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O9390

Sigma-Aldrich

N-Oxalylglycine

≥98% (HPLC)

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About This Item

Formule empirique (notation de Hill):
C4H5NO5
Numéro CAS:
5262-39-5
Poids moléculaire :
147.09
Numéro MDL:
MFCD00913253
Code UNSPSC :
12352209
ID de substance PubChem :
329818940
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

solid

Conditions de stockage

desiccated

Solubilité

deionized water: >10 mg/mL

Température de stockage

2-8°C

Chaîne SMILES 

OC(=O)CNC(=O)C(O)=O

InChI

1S/C4H5NO5/c6-2(7)1-5-3(8)4(9)10/h1H2,(H,5,8)(H,6,7)(H,9,10)

Clé InChI

BIMZLRFONYSTPT-UHFFFAOYSA-N

Actions biochimiques/physiologiques

N-Oxalylglycine is an inhibitor of α-ketoglutarate-dependent enzymes and mimics the initial steps but does not initiate the hydroxylation process. N-Oxalylglycine has been used to inhibit Jumonji C-domain-containing histone lysine demethylases.

Caractéristiques et avantages

This compound is a featured product for Gene Regulation and Neuroscience research. Discover more featured Gene Regulation and Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Glutamate/GABA Synthesis and Metabolism page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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αAcide α-cétoglutarique ≥98.5% (NaOH, titration)

Sigma-Aldrich

K1750

αAcide α-cétoglutarique

αAcide α-cétoglutarique sodium salt ≥98% (titration)

Sigma-Aldrich

K1875

αAcide α-cétoglutarique sodium salt

Lisa P Elia et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 39(17), 3332-3344 (2019-01-31)
Deficient progranulin levels cause dose-dependent neurological syndromes: haploinsufficiency leads to frontotemporal lobar degeneration (FTLD) and nullizygosity produces adult-onset neuronal ceroid lipofuscinosis. Mechanisms controlling progranulin levels are largely unknown. To better understand progranulin regulation, we performed a genome-wide RNAi screen using
Gulzhan Raiymbek et al.
eLife, 9 (2020-03-21)
H3K9 methylation (H3K9me) specifies the establishment and maintenance of transcriptionally silent epigenetic states or heterochromatin. The enzymatic erasure of histone modifications is widely assumed to be the primary mechanism that reverses epigenetic silencing. Here, we reveal an inversion of this
Nathaniel W Mabe et al.
Cell reports, 33(5), 108341-108341 (2020-11-05)
Dysregulated gene expression is a common feature of cancer and may underlie some aspects of tumor progression, including tumor relapse. Here, we show that recurrent mammary tumors exhibit global changes in gene expression and histone modifications and acquire dependence on
Xiongwen Cao et al.
Cell reports, 30(12), 4152-4164 (2020-03-27)
Histone methyl groups can be removed by demethylases. Although LSD1 and JmjC domain-containing proteins have been identified as histone demethylases, enzymes for many histone methylation states or sites are still unknown. Here, we perform a screening of a cDNA library
Tim J Wigle et al.
Journal of biomolecular screening, 20(6), 810-820 (2015-03-11)
Demethylation of histones by lysine demethylases (KDMs) plays a critical role in controlling gene transcription. Aberrant demethylation may play a causal role in diseases such as cancer. Despite the biological significance of these enzymes, there are limited assay technologies for

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Histone Modification and Chromatin Remodeling | Epigenetics

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Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

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