SML2200
辛-(R)-2HG
≥98% (HPLC), film, α-KG-dependent dioxygenases prolyl hydroxylases inhibitor
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
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关于此项目
经验公式（希尔记法）:
C13H24O5
化学文摘社编号:
分子量:
260.33
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
产品名称
辛-(R)-2HG, ≥98% (HPLC)
SMILES string
O[C@H](CCC(=O)O)C(=O)OCCCCCCCC
InChI key
UJZOKTKSGUOCCM-LLVKDONJSA-N
assay
≥98% (HPLC)
form
film
storage condition
desiccated
color
colorless
solubility
DMSO: 2 mg/mL, clear
storage temp.
−20°C
相关类别
Application
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。
Biochem/physiol Actions
抑制 α-酮戊二酸/α-KG 依赖性双加氧酶类的肿瘤代谢产物 D-2-羟基戊二酸的膜渗透前体形式。
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。
Preparation Note
该化合物未报告密度。分子量为260.33。DMSO中的溶解性经测试为2 mg/mL，然而其他数据来源表明其在DMSO中的溶解度可高达10 mg/mL。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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