ChemicalBook >> CAS DataBase List >>N-OXALYL GLYCINE

N-OXALYL GLYCINE

CAS No.
5262-39-5
Chemical Name:
N-OXALYL GLYCINE
Synonyms
NOG;SYM1;SYNS1;N-OXALYL GLYINE;N-OXALYL GLYCINE;Mouse bearing tumor;N-Oxalylglycine (NOG);In vivo drug screening;Tumor modeling services;Human NOG Protein, Fc Tag
CBNumber:
CB0250467
Molecular Formula:
C4H5NO5
Molecular Weight:
147.09
MDL Number:
MFCD00913253
MOL File:
5262-39-5.mol
MSDS File:
SDS
Last updated:2024-11-19 23:02:33

N-OXALYL GLYCINE Properties

Density 1.638±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility deionized water: >10mg/mL
form solid
pka 2.83±0.20(Predicted)
color White to off-white
FDA UNII VVW38EB8YS

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Signal word  Warning
Hazard statements  H302
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P501
Precautionary statements  P264-P270-P301+P312-P501
Hazard Codes  Xi,Xn
Risk Statements  22
WGK Germany  3
HazardClass  IRRITANT
NFPA 704
0
2 0

N-OXALYL GLYCINE price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich O9390 N-Oxalylglycine ≥98% (HPLC) 10MG $106 2024-03-01 Buy
Sigma-Aldrich O9390 N-Oxalylglycine ≥98% (HPLC) 50MG $419 2024-03-01 Buy
Cayman Chemical 13944 N-Oxalylglycine ≥98% 5262-39-5 5mg $32 2024-03-01 Buy
Cayman Chemical 13944 N-Oxalylglycine ≥98% 5262-39-5 10mg $57 2024-03-01 Buy
Cayman Chemical 13944 N-Oxalylglycine ≥98% 5262-39-5 50mg $116 2024-03-01 Buy
Product number Packaging Price Buy
O9390 10MG $106 Buy
O9390 50MG $419 Buy
13944 5mg $32 Buy
13944 10mg $57 Buy
13944 50mg $116 Buy

N-OXALYL GLYCINE Chemical Properties,Uses,Production

Uses

Oxalylglycine is a broad-spectrum 2OG oxygenase inhibitor that is used in studies of the hypoxic response and chromatin modifications in animals. Oxalylglycine is present as a natural product in rhubarb and spinach leaves. It is also used as a reagent in the synthesis of bipyridinedicarboxylates which are inhibitors of CP4H and therefore may be used in the treatment of fibrotic diseases and metastatic breast cancer.

Uses

The jumonji domain-containing protein 2 (JMJD2) subfamily of histone demethylases have been shown to catalyze demethylation of the methylated forms of histone 3 lysine 9 (H3K9) and H3K36 in vitro and in cells. Because histone demethylases are implicated in certain diseases, including cancer, selective inhibitors are candidate anticancer agents as well as potential tools for elucidating the biological functions of JMJDs. N-Oxalylglycine, the amide analog of α-ketoglutarate, is a cell permeable inhibitor of α-ketoglutarate-dependent enzymes, including JMJD2A, JMJD2C, and JMJD2E (IC50s = 250, 500, and 24 μM, respectively). It can also inhibit the prolyl hydroxylase domain-containing proteins PHD1 and PHD2 with IC50 values of 2.1 and 5.6 μM, respectively.[Cayman Chemical]

Definition

ChEBI: An amino dicarboxylic acid that is iminodiacetic acid with an oxo substituent. It is used as an inhibitor of alpha-ketoglutarate dependent (EC 1.14.11.*) enzymes.

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.

1365536-49-7
5262-39-5
Synthesis of N-OXALYL GLYCINE from Glycine, N-(2-methoxy-2-oxoacetyl)-, ethyl ester
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View Lastest Price from N-OXALYL GLYCINE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N-Oxalylglycine pictures 2024-11-19 N-Oxalylglycine
5262-39-5
US $62.00-42.00 / mg 99.23% 10g TargetMol Chemicals Inc.
  • N-Oxalylglycine pictures
  • N-Oxalylglycine
    5262-39-5
  • US $62.00-42.00 / mg
  • 99.23%
  • TargetMol Chemicals Inc.

N-OXALYL GLYCINE Spectrum

N-OXALYL GLYINE 2-((Carboxymethyl)amino)-2-oxoacetic acid SYM1 SYNS1 N-OXALYL GLYCINE NOG Glycine,N-(carboxycarbonyl)- Human NOG Protein, His Tag Human NOG Protein, Fc Tag N-OXALYL GLYCINE USP/EP/BP N-Oxalylglycine (NOG) N Oxalylglycine,NOxalylglycine Tumor modeling services In vivo drug screening Mouse bearing tumor 5262-39-5 C4H5NO5 Bio-material NONE Other