N-OXALYL GLYCINE

Bezeichnung:N-OXALYL GLYCINE

CAS-Nr5262-39-5

Englisch Name:N-OXALYL GLYCINE

CBNumberCB0250467

SummenformelC4H5NO5

Molgewicht147.09

MOL-Datei5262-39-5.mol

N-OXALYL GLYCINE physikalisch-chemischer Eigenschaften

Dichte	1.638±0.06 g/cm3(Predicted)
storage temp.	Sealed in dry,Room Temperature
Löslichkeit	deionized water: >10mg/mL
Aggregatzustand	solid
pka	2.83±0.20(Predicted)
Farbe	White to off-white

Sicherheit

Kennzeichnung gefährlicher	Xi,Xn
R-Sätze:	22
WGK Germany	3
HazardClass	IRRITANT

Gefahreninformationscode (GHS)

N-OXALYL GLYCINE Chemische Eigenschaften,Einsatz,Produktion Methoden

Verwenden
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.
Verwenden
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.
Biologische Aktivität
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.
Einzelnachweise
[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.

N-OXALYL GLYCINE Upstream-Materialien And Downstream Produkte

N-OXALYL GLYCINE Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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