D2141

6-Diazo-5-oxo-L-Norleucin

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

• Synonym(e): (S)-2-Amino-6-diazo-5-oxo-capronsäure, DON
• Empirische Formel (Hill-System): C₆H₉N₃O₃
• CAS-Nummer: 157-03-9
• Molekulargewicht: 171.15
• Beilstein: 1725815
• MDL-Nummer: MFCD00037218
• UNSPSC-Code: 12352209
• PubChem Substanz-ID: 24893639
• NACRES: NA.26

Eigenschaften

• product name: 6-Diazo-5-oxo-L-Norleucin, crystalline
• Assay: >95% (TLC)
• Qualitätsniveau: 200
• Form: crystalline
• Methode(n): ligand binding assay: suitable
• Farbe: light yellow
• mp (Schmelzpunkt): 145 °C
• Wirkungsspektrum von Antibiotika: neoplastics
• Wirkungsweise: enzyme | inhibits
• Lagertemp.: −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
• InChIKey: YCWQAMGASJSUIP-YFKPBYRVSA-N

Beschreibung

Allgemeine Beschreibung

Chemical structure: amino acid derivatives

Anwendung

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

Biochem./physiol. Wirkung

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.

Sicherheitshinweise

• Piktogramme: GHS06
• Signalwort: Danger
• H-Sätze: H301 + H311 + H331
• P-Sätze: P261 - P264 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311
• Gefahreneinstufungen: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral
• Lagerklassenschlüssel: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges