6-DIAZO-5-OXO-L-NORLEUCINE

Bezeichnung:6-DIAZO-5-OXO-L-NORLEUCINE

CAS-Nr157-03-9

Englisch Name:6-DIAZO-5-OXO-L-NORLEUCINE

CBNumberCB6413936

SummenformelC6H9N3O3

Molgewicht171.15

MOL-Datei157-03-9.mol

6-DIAZO-5-OXO-L-NORLEUCINE physikalisch-chemischer Eigenschaften

Schmelzpunkt	145 °C
Siedepunkt	301.12°C (rough estimate)
Dichte	1.3994 (rough estimate)
Brechungsindex	1.5800 (estimate)
storage temp.	-20°C
Löslichkeit	DMSO (Slightly, Heated, Sonicated), Water (Slightly)
Aggregatzustand	crystalline
Farbe	light yellow
Merck	13,3026
BRN	1725815
Stabilität	Hygroscopic
InChI	InChI=1/C6H9N3O3/c7-5(6(11)12)2-1-4(10)3-9-8/h3,5H,1-2,7H2,(H,11,12)/t5-/s3
InChIKey	YCWQAMGASJSUIP-GQMHJJTINA-N
SMILES	C(C(=O)C=[N+]=[N-])C[C@H](N)C(=O)O \|&1:7,r\|

Sicherheit

Kennzeichnung gefährlicher	T
R-Sätze:	23/24/25
S-Sätze:	36/37/39-45
RIDADR	UN 2811 6.1/PG 3
WGK Germany	3
RTECS-Nr.	RC6340000
F	8

Gefahreninformationscode (GHS)

6-DIAZO-5-OXO-L-NORLEUCINE Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R23/24/25:Giftig beim Einatmen, Verschlucken und Berührung mit der Haut.
S-Sätze Betriebsanweisung:
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
Chemische Eigenschaften
Slightly yellow powder
Verwenden
6-Diazo-5-oxo-L-norleucine (DON) has been used as an inhibitor of glutamine synthetase–glutamine(amide)-2-oxoglutarate aminotransferase.
Definition
ChEBI: 6-diazo-5-oxo-L-norleucine is a non-proteinogenic L-alpha-amino acid that is L-norleucine which is substituted at position 5 by an oxo group and at position 6 by a diazo group. It is as inhibitor of various glutamine-utilising enzymes. It has a role as a bacterial metabolite, an analgesic, an antibacterial agent, an antiviral agent, an antineoplastic agent, an EC 6.3.5.5 [carbamoyl-phosphate synthase (glutamine-hydrolysing)] inhibitor, an EC 6.3.4.2 [CTP synthase (glutamine hydrolyzing)] inhibitor, an EC 6.3.5.3 (phosphoribosylformylglycinamidine synthase) inhibitor, an EC 6.3.5.2 [GMP synthase (glutamine-hydrolysing)] inhibitor, an antimetabolite, a glutamine antagonist, an apoptosis inducer, an EC 2.4.2.14 (amidophosphoribosyltransferase) inhibitor, an EC 3.5.1.2 (glutaminase) inhibitor, an EC 6.3.5.1 [NAD(+) synthase (glutamine-hydrolysing)] inhibitor and an EC 6.3.5.4 [asparagine synthase (glutamine-hydrolysing)] inhibitor. It is a non-proteinogenic L-alpha-amino acid, a diazo compound and a ketone. It is a tautomer of a 6-diazo-5-oxo-L-norleucine zwitterion.
Allgemeine Beschreibung
Chemical structure: amino acid derivatives
Biochem/physiol Actions
DON is used to study mechanisms of glutamine utilizing enzymes such as carbamoyl phosphate synthase and cytidine triphosphate synthase.
läuterung methode
Crystallise it from EtOH, H2O/EtOH, MeOH, 95% aqueous MeOH or H2O/Me2CO. [DeWald & Moor J Am Chem Soc 80 3944 1958, Dion et al. J Am Chem Soc 78 3075 1956, Beilstein 4 IV 3278.]

6-DIAZO-5-OXO-L-NORLEUCINE Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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