Simple Esterification of [1-13C]-Alpha-Ketoglutarate Enhances Membrane Permeability and Allows for Noninvasive Tracing of Glutamate and Glutamine Production,ACS Chemical Biology

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Simple Esterification of [1-13C]-Alpha-Ketoglutarate Enhances Membrane Permeability and Allows for Noninvasive Tracing of Glutamate and Glutamine Production
ACS Chemical Biology ( IF 3.5 ) Pub Date : 2021-09-23 , DOI: 10.1021/acschembio.1c00561
Jenna E AbuSalim _{1,

2} , Kazutoshi Yamamoto ₃ , Natsuko Miura ₁ , Burchelle Blackman ₄ , Jeffrey R Brender ₃ , Chandrasekhar Mushti ₄ , Tomohiro Seki ₃ , Kevin A Camphausen ₁ , Rolf E Swenson ₄ , Murali C Krishna ₃ , Aparna H Kesarwala _{1,

2}

Affiliation

Alpha-ketoglutarate (α-KG) is a key metabolite and signaling molecule in cancer cells, but the low permeability of α-KG limits the study of α-KG mediated effects in vivo. Recently, cell-permeable monoester and diester α-KG derivatives have been synthesized for use in vivo, but many of these derivatives are not compatible for use in hyperpolarized carbon-13 nuclear magnetic resonance spectroscopy (HP-¹³C-MRS). HP-¹³C-MRS is a powerful technique that has been used to noninvasively trace labeled metabolites in real time. Here, we show that using diethyl-[1-¹³C]-α-KG as a probe in HP-¹³C-MRS allows for noninvasive tracing of α-KG metabolism in vivo.

中文翻译：

[1-13C]-α-酮戊二酸的简单酯化增强膜通透性并允许无创追踪谷氨酸和谷氨酰胺的产生

α-酮戊二酸 (α-KG) 是癌细胞中的关键代谢物和信号分子，但 α-KG 的低渗透性限制了 α-KG 介导的体内作用的研究。最近，细胞可渗透的单酯和二酯 α-KG 衍生物已合成用于体内，但这些衍生物中的许多与超极化碳 13 核磁共振波谱 (HP- ¹³ C-MRS) 的使用不相容。HP- ¹³ C-MRS 是一种强大的技术，已用于实时无创追踪标记的代谢物。在这里，我们展示了使用二乙基-[1- ¹³ C]-α-KG 作为 HP- ¹³ C-MRS 中的探针允许在体内无创追踪 α-KG 代谢。

更新日期：2021-11-19

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