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N-OXALYL GLYCINE, also known as Oxalylglycine, is an amino dicarboxylic acid that is iminodiacetic acid with an oxo substituent. It is a cell permeable inhibitor of α-ketoglutarate-dependent enzymes, including JMJD2A, JMJD2C, and JMJD2E, as well as the prolyl hydroxylase domain-containing proteins PHD1 and PHD2. It is also a broad-spectrum 2OG oxygenase inhibitor and can be found as a natural product in rhubarb and spinach leaves.
Used in Anticancer Applications:
N-OXALYL GLYCINE is used as an inhibitor for α-ketoglutarate-dependent enzymes, such as JMJD2A, JMJD2C, and JMJD2E, which are implicated in certain diseases, including cancer. It serves as a potential anticancer agent and a tool for elucidating the biological functions of JMJDs.
Used in Hypoxic Response and Chromatin Modification Studies:
N-OXALYL GLYCINE is used as a broad-spectrum 2OG oxygenase inhibitor in studies of the hypoxic response and chromatin modifications in animals.
Used in Drug Synthesis:
N-OXALYL GLYCINE is used as a reagent in the synthesis of bipyridinedicarboxylates, which are inhibitors of CP4H and may be used in the treatment of fibrotic diseases and metastatic breast cancer.
Used in Pharmaceutical Industry:
N-OXALYL GLYCINE is used as an inhibitor of alpha-ketoglutarate dependent enzymes (EC 1.14.11.) for the development of potential therapeutic agents targeting various diseases, including cancer.
Used in Research and Development:
N-OXALYL GLYCINE is used as a research tool to study the functions and inhibition of α-ketoglutarate-dependent enzymes, contributing to the understanding of their roles in various biological processes and diseases.

5262-39-5

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5262-39-5 Usage

Biological Activity

n-oxalylglycine, as known as nog, is a cell permeable inhibitor of α-ketoglutarate-dependent enzymes which include jmjd2a, jmjd2c, and jmjd2e. nog also blocks the prolyl hydroxylase domain-containing proteins phd1 and phd2. demethylation of the methylated forms of histone 3 lysine 9 (h3k9) and h3k36 can be catalyzed by jmjd2 subfamily of histone demethylases. since histone demethylases are related to certain diseases, including cancer, selective inhibitors functions as anticancer agents and potential tools for clarifying the biological functions of jmjds.

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.

in vitro

nog was identified as a natural product and presented in plants, including rheum rhabarbarum (rhubarb) and spinach oleracea (spinach) leaves. however, there was no nog observed human embryonic kidney cells (hek 293t) or escherchia coli. nog regulated gene expression via blocking 2-oxoglutarate-dependent oxygenases [1].

IC 50

250 μm: inhibits α-ketoglutarate-dependent enzyme jumonji domain-containing protein 2 (jmjd2) a.

references

[1]. al-qahtani, k., jabeen, b., sekirnik, r., riaz, n., claridge, t., schofield, c., & mccullagh, j. the broad spectrum 2-oxoglutarate oxygenase inhibitor n-oxalylglycine is present in rhubarb and spinach leaves. phytochemistry. 2015; 117: 456-461.

Check Digit Verification of cas no

The CAS Registry Mumber 5262-39-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,2,6 and 2 respectively; the second part has 2 digits, 3 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 5262-39:
(6*5)+(5*2)+(4*6)+(3*2)+(2*3)+(1*9)=85
85 % 10 = 5
So 5262-39-5 is a valid CAS Registry Number.
InChI:InChI=1/C4H5NO5/c6-2(7)1-5-3(8)4(9)10/h1H2,(H,5,8)(H,6,7)(H,9,10)

5262-39-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name N-oxalylglycine

1.2 Other means of identification

Product number -
Other names OGA

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5262-39-5 SDS

5262-39-5Downstream Products

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