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Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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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
Synonyms | NOG | Oxalylglycine | 2-[(Carboxymethyl)amino]-2-oxoacetic Acid | N-Oxalylglycine | 4idz | 2-(carboxyformamido)acetic acid | oxamic acid, (carboxymethyl)- | AS-60026 | CHEBI:44482 | Glycine, N-(carboxycarbonyl)- | MFCD00913253 | n-oxalyl glycine | Pokkuri |
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Specifications & Purity | ≥98% |
Biochemical and Physiological Mechanisms | N-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 Temp | Store at 2-8°C |
Shipped In | Wet 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. |
pKa | pKa: 2.83 (Predicted) |
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Ki Data | Prolyl 4-hydroxylase alpha-1 subunit: Ki= 540 nM (rat); P4HA1: Ki= 8 μM (human); HIF-1α: Ki= 1.2 mM (human) |
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Pubchem Sid | 488194237 |
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Pubchem Sid Url | https://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 |
Enter Lot Number to search for COA:
Find and download the COA for your product by matching the lot number on the packaging.
Lot Number | Certificate Type | Date | Item |
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D2324524 | Certificate of Analysis | Apr 07, 2023 | N341017 |
D2324596 | Certificate of Analysis | Apr 07, 2023 | N341017 |
D2324601 | Certificate of Analysis | Apr 07, 2023 | N341017 |
D2324604 | Certificate of Analysis | Apr 07, 2023 | N341017 |
D2324605 | Certificate of Analysis | Apr 07, 2023 | N341017 |
D2324606 | Certificate of Analysis | Apr 07, 2023 | N341017 |
D2324611 | Certificate of Analysis | Apr 07, 2023 | N341017 |
D2324653 | Certificate of Analysis | Apr 07, 2023 | N341017 |
Solubility | Soluble 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). |
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Sensitivity | moisture sensitive |
Refractive Index | n20D1.52 (Predicted) |
Pictogram(s) | GHS07 |
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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 |