13C-labeled indolequinone-DTPA-Gd conjugate for NMR probing cytochrome:P450 reductase-mediated one-electron reduction
✍ Scribed by Hirokazu Komatsu; Kazuhito Tanabe; Sei-ichi Nishimoto
- Book ID
- 104005169
- Publisher
- Elsevier Science
- Year
- 2011
- Tongue
- English
- Weight
- 452 KB
- Volume
- 21
- Category
- Article
- ISSN
- 0960-894X
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✦ Synopsis
We designed and synthesized a new class of 13 C-labeled NMR probe, 13 C-IQ-Gd, to monitor one-electron reductions by cytochrome:P450 (CYP450) reductase under hypoxic conditions. 13 C-IQ-Gd consisted of a Gd 3+ -diethylene triamine pentaacetic acid (DTPA) complex unit and an indolequinone ( 13 C-IQ) unit bearing a 13 C-labeled methoxy group. The 13 C NMR signal of 13 C-IQ-Gd was suppressed because of the intramolecular paramagnetic effect of Gd 3+ , whereas enzymatic reduction mediated by CYP450 reductase under hypoxic conditions yielded an intensed 13 C NMR signal due to enzymatic activation of the IQ unit followed by release of the DTPA-Gd unit from 13 C-IQ-Gd. This 13 C NMR spectral change allowed the monitoring of CYP450 reducatase-mediated one-electron reduction.