6-trifluoromethylpyridoxine: Novel 19F NMR pH indicator for in vivo detection

Jian Xin Yu; Weina Cui; Vincent A. Bourke; Ralph P. Mason

doi:10.1021/jm300520q

6-trifluoromethylpyridoxine: Novel ¹⁹F NMR pH indicator for in vivo detection

Jian Xin Yu, Weina Cui, Vincent A. Bourke, Ralph P. Mason

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

20 Scopus citations

Abstract

pH plays an important role in tumor proliferation, angiogenesis, metabolic control, and the efficacy of cytotoxic therapy, and accurate noninvasive assessment of tumor pH promises to provide insight into developmental processes and prognostic information. In this paper, we report the design, synthesis, and characterization of two novel pH indicators 6-trifluoromethylpyridoxine 8 and α ⁴,α ⁵-di-O-[3′-O-(β-d- glucopyranosyl)propyl]-6-trifluoromethylpyridoxine 17 and demonstrate 8 as an extracellular ¹⁹F NMR pH probe to assess pH _e of various tumors in vivo.

Original language	English (US)
Pages (from-to)	6814-6821
Number of pages	8
Journal	Journal of Medicinal Chemistry
Volume	55
Issue number	15
DOIs	https://doi.org/10.1021/jm300520q
State	Published - Aug 9 2012

ASJC Scopus subject areas

Molecular Medicine
Drug Discovery

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title = "6-trifluoromethylpyridoxine: Novel 19F NMR pH indicator for in vivo detection",

abstract = "pH plays an important role in tumor proliferation, angiogenesis, metabolic control, and the efficacy of cytotoxic therapy, and accurate noninvasive assessment of tumor pH promises to provide insight into developmental processes and prognostic information. In this paper, we report the design, synthesis, and characterization of two novel pH indicators 6-trifluoromethylpyridoxine 8 and α 4,α 5-di-O-[3′-O-(β-d- glucopyranosyl)propyl]-6-trifluoromethylpyridoxine 17 and demonstrate 8 as an extracellular 19F NMR pH probe to assess pH e of various tumors in vivo.",

author = "Yu, {Jian Xin} and Weina Cui and Bourke, {Vincent A.} and Mason, {Ralph P.}",

year = "2012",

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language = "English (US)",

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T1 - 6-trifluoromethylpyridoxine

T2 - Novel 19F NMR pH indicator for in vivo detection

AU - Yu, Jian Xin

AU - Cui, Weina

AU - Bourke, Vincent A.

AU - Mason, Ralph P.

PY - 2012/8/9

Y1 - 2012/8/9

N2 - pH plays an important role in tumor proliferation, angiogenesis, metabolic control, and the efficacy of cytotoxic therapy, and accurate noninvasive assessment of tumor pH promises to provide insight into developmental processes and prognostic information. In this paper, we report the design, synthesis, and characterization of two novel pH indicators 6-trifluoromethylpyridoxine 8 and α 4,α 5-di-O-[3′-O-(β-d- glucopyranosyl)propyl]-6-trifluoromethylpyridoxine 17 and demonstrate 8 as an extracellular 19F NMR pH probe to assess pH e of various tumors in vivo.

AB - pH plays an important role in tumor proliferation, angiogenesis, metabolic control, and the efficacy of cytotoxic therapy, and accurate noninvasive assessment of tumor pH promises to provide insight into developmental processes and prognostic information. In this paper, we report the design, synthesis, and characterization of two novel pH indicators 6-trifluoromethylpyridoxine 8 and α 4,α 5-di-O-[3′-O-(β-d- glucopyranosyl)propyl]-6-trifluoromethylpyridoxine 17 and demonstrate 8 as an extracellular 19F NMR pH probe to assess pH e of various tumors in vivo.

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JO - Journal of Medicinal Chemistry

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IS - 15

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6-trifluoromethylpyridoxine: Novel ¹⁹F NMR pH indicator for in vivo detection

Abstract

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