Evaluation of glucose-linked nitroxide radicals for use as an in vivo spin-label probe

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• 作者：Shingo Sato^a ; ^{shingo-s@yz.yamagata-u.ac.jp" class="auth_mail} ; Masaki Yamaguchi^a ; Akio Nagai^a ; Ryo Onuma^b ; Misaki Saito^b ; Rina Sugawara^b ; Sayaka Shinohara^b ; Eriko Okabe^b ; Tomohiro Ito^a ; Tateaki Ogata^a
• 关键词：Glucose-linked nitroxide ; Ascorbic acid ; Reduction ; ESR spectrometry ; White radish sprout ; Incorporation
• 刊名：Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy
• 出版年：24 April, 2014
• 年：2014
• 卷：124
• 期：Complete
• 页码：322-327
• 全文大小：809 K

文摘

In vivo incorporation and reduction abilities of 4-carboxy-2,2,6,6-tetramethylpiperidine-1-oxyl (4-carboxy-TEMPO) (1), 3-carboxy-2,2,5,5-tetramethylpyrroline-1-oxyl (3-carboxy-dehydro-PROXYL, 3-carboxy-DPRO) (2), 4-hydroxy-TEMPO and 3-hydroxymethyl-DPRO O-尾-D-glucosides (3 and 5), and newly designed forms of 6-O-(TEMPO-4-carbonyl and DPRO-3-carbonyl)-D-glucose (4 and 6) were evaluated using white radish sprouts. For each of these compounds, electron spin resonance (ESR) spectrometry was used to measure two effects: the rate of in vitro reduction via the addition of ascorbic acid; and, the rate of successful incorporation into radish sprouts for a reduction to the corresponding hydroxyl amine. DPRO-radicals 2, 5, and 6 were detected significantly more than TEMPO-radicals 1, 3, and 4 in vitro and in vivo for both experiments. Four glucose-linked nitroxide radicals were reduced faster than the glucose-non-linked ones in the in vitro experiment, but were nonetheless detected more each time in radish sprouts due to the absorbability. Glucose ester-linked radicals 4 and 6 were detected more than glycosides 3 and 5, which suggests that glucose ester-linked DPRO-radical 6 is the best for use as a spin-label probe that a plant will incorporate.