Fmoc-O-(benzylphospho)-L-serine

Fmoc-O-(benzylphospho)-L-serine Basic information
Product Name:Fmoc-O-(benzylphospho)-L-serine
Synonyms:FMOC-L-SER(PO(OBZL)OH);FMOC-L-SER(PO(OBZL)OH)-OH;FMOC-L-PHOSPHOSERINE;FMOC-O-BENZYL-L-PHOSPHOSERINE;FMOC-O-(BENZYLPHOSPHO)-L-SERINE;FMOC-SER(PO(OBZL)OH)-OH;FMOC-SER(HPO3BZL)-OH;FMOC-SERINE(PO(OBZL)OH)-OH
CAS:158171-14-3
MF:C25H24NO8P
MW:497.43
EINECS:
Product Categories:amino acids;a-amino;Unusual amino acids;Serine [Ser, S];Fmoc-Amino Acids and Derivatives;Fmoc-Amino acid series
Mol File:158171-14-3.mol
Fmoc-O-(benzylphospho)-L-serine Structure
Fmoc-O-(benzylphospho)-L-serine Chemical Properties
density 1.403±0.06 g/cm3(Predicted)
storage temp. Store at -15°C to -25°C.
solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form Powder
pka1.42±0.50(Predicted)
Water Solubility Slightly soluble in water.
BRN 7060483
CAS DataBase Reference158171-14-3(CAS DataBase Reference)
Safety Information
WGK Germany 3
10-21
HS Code 2924 29 70
MSDS Information
ProviderLanguage
SigmaAldrich English
Fmoc-O-(benzylphospho)-L-serine Usage And Synthesis
Chemical PropertiesWhite to off-white powder
UsesBuilding block for the synthesis of phosphoserine containing peptides.
UsesIt can be applied in the synthesis of phosphopeptides. 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. 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 .
N-alpha-FMOC-Nepsilon-BOC-L-Lysine L-ALPHA-PHOSPHATIDYLSERINES, BRAIN, BOVINE Fmoc-L-Serine Benzyltriethylammonium chloride L-Homoserine Dibenzyl phosphate Benzyl carbamate Nalpha-Fmoc-Ndelta-trityl-L-glutamine FMOC-THR(TBU)-OL L-Serine 9-Fluorenylmethyl chloroformate Fmoc-Phe-OH Benzyl propionate Benzyl chloroformate Benzyl acetate D-Cycloserine Benzyl benzoate N-(9-Fluorenylmethoxycarbonyloxy)succinimide

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