (HS-GC): ≤ 0.5 % Acetate (IC): ≤ 0.1 % For TLC-Systems see our General Catalog
Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany
PyBOP is a registered trademark of Merck KGaA, Darmstadt, Germany