| Identification | Back Directory | [Name]
FMOC-2,2,6,6-TETRAMETHYLPIPERIDINE-N-OXYL-4-AMINO-4-CARBOXYLIC ACID | [CAS]
93372-25-9 | [Synonyms]
FMOC-TOAC
FMOC-TOAC-OH 100 MG
FMOC-TOAC-OH 500 MG
FMOC-2,2,6,6-TETRAMETHYLPIPERIDINE-N-OXYL-4-AMINO-4-CARBOXYLIC ACID
Fmoc-2,2,6,6-tetramethylpiperidine-N-oxyl-4-amino-4-carboxylic acid≥ 98% (HPLC)
4-(9H-fluoren-9-ylmethoxycarbonylamino)-2,2,6,6-tetramethyl-1-oxidopiperidin-1-ium-4-carboxylic acid | [Molecular Formula]
C25H29N2O5* | [MDL Number]
MFCD03425569 | [MOL File]
93372-25-9.mol | [Molecular Weight]
437.51 |
| Chemical Properties | Back Directory | [Melting point ]
162-164°C | [storage temp. ]
Store at +2°C to +8°C. | [solubility ]
Acetonitrile (Slightly), Chloroform (Slightly), Methanol (Slightly) | [form ]
Solid | [color ]
Pale Yellow to Yellow | [Major Application]
peptide synthesis | [InChI]
1S/C25H29N2O5/c1-23(2)14-25(21(28)29,15-24(3,4)27(23)31)26-22(30)32-13-20-18-11-7-5-9-16(18)17-10-6-8-12-19(17)20/h5-12,20H,13-15H2,1-4H3,(H,26,30)(H,28,29) | [InChIKey]
FAQWDTRJLKQJBN-UHFFFAOYSA-N |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow Solid | [Uses]
A protected spin-labelled, cyclic, chiral ?amino acid resolved in an enantiomerically pure state | [Uses]
A stable free radical spin label. | [Uses]
Fmoc-2,2,6,6-tetramethylpiperidine-N-oxyl-4-amino-4-carboxylic Acid is a stable, free radical spin label. | [General Description]
Fmoc-TOAC-OH is a useful tool for the incorporation of the ESR spin-label TOAC into peptide sequences [1]. Incorporation of this derivative and the following residue is best achieved using HATU activation. TFA/water/TIS should be used for cleavage of TOAC-containing peptides. The use of EDT should be avoided as it can cause permanent reduction of the nitroxide radical [2]. Following cleavage, the TOAC peptide should be treated with aqueous ammonia in air to regenerate the nitroxide from the hydroxylamine that is generated by the TFA treatment. | [reaction suitability]
reaction type: Fmoc solid-phase peptide synthesis |
|
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