所有图片(1)
别名:
(2R)-2-羟基戊二酸辛酯, (2R)-辛基-α-羟基戊二酸, 1-辛基-D-2-羟基戊二酸盐, 1-辛基酯, R-2HG 辛基酯, 羟基戊二酸, 辛-D-2HG, 辛基-2HG
经验公式（希尔记法）:
C13H24O5
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检测方案
≥98% (HPLC)
形式
film
储存条件
desiccated
颜色
colorless
溶解性
DMSO: 2 mg/mL, clear
储存温度
−20°C
应用
辛基-（R）-2羟基戊二酸酯（HG）已被用作胶质母细胞瘤细胞中的膜渗透性致癌代谢物（oncometabolite），用于测试其对NANOG转录因子表达的影响。它还被用作酮戊二酸酯（α-KG）依赖性脱氧酶α的竞争性抑制剂。
生化/生理作用
辛基-(R)-2HG (Octyl-D-2HG) 是肿瘤细胞因 NADP + 依赖性异柠檬酸脱氢酶基因 IDH1 和 IDH2 突变而产生的肿瘤代谢产物 D-2-羟基戊二酸盐 (D-2HG) 的膜渗透前体形式。D-2HG 通过与 α-KG 结合竞争抑制多种 α-酮戊二酸/α-KG-依赖性双加氧酶。通过 Octyl-(R)-2HG 处理 (1-50 mM) 的细胞 D-2HG 传递显示出抑制脱甲基酶活性（~148%H3K9me2 和 ~310%H3K79me2 上调；U-87 mg 中 50 mm）以及因为分别抑制 α-KG-依赖性双加氧酶脯氨酰羟化酶 (PHD) 和胶原脯氨酰-4-羟化酶 (C-P4H)而增加 HIF-1α通过, 降低内皮抑素水平。
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
Zachary J Reitman et al.
The Journal of biological chemistry, 289(34), 23318-23328 (2014-07-06)
Mutations in the cytosolic NADP(+)-dependent isocitrate dehydrogenase (IDH1) occur in several types of cancer, and altered cellular metabolism associated with IDH1 mutations presents unique therapeutic opportunities. By altering IDH1, these mutations target a critical step in reductive glutamine metabolism, the
alpha-Ketoglutarate-Activated NF-$\kappa$B Signaling Promotes Compensatory Glucose Uptake and Brain Tumor Development
Wang X, et al.
Molecular Cell, 76(1), 148-162 (2019)
IDH1R132H Causes Resistance to HDAC Inhibitors by Increasing NANOG in Glioblastoma Cells
Kim G H, et al.
International Journal of Molecular Sciences, 20(11), 2679-2679 (2019)
Jing-Yi Chen et al.
Scientific reports, 6, 32428-32428 (2016-09-01)
Mutations of isocitrate dehydrogenase 1 (IDH1) and IDH2 in acute myeloid leukemia (AML) cells produce the oncometabolite R-2-hydroxyglutarate (R-2HG) to induce epigenetic alteration and block hematopoietic differentiation. However, the effect of R-2HG released by IDH-mutated AML cells on the bone
Parker L Sulkowski et al.
Science translational medicine, 9(375) (2017-02-06)
2-Hydroxyglutarate (2HG) exists as two enantiomers, (R)-2HG and (S)-2HG, and both are implicated in tumor progression via their inhibitory effects on α-ketoglutarate (αKG)-dependent dioxygenases. The former is an oncometabolite that is induced by the neomorphic activity conferred by isocitrate dehydrogenase
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