A Strategy to Design Hyperpolarized13C Magnetic Resonance Probes Using [1-13C]α-Amino Acid as a Scaffold Structure.
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 [1-13C]α-amino acid is reported as a scaffold structure to design HP13C NMR molecular probes. The [1-13C]α-amino acid can be converted to various HP13C 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 HP13C chemical probes, sensitive to pH and Ca2+ion, were developed and used to detect targets.
Department of Chemistry and Biotechnology, Graduate School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo, 113-8656, Japan.
Tatsuya
T
Nishihara
INAMORI Frontier Research Center, Kyushu University, 744 Motooka, Nishi-ku, Fukuoka, 819-0395, Japan.
Yutaka
Y
Kameyama
Department of Chemistry and Biotechnology, Graduate School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo, 113-8656, Japan.
Hiroshi
H
Nonaka
Incubation Center for Advanced Medical Science, Kyushu University, 3-1-1 Maidashi, Higashi-ku, Fukuoka, 812-8582, Japan.
Yoichi
Y
Takakusagi
Incubation Center for Advanced Medical Science, Kyushu University, 3-1-1 Maidashi, Higashi-ku, Fukuoka, 812-8582, Japan.|Innovation Center for Medical Redox Navigation, Kyushu University, 3-1-1 Maidashi, Higashi-ku, Fukuoka, 812-8582, Japan.
Fuminori
F
Hyodo
Incubation Center for Advanced Medical Science, Kyushu University, 3-1-1 Maidashi, Higashi-ku, Fukuoka, 812-8582, Japan.|Innovation Center for Medical Redox Navigation, Kyushu University, 3-1-1 Maidashi, Higashi-ku, Fukuoka, 812-8582, Japan.
Kazuhiro
K
Ichikawa
Department of Chemistry and Biotechnology, Graduate School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo, 113-8656, Japan.
Shinsuke
S
Sando
D000596:Amino Acids / Q000737:chemistry*; D002247:Carbon Isotopes; D009682:Magnetic Resonance Spectroscopy; D015335:Molecular Probes / Q000737:chemistry*; D015394:Molecular Structure
D000596:Amino Acids; D002247:Carbon Isotopes; D015335:Molecular Probes
NMR spectroscopy; amino acids; biosensors; dynamic nuclear polarization; hyperpolarization