Nishihara Tatsuya, Kameyama Yutaka, Nonaka Hiroshi, Takakusagi Yoichi, Hyodo Fuminori, Ichikawa Kazuhiro, Sando Shinsuke
Department of Chemistry and Biotechnology, Graduate School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo, 113-8656, Japan.
INAMORI Frontier Research Center, Kyushu University, 744 Motooka, Nishi-ku, Fukuoka, 819-0395, Japan.
Chem Asian J. 2017 May 4;12(9):949-953. doi: 10.1002/asia.201700098. Epub 2017 Apr 13.
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- C]α-amino acid is reported as a scaffold structure to design HP C NMR molecular probes. The [1- C]α-amino acid can be converted to various HP 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 C chemical probes, sensitive to pH and Ca ion, were developed and used to detect targets.
超极化是一种显著增强核磁共振信号强度的新兴方法。由于其灵敏度的提高，超极化（HP）核磁共振分子探针可用于在体外和体内进行时间分辨光谱学和成像。然而，从头设计这样的探针具有挑战性。在此，报道了[1-¹³C]α-氨基酸作为设计HP¹³C核磁共振分子探针的支架结构。[1-¹³C]α-氨基酸可以转化为各种HP¹³C化学探针，这些探针通过与靶标相互作用时改变α氮的化学状态而显示出足够的化学位移变化。先前报道的几种HP探针可以用这种设计原理来解释。为了证明这种方法的通用性，开发了两种对pH和钙离子敏感的基于α-氨基酸的HP¹³C化学探针，并用于检测靶标。
