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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 Number
158171-14-3
Synonyms
Fmoc-Ser(PO3BzlH)-OH

Size Price ($) Quantity Availability
250mg 69.50
1g 223.00
5g 888.00
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O-Benzylphospho-N-Fmoc-L-serine, 95%

MDL
MFCD00797869

Chemical Properties

Formula
C25H24NO8P
Formula Weight
497.44
Solubility
Slightly soluble in water.

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 .

Notes

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

Literature References

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.

GHS Hazard and Precautionary Statements

Precautionary Statements: P260u-P201-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310a-P405-P501a

Obtain special instructions before use. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
7060483
Harmonized Tariff Code
2931.39
TSCA
No

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