N-Oxalylglycine - ≥98%, high purity , CAS No.5262-39-5

  • ≥98%
Item Number
N341017
Grouped product items
SKUSizeAvailabilityPrice Qty
N341017-100mg
100mg
In stock
$139.90
N341017-250mg
250mg
In stock
$314.90
N341017-1g
1g
In stock
$1,131.90
N341017-5g
5g
In stock
$5,090.90

a competitive inhibitor of prolyl 4-hydroxylase

Basic Description

SynonymsN-Oxalylglycine | 5262-39-5 | Oxalylglycine | Oxaloglycine | 2-((Carboxymethyl)amino)-2-oxoacetic acid | Glycine, N-(carboxycarbonyl)- | N-(carboxycarbonyl)glycine | 2-(carboxymethylamino)-2-oxoacetic acid | Pokkuri protein | UNII-VVW38EB8YS | VVW38EB8YS | Undecyl dodecyl phth
Specifications & Purity≥98%
Biochemical and Physiological MechanismsN-oxalyl glycine is an inhibitor of α-ketoglutaric acid dependent enzymes and mimics the initial step, but does not initiate the hydroxylation process. N-oxalyl-glycine has been used to inhibit histone lysine demethylases containing the Jumonji C domain.
Storage TempStore at 2-8°C
Shipped InWet ice
Product Description

N-Oxalylglycine is a cell permeable α-ketoglutarate analogue that functions as a competitive inhibitor of P4HA and PDI (prolyl 4-hydroxylase) which hydroxylates proline-rich peptides|in vitro|. Studies show that the glycine moiety of N-Oxalylglycine can be modified stereoselectively by acylsulfonamides or anilides binding to the ω-carboxylate group of the molecule resulting in a sharp reduction in activity. In addition, N-Oxalylglycine competes with αKG to bind to taurine/αKG dioxygenase resulting in inhibition of the enzyme. N-Oxalylglycine is an inhibitor of HIF PHD1 and HIF PHD2.

Product Properties

pKapKa: 2.83 (Predicted)
Ki DataProlyl 4-hydroxylase alpha-1 subunit: Ki= 540 nM (rat); P4HA1: Ki= 8 μM (human); HIF-1α: Ki= 1.2 mM (human)

Associated Targets(Human)

EGLN2 Tclin Egl nine homolog 2 (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
KDM6B Tchem Lysine-specific demethylase 6B (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
EGLN2 Tclin Hypoxia-inducible factor prolyl hydroxylase 1 (404 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDM4A Tchem Lysine-specific demethylase 4A (52245 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EGLN1 Tclin Egl nine homolog 1 (1702 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HIF1AN Tbio Hypoxia-inducible factor 1-alpha inhibitor (79 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDM4D Tchem Lysine-specific demethylase 4D (224 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDM4C Tchem Lysine-specific demethylase 4C (1129 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDM4E Tchem Lysine-specific demethylase 4D-like (40243 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDM3A Tchem Lysine-specific demethylase 3A (116 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDM2A Tchem Lysine-specific demethylase 2A (198 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDM6B Tchem Lysine-specific demethylase 6B (280 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PHF8 Tchem Histone lysine demethylase PHF8 (151 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDM5C Tchem Lysine-specific demethylase 5C (224 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDM7A Tchem Lysine-specific demethylase 7 (35 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FTO Tchem Alpha-ketoglutarate-dependent dioxygenase FTO (473 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDM5A Tchem Lysine-specific demethylase 5A (893 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALKBH3 Tchem Alpha-ketoglutarate-dependent dioxygenase alkB homolog 3 (119 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALKBH5 Tchem RNA demethylase ALKBH5 (134 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDM5B Tchem Lysine-specific demethylase 5B (814 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TET2 Tchem Methylcytosine dioxygenase TET2 (57 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALKBH2 Tbio DNA oxidative demethylase ALKBH2 (19 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

P4ha1 Prolyl 4-hydroxylase alpha-1 subunit (36 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SARS-CoV-2 (38078 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A085R Prolyl 4-hydroxylase (72 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
alkB Alpha-ketoglutarate-dependent dioxygenase AlkB (6 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Names and Identifiers

Pubchem Sid488194237
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/488194237
IUPAC Name 2-(carboxymethylamino)-2-oxoacetic acid
INCHI 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
Canonical SMILES C(C(=O)O)NC(=O)C(=O)O
Isomeric SMILES C(C(=O)O)NC(=O)C(=O)O
WGK Germany 3
PubChem CID 3080614
Molecular Weight 147.09

Certificates

Certificate of Analysis(COA)

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8 results found

Lot NumberCertificate TypeDateItem
D2324524Certificate of AnalysisApr 07, 2023 N341017
D2324596Certificate of AnalysisApr 07, 2023 N341017
D2324601Certificate of AnalysisApr 07, 2023 N341017
D2324604Certificate of AnalysisApr 07, 2023 N341017
D2324605Certificate of AnalysisApr 07, 2023 N341017
D2324606Certificate of AnalysisApr 07, 2023 N341017
D2324611Certificate of AnalysisApr 07, 2023 N341017
D2324653Certificate of AnalysisApr 07, 2023 N341017

Chemical and Physical Properties

SolubilitySoluble in water, DMSO (~10 mg/ml, purged with inert gas), ethanol (~10 mg/ml, purged with inert gas), and DMF (~5 mg/ml, purged with inert gas).
Sensitivitymoisture sensitive
Refractive Indexn20D1.52 (Predicted)

Safety and Hazards(GHS)

Pictogram(s) GHS07
Signal Warning
Hazard Statements

H302:Harmful if swallowed

Precautionary Statements

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P270:Do not eat, drink or smoke when using this product.

P330:Rinse mouth.

P301+P317:IF SWALLOWED: Get medical help.

WGK Germany 3

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