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Merck

D2141

6-Diazo-5-oxo-L-norleucine

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

동의어(들):

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

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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C6H9N3O3
CAS 번호:
Molecular Weight:
171.15
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
MDL number:
Beilstein/REAXYS Number:
1725815
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제품 이름

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

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.

pictograms

Skull and crossbones

signalword

Danger

Hazard Classifications

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

저장 등급

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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P Freund et al.
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The signal transducer and activator of transcription 5 (STAT5) regulates differentiation, survival, proliferation and transformation of hematopoietic cells. Upon cytokine stimulation, STAT5 tyrosine phosphorylation (pYSTAT5) is transient, while in diverse neoplastic cells persistent overexpression and enhanced pYSTAT5 are frequently found.
Yingyue Zhang et al.
Journal of agricultural and food chemistry, 67(30), 8411-8418 (2019-06-28)
Economic loss of postharvest wheat under poor storage conditions due to fungal spoilage and mycotoxin contamination is severe. In order to study the influencing factors of the aggravation of mildew in natural wheat during storage, we assessed changes in Fusarium
María M E Belizán et al.
International journal of food microbiology, 305, 108242-108242 (2019-06-10)
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Laura M Shelton et al.
International journal of cancer, 127(10), 2478-2485 (2010-05-18)
Metastatic cancer is a major cause of morbidity and mortality. Current therapeutic options consist of chemotherapy, radiation or targeted therapies. However, these therapies are often toxic, effective over a small range of cancer types or result in drug resistance. Therefore

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

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