8520690001 Display Image

FMOC-SER(PO(OBZL)OH)-OH

Code: 8520690001 D2-231

Analysis Note

Colour (visual): white to slight yellow to beigeAppearance of substance (visual): powderIdentity (IR): passes testEnantiomeric purity: ≥ 99.0 % (a/a)Purit...


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£247.84 EACH

Analysis Note

Colour (visual): white to slight yellow to beigeAppearance of substance (visual): powderIdentity (IR): passes testEnantiomeric purity: ≥ 99.0 % (a/a)Purity (TLC(CMA1)): ≥ 97 %Assay (HPLC, area%): ≥ 95.0 % (a/a)Solubility (1 mmole in 2 ml DMF): clearly solubleAssay (acidimetric): ≥ 90.0 %Water (K. F.): ≤ 1.0 %Ethyl acetate (HS-GC): ≤ 0.5 ¬etate (IC): ≤ 0.1 %For TLC-Systems see our General Catalog

General description

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”.

Legal Information

PyBOP is a registered trademark of Merck KGaA, Darmstadt, Germany

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

Linkage

Replaces: 04-12-1154

application(s)peptide synthesis
assay≥90.0% (acidimetric), ≥95.0% (HPLC), ≥97% (TLC)
formpowder
functional groupFmoc
InChI keyZBPUWGDUVAAWJY-QHCPKHFHSA-N
InChI1S/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
manufacturer/tradenameNovabiochem®
Quality Level200
reaction suitabilityreaction type: Fmoc solid-phase peptide synthesis
storage temp.15-25°C
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8520690005
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8520690025
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8520690050
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8520690100
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8520690500
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8520691000
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Cas Number158171-14-3
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