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Fmoc-O-(benzylphospho)-L-serine

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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
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
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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
pka
1.42±0.50(Predicted)
Water Solubility 
Slightly soluble in water.
BRN 
7060483
CAS DataBase Reference
158171-14-3(CAS DataBase Reference)
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Safety Information

WGK Germany 
3
10-21
HS Code 
2924 29 70

MSDS

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Fmoc-O-(benzylphospho)-L-serine Usage And Synthesis

Chemical Properties

White to off-white powder

Uses

Building block for the synthesis of phosphoserine containing peptides.

Uses

It 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 .

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