Skip to Content
Merck
CN

Key Documents

View All Documentation

O9390

N-Oxalylglycine

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

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

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
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

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

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

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
092M4718V
129K47021
129K4702

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Articles

谷氨酸/GABA合成和代谢

谷氨酰胺是谷氨酸和GABA生物合成的常用前体。谷氨酰胺可以利用不同的谷氨酰胺载体在神经元和星形胶质细胞进行细胞内外转运。神经递质谷氨酸可以通过磷酸盐活化的谷氨酰胺酶的作用从谷氨酰胺合成。

Glutamate/GABA Synthesis & Metabolism

Glutamine's role in neurotransmitter synthesis and transport highlights its importance in neuronal function and glutamate production.

Discover Bioactive Small Molecules for Gene Regulation

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

View All Articles
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
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
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
View All Related Papers

Global Trade Item Number

SKUGTIN
O9390-10MG04061832632339
O9390-50MG04061832632346