2154-32-7

Usage

Chemical Properties

Yellow Crystalline Solid

Uses

Different sources of media describe the Uses of 2154-32-7 differently. You can refer to the following data:
1. A spin label
2. A spin label.

InChI:InChI=1/C10H16NO3/c1-9(2)6-7(8(12)14-5)10(3,4)11(9)13/h6H,1-5H3

Upstream product

• 826-36-8 2,2,6,6-Tetramethyl-4-piperidone 
• 57167-75-6 3,5-dibromo-2,2,6,6-tetramethylpiperidin-4-one 
• 70473-81-3 2,2,5,5-tetramethyl-2,5-dihydropyrrole-3-carboxylic acid methyl ester 
• 19971-12-1 3,5-Dibromo-4-oxo-2,2,6,6-tetramethylpiperidine Hydrobromide 
• 186581-53-3 diazomethane 
• 2154-67-8 3-carboxy-2,5-dihydro-2,2,5,5-tetramethyl-1H-pyrrol-1-yloxy 

Downstream Products

• 119580-75-5 trans-3-methoxycarbonyl-2,2,5,5-tetramethyl-4-nitromethylpyrrolidin-1-oxyl 
• 76893-27-1 (1-oxyl-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-3-yl)methyl methanesulfonate 
• 76893-32-8 3-(bromomethyl)-2,5-dihydro-2,2,5,5-tetramethyl-1H-pyrrol-1-oxyl 
• 119580-78-8 trans-4-maleimidomethyl-3-carboxy-2,2,5,5-tetramethylpyrrolidin-1-oxyl 
• 119580-56-2 trans-3-benzoyl-2,2,5,5-tetramethyl-4-phenylpyrrolidin-1-oxyl 
• 55738-75-5 (2,5-dihydro-2,2,5,5-tetramethyl-1-oxyl-1H-pyrrol-3-yl)methanol 
• 119580-54-0 trans-3-methoxycarbonyl-2,2,5,5-tetramethyl-4-phenylpyrrolidin-1-oxyl 
• 119580-54-0 cis-3-methoxycarbonyl-2,2,5,5-tetramethyl-4-phenylpyrrolidin-1-oxyl 
• 119580-56-2 cis-3-benzoyl-2,2,5,5-tetramethyl-4-phenylpyrrolidin-1-oxyl 
• 71051-83-7 3-formyl-2,2,5,5-tetramethyl-pyrroline-1-oxyl 

Relevant academic research and scientific papers

Synthesis of Chiral Spin-Labeled Amino Acids

Spin-labeled amino acids (SLAAs) are often used to determine intermolecular distances and conformations in proteins via double electron-electron resonance. Currently available SLAAs can be difficult to incorporate selectively and have little resemblance to natural side chains in proteins. Enantioselective synthesis of three spin-labeled l-amino acids is described, starting from readily available 2,2,6,6-tetramethyl-4-piperidinone. These SLAAs better replicate canonical residues in proteins and aim for biological incorporation via genetic incorporation or solid-phase peptide synthesis.

2′-Alkynylnucleotides: A Sequence- and Spin Label-Flexible Strategy for EPR Spectroscopy in DNA

Electron paramagnetic resonance (EPR) spectroscopy is a powerful method to elucidate molecular structure through the measurement of distances between conformationally well-defined spin labels. Here we report a sequence-flexible approach to the synthesis of double spin-labeled DNA duplexes, where 2′-alkynylnucleosides are incorporated at terminal and internal positions on complementary strands. Post-DNA synthesis copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions with a variety of spin labels enable the use of double electron-electron resonance experiments to measure a number of distances on the duplex, affording a high level of detailed structural information.

Synthesis and fluorescence properties of six fluorescein-nitroxide radical hybrid-compounds

Six fluorescein-nitroxide radical hybrid-compounds (2ab, 3ab, 4, and 5) were synthesized by the condensation of 5- or 6-carboxy-fluorescein and 4-amino-TEMPO (2ab), 5- or 6-aminofluorescein and 4-carboxy-TEMPO (3ab), and fluorescein and 4-carboxy-TEMPO (4), or by reaction of the 3-hydroxyl group of fluorescein with DPROXYL-3-ylmethyl methanesulfonate (5). Fluorescence intensities (around 520 nm) after reduction of the radical increased to 1.43-, 1.38-, and 1.61-folds for 2a, 2b and 3b respectively; 3a alone exhibited a decrease in intensity on reduction. Since 4 was readily solvolyzed in PBS or even methanol to afford fluorescein and 4-carboxy-TEMPO, its fluorescence change could not be measured. Hybrid compound 5 containing an ether-linkage between the fluorescein phenol and 3-hydroxymethyl-DPROXYL hydroxyl centers, was stable and on reduction, showed a maximum increase (3.21-fold) in relative fluorescence intensity in PBS (pH 5.0), despite its remarkably low absolute fluorescence intensity.