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Merck

90790

Sigma-Aldrich

L-α-羟基戊二酸 二钠盐

≥98.0% (GC)

别名:

(S)-2-羟基戊二酸 二钠盐, (S)-2-羟基戊二酸二钠

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About This Item

线性分子式:
C5H6O5Na2
CAS号:
分子量:
192.08
Beilstein:
5318042
MDL號碼:
分類程式碼代碼:
12352106
PubChem物質ID:
NACRES:
NA.32

化驗

≥98.0% (GC)

形狀

powder or crystals

光學活性

[α]/D -8.5±1.5°, c = 1 in 0.1 M NaOH

雜質

≤6.0% water

相關疾病

cancer

儲存溫度

2-8°C

SMILES 字串

[O-]C(CC[C@@H](C([O-])=O)O)=O.[Na+].[Na+]

InChI

1S/C5H8O5.2Na/c6-3(5(9)10)1-2-4(7)8;;/h3,6H,1-2H2,(H,7,8)(H,9,10);;/q;2*+1/p-2/t3-;;/m0../s1

InChI 密鑰

DZHFTEDSQFPDPP-QTNFYWBSSA-L

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一般說明

产气消化球菌(Peptococcus aerogenes)的无细胞提取物以NAD依赖性方式将谷氨酸代谢为α-羟基戊二酸。它是细菌的乙醛酸代谢过程中形成的中间体。

應用

L-α-羟基戊二酸二钠盐适用于收集缓冲液,用于提高缺氧诱导因子-1 α(HIF-1 α)的回收率,HIF-1 α是人肿瘤的缺氧标志物。它也适用于放射性标记的5mC-5hmC转化试验,以研究2-HG对甲基羟化酶TET家族的影响。

生化/生理作用

罕见的L-2-HG脱氢酶缺陷可引起L-α-羟基戊二酸积累,导致代谢紊乱L-2-羟基戊二酸尿症(L-2HGA)。L-2HGA与神经元缺陷、脑白质营养不良以及脑肿瘤风险增加有关。

包裝

无底玻璃瓶。内含物装在插入的融合锥内。

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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The production of alpha-hydroxyglutaric acid from glutamic acid by cell-free preparations of Peptococcus aerogenes.
W M Johnson et al.
Canadian journal of biochemistry, 47(12), 1103-1107 (1969-12-01)
Hugh Colvin et al.
Scientific reports, 6, 36289-36289 (2016-11-09)
Deranged metabolism is a hallmark of cancer, playing a significant role in driving the disease process. One such example is the induction of carcinogenesis by the oncometabolite D-2 hydroxyglutarate (D-2HG), which is produced by the mutated enzyme isocitrate dehydrogenase (IDH)
Rapid separation of some common intermediates of microbial metabolism by thin-layer chromatography.
A S Bleiweis et al.
Analytical biochemistry, 20(2), 335-338 (1967-08-01)
A S Bleiweis et al.
Journal of bacteriology, 94(5), 1560-1564 (1967-11-01)
Aspergillus glaucus, cultured on sodium propionate-mineral salts medium, incorporates (14)C-glyoxylate into labeled alpha-hydroxyglutaric acid within 30 sec. Mycelial extracts retain this biosynthetic capacity, which is destroyed by heating. Propionyl-2-(14)C-coenzyme A also in incorporated into labeled alpha-hydroxyglutaric acid by these mycelial
Peppi Koivunen et al.
Nature, 483(7390), 484-488 (2012-02-22)
The identification of succinate dehydrogenase (SDH), fumarate hydratase (FH) and isocitrate dehydrogenase (IDH) mutations in human cancers has rekindled the idea that altered cellular metabolism can transform cells. Inactivating SDH and FH mutations cause the accumulation of succinate and fumarate

实验方案

We describe here a rapid and sensitive method to separate and measure D-2-OHG and L-2-OHG enantiomers using high-resolution mass spectrometry (HRMS) detection.

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