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O9390

N-Oxalylglycine

Name: N-Oxalylglycine
Brand: SIGMA

≥98% (HPLC), α-ketoglutarate-dependent enzyme inhibitor, solid

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About This Item

Empirical Formula (Hill Notation):

C₄H₅NO₅

CAS Number:

5262-39-5

Molecular Weight:

147.09

UNSPSC Code:

12352209

PubChem Substance ID:

329818940

NACRES:

NA.77

MDL number:

MFCD00913253

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

100

Storage condition:

desiccated

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Properties

Product Name

N-Oxalylglycine, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

solid

storage condition

desiccated

solubility

deionized water: >10 mg/mL

storage temp.

2-8°C

SMILES string

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)

InChI key

BIMZLRFONYSTPT-UHFFFAOYSA-N

Description

Biochem/physiol Actions

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.

N-Oxalylglycine is an inhibitor of α-ketoglutarate-dependent enzymes.

Features and Benefits

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.

pictograms

GHS07

signalword

Warning

hcodes

H302

pcodes

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Articles

Glutamate/GABA Synthesis & Metabolism

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Metformin suppresses HIF-1α expression in cancer-associated fibroblasts to prevent tumor-stromal cross talk in breast cancer.

Shan Shao et al.

FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 34(8), 10860-10870 (2020-06-28)

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An H3K9 methylation-dependent protein interaction regulates the non-enzymatic functions of a putative histone demethylase.

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

Genetic Regulation of Neuronal Progranulin Reveals a Critical Role for the Autophagy-Lysosome Pathway.

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

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Global Trade Item Number

SKU	GTIN
O9390-50MG	04061832632346
O9390-10MG	04061832632339