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Merck

D2141

6-Diazo-5-oxo-L-norleucine

≥95% (HPLC), suitable for ligand binding assays

Sinónimos:

(S)-2-Amino-6-diazo-5-oxocaproic acid, DON

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Fórmula empírica (notación de Hill):
C6H9N3O3
Número CAS:
157-03-9
Peso molecular:
171.15
NACRES:
NA.26
PubChem Substance ID:
24893639
UNSPSC Code:
12352209
MDL number:
MFCD00037218
Beilstein/REAXYS Number:
1725815

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Nombre del producto

6-Diazo-5-oxo-L-norleucine, powder

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

SMILES string

N[C@@H](CCC(=O)C=[N+]=[N-])C(O)=O

InChI key

YCWQAMGASJSUIP-YFKPBYRVSA-N

assay

≥95% (HPLC)

form

powder

technique(s)

ligand binding assay: suitable

color

faint yellow, to yellow or tan

antibiotic activity spectrum

neoplastics

mode of action

enzyme | inhibits

storage temp.

−20°C

Quality Level

200

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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.

General description

Chemical structure: amino acid derivatives

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

Clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificados de análisis (COA)

Lot/Batch Number
0000474367
0000474368
0000474367
0000474368
0000371455

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