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33515

Sigma-Aldrich

6-Diazo-5-oxo-L-norleucine

≥98.0% (UV)

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:
Molecular Weight:
171.15
Beilstein:
1725815
MDL number:
UNSPSC Code:
51101500

Assay

≥98.0% (UV)

mp

~145 °C (dec.)

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

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General description

Chemical structure: amino acid derivatives

Application

Inhibits purine synthesis. An analogue of glutamine, inhibiting glutamine-requiring enzymes.

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Jun Zhao et al.
Cell metabolism, 31(5), 937-955 (2020-04-24)
Cell proliferation and inflammation are two metabolically demanding biological processes. How these competing processes are selectively executed in the same cell remains unknown. Here, we report that the enzyme carbamoyl-phosphate synthetase, aspartyl transcarbamoylase, and dihydroorotase (CAD) deamidates the RelA subunit

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