A Strategy to Design Hyperpolarized 13C Magnetic Resonance Probes Using [1‐13C]α‐Amino Acid as a Scaffold Structure. Issue 9 (13th April 2017)

• Record Type: Journal Article
• Authors: Nishihara, Tatsuya; Kameyama, Yutaka; Nonaka, Hiroshi; Takakusagi, Yoichi; Hyodo, Fuminori; Ichikawa, Kazuhiro; Sando, Shinsuke
• Is Part Of: Chemistry, an Asian journal. Volume 12:Issue 9(2017)
• Page Start: 949
• Page End: 953
• Publication Date: 2017-04-13
• Subjects: amino acids -- biosensors -- dynamic nuclear polarization -- hyperpolarization -- NMR spectroscopy; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/asia.201700098
• Languages: English
• ISSNs: 1861-4728

Abstract

Abstract: Hyperpolarization is an emerging method that dramatically enhances NMR signal intensity. As a result of their increased sensitivity, hyperpolarized (HP) NMR molecular probes can be used to perform time‐resolved spectroscopy and imaging in vitro and in vivo. It is, however, challenging to design such probes de novo. Herein, the [1‐ 13 C]α‐amino acid is reported as a scaffold structure to design HP 13 C NMR molecular probes. The [1‐ 13 C]α‐amino acid can be converted to various HP 13 C chemical probes that show sufficient chemical shift change by altering the chemical state of the α nitrogen upon interaction with the target. Several previously reported HP probes could be explained by this design principle. To demonstrate the versatility of this approach, two α‐amino‐acid‐based HP 13 C chemical probes, sensitive to pH and Ca 2+ ion, were developed and used to detect targets. Abstract : 13 C chemical shift switch : The [1‐ 13 C]α‐amino acid can be converted to various hyperpolarized (HP) 13 C chemical probes that show a chemical shift change, by altering the chemical state of the α nitrogen upon interaction with the target. Two α‐amino‐acid‐based HP 13 C chemical probes, sensitive to pH and the Ca 2+ ion, were successfully developed based on this strategy.