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A Strategy to Design Hyperpolarized 13 C Magnetic Resonance Probes Using [1‐ 13 C]α‐Amino Acid as a Scaffold Structure
Author(s) -
Nishihara Tatsuya,
Kameyama Yutaka,
aka Hiroshi,
Takakusagi Yoichi,
Hyodo Fuminori,
Ichikawa Kazuhiro,
Sando Shinsuke
Publication year - 2017
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201700098
Subject(s) - hyperpolarization (physics) , chemistry , chemical shift , amino acid , carbon 13 nmr , nuclear magnetic resonance spectroscopy , nuclear magnetic resonance , ion , analytical chemistry (journal) , stereochemistry , biochemistry , organic chemistry , physics
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.