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Design, Synthesis, and Chemical and Biological Properties of Cyclic ADP-4-Thioribose as a Stable Equivalent of Cyclic ADP-Ribose

Standard

Design, Synthesis, and Chemical and Biological Properties of Cyclic ADP-4-Thioribose as a Stable Equivalent of Cyclic ADP-Ribose. / Tsuzuki, Takayoshi; Takano, Satoshi; Sakaguchi, Natsumi; Kudoh, Takashi; Murayama, Takashi; Sakurai, Takashi; Hashii, Minako; Higashida, Haruhiro; Weber, Karin; Guse, Andreas H; Kameda, Tomoshi; Hirokawa, Takatsugu; Kumaki, Yasuhiro; Arisawa, Mitsuhiro; Potter, Barry V L; Shuto, Satoshi.

in: Messenger (Los Angel), Jahrgang 3, Nr. 1-2, 01.06.2014, S. 35-51.

Publikationen: SCORING: Beitrag in Fachzeitschrift/Zeitung › SCORING: Zeitschriftenaufsatz › Forschung › Begutachtung

Harvard

Tsuzuki, T, Takano, S, Sakaguchi, N, Kudoh, T, Murayama, T, Sakurai, T, Hashii, M, Higashida, H, Weber, K, Guse, AH, Kameda, T, Hirokawa, T, Kumaki, Y, Arisawa, M, Potter, BVL & Shuto, S 2014, 'Design, Synthesis, and Chemical and Biological Properties of Cyclic ADP-4-Thioribose as a Stable Equivalent of Cyclic ADP-Ribose', Messenger (Los Angel), Jg. 3, Nr. 1-2, S. 35-51. https://doi.org/10.1166/msr.2014.1035

APA

Tsuzuki, T., Takano, S., Sakaguchi, N., Kudoh, T., Murayama, T., Sakurai, T., Hashii, M., Higashida, H., Weber, K., Guse, A. H., Kameda, T., Hirokawa, T., Kumaki, Y., Arisawa, M., Potter, B. V. L., & Shuto, S. (2014). Design, Synthesis, and Chemical and Biological Properties of Cyclic ADP-4-Thioribose as a Stable Equivalent of Cyclic ADP-Ribose. Messenger (Los Angel), 3(1-2), 35-51. https://doi.org/10.1166/msr.2014.1035

Vancouver

Tsuzuki T, Takano S, Sakaguchi N, Kudoh T, Murayama T, Sakurai T et al. Design, Synthesis, and Chemical and Biological Properties of Cyclic ADP-4-Thioribose as a Stable Equivalent of Cyclic ADP-Ribose. Messenger (Los Angel). 2014 Jun 1;3(1-2):35-51. https://doi.org/10.1166/msr.2014.1035

Bibtex

@article{a55c06c4637947eebe6af17693c50579,
title = "Design, Synthesis, and Chemical and Biological Properties of Cyclic ADP-4-Thioribose as a Stable Equivalent of Cyclic ADP-Ribose",
abstract = "Here we describe the successful synthesis of cyclic ADP-4-thioribose (cADPtR, 3), designed as a stable mimic of cyclic ADP-ribose (cADPR, 1), a Ca2+-mobilizing second messenger, in which the key N1-β-thioribosyladenosine structure was stereoselectively constructed by condensation between the imidazole nucleoside derivative 8 and the 4-thioribosylamine 7 via equilibrium in 7 between the α-anomer (7α) and the β-anomer (7β) during the reaction course. cADPtR is, unlike cADPR, chemically and biologically stable, while it effectively mobilizes intracellular Ca2+ like cADPR in various biological systems, such as sea urchin homogenate, NG108-15 neuronal cells, and Jurkat T-lymphocytes. Thus, cADPtR is a stable equivalent of cADPR, which can be useful as a biological tool for investigating cADPR-mediated Ca2+-mobilizing pathways.",
author = "Takayoshi Tsuzuki and Satoshi Takano and Natsumi Sakaguchi and Takashi Kudoh and Takashi Murayama and Takashi Sakurai and Minako Hashii and Haruhiro Higashida and Karin Weber and Guse, {Andreas H} and Tomoshi Kameda and Takatsugu Hirokawa and Yasuhiro Kumaki and Mitsuhiro Arisawa and Potter, {Barry V L} and Satoshi Shuto",
year = "2014",
month = jun,
day = "1",
doi = "10.1166/msr.2014.1035",
language = "English",
volume = "3",
pages = "35--51",
journal = "Messenger (Los Angel)",
issn = "2167-955X",
number = "1-2",

}

RIS

TY - JOUR

T1 - Design, Synthesis, and Chemical and Biological Properties of Cyclic ADP-4-Thioribose as a Stable Equivalent of Cyclic ADP-Ribose

AU - Tsuzuki, Takayoshi

AU - Takano, Satoshi

AU - Sakaguchi, Natsumi

AU - Kudoh, Takashi

AU - Murayama, Takashi

AU - Sakurai, Takashi

AU - Hashii, Minako

AU - Higashida, Haruhiro

AU - Weber, Karin

AU - Guse, Andreas H

AU - Kameda, Tomoshi

AU - Hirokawa, Takatsugu

AU - Kumaki, Yasuhiro

AU - Arisawa, Mitsuhiro

AU - Potter, Barry V L

AU - Shuto, Satoshi

PY - 2014/6/1

Y1 - 2014/6/1

N2 - Here we describe the successful synthesis of cyclic ADP-4-thioribose (cADPtR, 3), designed as a stable mimic of cyclic ADP-ribose (cADPR, 1), a Ca2+-mobilizing second messenger, in which the key N1-β-thioribosyladenosine structure was stereoselectively constructed by condensation between the imidazole nucleoside derivative 8 and the 4-thioribosylamine 7 via equilibrium in 7 between the α-anomer (7α) and the β-anomer (7β) during the reaction course. cADPtR is, unlike cADPR, chemically and biologically stable, while it effectively mobilizes intracellular Ca2+ like cADPR in various biological systems, such as sea urchin homogenate, NG108-15 neuronal cells, and Jurkat T-lymphocytes. Thus, cADPtR is a stable equivalent of cADPR, which can be useful as a biological tool for investigating cADPR-mediated Ca2+-mobilizing pathways.

AB - Here we describe the successful synthesis of cyclic ADP-4-thioribose (cADPtR, 3), designed as a stable mimic of cyclic ADP-ribose (cADPR, 1), a Ca2+-mobilizing second messenger, in which the key N1-β-thioribosyladenosine structure was stereoselectively constructed by condensation between the imidazole nucleoside derivative 8 and the 4-thioribosylamine 7 via equilibrium in 7 between the α-anomer (7α) and the β-anomer (7β) during the reaction course. cADPtR is, unlike cADPR, chemically and biologically stable, while it effectively mobilizes intracellular Ca2+ like cADPR in various biological systems, such as sea urchin homogenate, NG108-15 neuronal cells, and Jurkat T-lymphocytes. Thus, cADPtR is a stable equivalent of cADPR, which can be useful as a biological tool for investigating cADPR-mediated Ca2+-mobilizing pathways.

U2 - 10.1166/msr.2014.1035

DO - 10.1166/msr.2014.1035

M3 - SCORING: Journal article

C2 - 27200225

VL - 3

SP - 35

EP - 51

JO - Messenger (Los Angel)

JF - Messenger (Los Angel)

SN - 2167-955X

IS - 1-2

ER -