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158171-14-3 - O-Benzylphospho-N-Fmoc-L-serine, 95% - Fmoc-Ser(PO3BzlH)-OH - H52168 - Alfa Aesar

H52168 O-Benzylphospho-N-Fmoc-L-serine, 95%

CAS-Nummer
158171-14-3
Synonyme
Fmoc-Ser(PO3BzlH)-OH

Größe Preis ($) Menge Verfügbarkeit
250mg 69,50
1g 223,00
5g 888,00
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O-Benzylphospho-N-Fmoc-L-serine, 95%

MDL
MFCD00797869

Chemische Eigenschaften

Formel
C25H24NO8P
Molmasse
497.44
Löslichkeit
Slightly soluble in water.

Anwendungen

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 .

Bemerkungen

Store away from oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.

Literaturverweise

Raoul Peltier, et al. Novel Phosphopeptides as Surface-Active Agents in Iron Nanoparticle Synthesis.Australian Journal of Chemistry.,2012,65(6), 680-685.

Dale R. Mowrey, et al. Demonstration of a Scalable One-Pot Synthesis of Fmoc-O-Benzylphospho-l-serine.Org. Process Res. Dev.,2012,16(11), 1861-1865.

Weitere Referenzen

Beilstein
7060483
Harmonized Tariff Code
2931.90
TSCA
No

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