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D2141

6-Diazo-5-oxo-L-norleucine

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C6H9N3O3
CAS Number:
157-03-9
Molecular Weight:
171.15
NACRES:
NA.26
PubChem Substance ID:
24893639
UNSPSC Code:
12352209
MDL number:
MFCD00037218
Beilstein/REAXYS Number:
1725815
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Product Name

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

assay

≥95% (HPLC)

Quality Level

200

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

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

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

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

pictograms

Skull and crossbones
GHS06

signalword

Danger

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
069M4084V
029M4072V
108M4013V
038M4008V
107M4026V

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Articles

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Glutamine Metabolism in Cancer Cells

Sigma article discusses tumor cell metabolic pathways, focusing on aerobic glycolysis and mitochondrial activity.

Global Trade Item Number

SKUGTIN
D2141-25MG04061833561690
D2141-5MG04061833561706