D2141

6-Diazo-5-oxo-L-norleucine

>95% (TLC), suitable for ligand binding assays

• Synonym(s): (S)-2-Amino-6-diazo-5-oxocaproic acid, DON
• Empirical Formula (Hill Notation): C₆H₉N₃O₃
• CAS Number: 157-03-9
• Molecular Weight: 171.15
• Beilstein/REAXYS Number: 1725815
• MDL number: MFCD00037218
• UNSPSC Code: 12352209
• PubChem Substance ID: 24893639
• NACRES: NA.26

Properties

• Product Name: 6-Diazo-5-oxo-L-norleucine, crystalline
• assay: >95% (TLC)
• Quality Level: 200
• form: crystalline
• technique(s): ligand binding assay: suitable
• color: light yellow
• mp: 145 °C
• antibiotic activity spectrum: neoplastics
• mode of action: enzyme | inhibits
• storage temp.: −20°C
• SMILES string: N[C@@H](CCC(=O)C=[N+]=[N-])C(O)=O
• InChI: 1S/C6H9N3O3/c7-5(6(11)12)2-1-4(10)3-9-8/h3,5H,1-2,7H2,(H,11,12)/t5-/m0/s1
• InChI key: YCWQAMGASJSUIP-YFKPBYRVSA-N

Description

General description

Chemical structure: amino acid derivatives

Application

6-Diazo-5-oxo-L-norleucine (DON) has been used as an inhibitor of glutamine synthetase–glutamine(amide)-2-oxoglutarate aminotransferase.

Biochem/physiol Actions

6-Diazo-5-oxo-L-norleucine (DON), a glutamine analogue, is used as an inhibitor to study the function, specificity and characteristics of cytidine triphosphate synthase 1(s) (CTPS1) and various glutaminase(s). DON is used to inhibit glutamine (GLN) flux between cells.

DON is associated with a number of reactions involving L-glutamine as a nitrogen source, such as nucleic acid and protein synthesis. It is known to possess anticancer activity against choriocarcinoma.

DON is used to study mechanisms of glutamine utilizing enzymes such as carbamoyl phosphate synthase and cytidine triphosphate synthase.

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H301 + H311 + H331
• pcodes: P261 - P264 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges