Fmoc-TOAC

Synonyms
2,2,6,6-Tetramethylpiperidine-N-oxyl-4-(9-fluorenylmethyloxycarbonyl-amino)-4-carboxylic acid // Fmoc-2,2,6,6-tetramethylpiperidine-N-oxyl-4-amino-4-carboxylic Acid

ID

FM-126

Formula

C25H29N2O5

CAS

93372-25-9

MW

437.5

Purity

>98%

Storage

-15 to -25 °C

Product image

References

Fmoc-TOAC is used to synthesize spin-labeled peptides for ESR studies.

https://doi.org/10.1021/ja00076a093

https://doi.org/10.1021/jacs.7b02969

During solid-supported synthesis radical activity might be lost during deprotection with TFA or HF. The crude spin-labeled peptides can be submitted to alkaline treatment (pH 10, for 1 h at 50°C) for complete reversal of the N-O protonation that occurs during the HF or TFA cleavage reaction. Detailed protocols can be found here:

https://kups.ub.uni-koeln.de/1544/1/ThesisDousset.pdf

and in this publication:

https://doi.org/10.1038/nprot.2007.2

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