Design and synthesis of a novel magnetic resonance imaging contrast agent for selective sensing of zinc ion

Kenjiro Hanaoka; Kazuya Kikuchi; Yasuteru Urano; Michiko Narazaki; Takashi Yokawa; Shigeru Sakamoto; Kentaro Yamaguchi; Tetsuo Nagano

doi:10.1016/S1074-5521(02)00216-8

Design and synthesis of a novel magnetic resonance imaging contrast agent for selective sensing of zinc ion

Kenjiro Hanaoka, Kazuya Kikuchi, Yasuteru Urano, Michiko Narazaki, Takashi Yokawa, Shigeru Sakamoto, Kentaro Yamaguchi, Tetsuo Nagano

Research output: Contribution to journal › Article › peer-review

98 Citations (Scopus)

Abstract

A series of new diethylenetriaminepentaacetic acid (DTPA)-bisamide chelators has been prepared and characterized for application as zinc sensors. We have designed and synthesized (GdL^a)^2-, which contains a DTPA-bisamide moiety. The R₁ relaxivity of (GdL^a)^2- solution decreased monotonically on the addition of Zn²⁺. Moreover, (GdL^a)^2- showed high selectivity for Zn²⁺ against Ca²⁺ and Mg²⁺. We also measured the UV-visible spectra and the coldspray ionization (CSI) MS spectra and concluded that the 1-to-1 Zn²⁺ complex of (GdL^a)^2- is stable at higher concentrations of Zn²⁺. These complexes should provide the basis for creating a superior Zn²⁺-sensitive MRI contrast agent and are excellent candidates for incorporation into sensors designed for selective detection of Zn²⁺ in biological applications.

Original language	English
Pages (from-to)	1027-1032
Number of pages	6
Journal	Chemistry and Biology
Volume	9
Issue number	9
DOIs	https://doi.org/10.1016/S1074-5521(02)00216-8
Publication status	Published - 2002 Sep
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmacology
Drug Discovery
Clinical Biochemistry

Access to Document

10.1016/S1074-5521(02)00216-8

Cite this

@article{9b1d8448a2dc472fa013e6ba826ba09d,

title = "Design and synthesis of a novel magnetic resonance imaging contrast agent for selective sensing of zinc ion",

abstract = "A series of new diethylenetriaminepentaacetic acid (DTPA)-bisamide chelators has been prepared and characterized for application as zinc sensors. We have designed and synthesized (GdLa)2-, which contains a DTPA-bisamide moiety. The R1 relaxivity of (GdLa)2- solution decreased monotonically on the addition of Zn2+. Moreover, (GdLa)2- showed high selectivity for Zn2+ against Ca2+ and Mg2+. We also measured the UV-visible spectra and the coldspray ionization (CSI) MS spectra and concluded that the 1-to-1 Zn2+ complex of (GdLa)2- is stable at higher concentrations of Zn2+. These complexes should provide the basis for creating a superior Zn2+-sensitive MRI contrast agent and are excellent candidates for incorporation into sensors designed for selective detection of Zn2+ in biological applications.",

author = "Kenjiro Hanaoka and Kazuya Kikuchi and Yasuteru Urano and Michiko Narazaki and Takashi Yokawa and Shigeru Sakamoto and Kentaro Yamaguchi and Tetsuo Nagano",

year = "2002",

month = sep,

doi = "10.1016/S1074-5521(02)00216-8",

language = "English",

volume = "9",

pages = "1027--1032",

journal = "Cell Chemical Biology",

issn = "2451-9448",

publisher = "Elsevier Inc.",

number = "9",

}

TY - JOUR

T1 - Design and synthesis of a novel magnetic resonance imaging contrast agent for selective sensing of zinc ion

AU - Hanaoka, Kenjiro

AU - Kikuchi, Kazuya

AU - Urano, Yasuteru

AU - Narazaki, Michiko

AU - Yokawa, Takashi

AU - Sakamoto, Shigeru

AU - Yamaguchi, Kentaro

AU - Nagano, Tetsuo

PY - 2002/9

Y1 - 2002/9

N2 - A series of new diethylenetriaminepentaacetic acid (DTPA)-bisamide chelators has been prepared and characterized for application as zinc sensors. We have designed and synthesized (GdLa)2-, which contains a DTPA-bisamide moiety. The R1 relaxivity of (GdLa)2- solution decreased monotonically on the addition of Zn2+. Moreover, (GdLa)2- showed high selectivity for Zn2+ against Ca2+ and Mg2+. We also measured the UV-visible spectra and the coldspray ionization (CSI) MS spectra and concluded that the 1-to-1 Zn2+ complex of (GdLa)2- is stable at higher concentrations of Zn2+. These complexes should provide the basis for creating a superior Zn2+-sensitive MRI contrast agent and are excellent candidates for incorporation into sensors designed for selective detection of Zn2+ in biological applications.

AB - A series of new diethylenetriaminepentaacetic acid (DTPA)-bisamide chelators has been prepared and characterized for application as zinc sensors. We have designed and synthesized (GdLa)2-, which contains a DTPA-bisamide moiety. The R1 relaxivity of (GdLa)2- solution decreased monotonically on the addition of Zn2+. Moreover, (GdLa)2- showed high selectivity for Zn2+ against Ca2+ and Mg2+. We also measured the UV-visible spectra and the coldspray ionization (CSI) MS spectra and concluded that the 1-to-1 Zn2+ complex of (GdLa)2- is stable at higher concentrations of Zn2+. These complexes should provide the basis for creating a superior Zn2+-sensitive MRI contrast agent and are excellent candidates for incorporation into sensors designed for selective detection of Zn2+ in biological applications.

UR - http://www.scopus.com/inward/record.url?scp=0036752687&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0036752687&partnerID=8YFLogxK

U2 - 10.1016/S1074-5521(02)00216-8

DO - 10.1016/S1074-5521(02)00216-8

M3 - Article

C2 - 12323377

AN - SCOPUS:0036752687

VL - 9

SP - 1027

EP - 1032

JO - Cell Chemical Biology

JF - Cell Chemical Biology

SN - 2451-9448

IS - 9

ER -

Design and synthesis of a novel magnetic resonance imaging contrast agent for selective sensing of zinc ion

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this