O-Benzylphospho-N-Fmoc-L-serine, 95%
O-Benzylphospho-N-Fmoc-L-serine, 95%
O-Benzylphospho-N-Fmoc-L-serine, 95%
Thermo Scientific Chemicals

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

CAS: 158171-14-3 | C25H24NO8P | 497.44 g/mol
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5 g
Catalog number H52168.06
also known as H52168-06
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Price (USD)
884.65
Special offer
Online exclusive
Ends: 30-Jun-2026
1,041.00
Save 156.35 (15%)
Each
Specifications
Beilstein7060483
CAS158171-14-3
Chemical Name or MaterialO-Benzylphospho-N-Fmoc-L-serine
Formula Weight497.44
IUPAC Name(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[hydroxy(phenylmethoxy)phosphoryl]oxypropanoic acid
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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 .

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
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 .

Solubility
Slightly soluble in water.

Notes
Store away from oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.
RUO – Research Use Only

General References:

  1. Raoul Peltier, et al. Novel Phosphopeptides as Surface-Active Agents in Iron Nanoparticle Synthesis.Australian Journal of Chemistry.,2012,65(6), 680-685.
  2. 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.