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8.52069 EMD Millipore

Fmoc-Ser(PO(OBzl)OH)-OH

Fmoc-Ser(PO(OBzl)OH)-OH Novabiochem®. CAS 158171-14-3, molar mass 497.45 g/mol., Novabiochem®

Synonym: N-α-Fmoc-O-benzyl-L-phosphoserine

  • CAS Number 158171-14-3

  • Linear Formula C₂₅H₂₄NO₈P

  • Molecular Weight 497.45 g/mol

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Properties

Related Categories Amino Acids & Derivatives, Chemical Biology, Chemical Synthesis, Peptide Chemistry, Serine More...
brand family   Novabiochem
packaging   1 g in Plastic bottle (8520690001)
  5 g in Glass bottle (8520690005)
shipped in   ambient
storage temp.   Store at -15°C to -25°C.
specifications   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

Description

Background information

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".

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Safety Information

HS Code 
2924 29 70
Storage class 
10 - 13 Other liquids and solids
WGK 
WGK 2 water endangering
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