6-DIAZO-5-OXO-L-NORLEUCINE

cas: 157-03-9 — see every product listed under this CAS number, including other names

6-DIAZO-5-OXO-L-NORLEUCINE (CAS 157-03-9) is a chemical reagent available from Chemat. Available pack sizes: 25MG, 5MG. Offered by: Sigma-Aldrich.

brandSigma-Aldrich
catalog numberD2141-25MG
cas157-03-9
size25MG
availability availability
Documents: Safety Data Sheet (MSDS)

Available pack sizes

brand size price
Sigma-Aldrich 25MG 1070.00 Pln
Sigma-Aldrich 5MG 328.00 Pln

properties

purityNo data
delivery time1-2 weeks (only if in stock, to check click on availability)
Structural formula: {0} (CAS {1})

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 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, a glutamine antagonist, an EC 2.4.2.14 (amidophosphoribosyltransferase) inhibitor, an EC 6.3.5.1 [NAD(+) synthase (glutamine-hydrolysing)] inhibitor, an EC 6.3.5.4 [asparagine synthase (glutamine-hydrolysing)] inhibitor, an antiviral agent, an antibacterial agent, an antimetabolite, an analgesic, an antineoplastic agent, an EC 3.5.1.2 (glutaminase) inhibitor, an apoptosis inducer and a bacterial metabolite. It is a ketone, a diazo compound and a non-proteinogenic L-alpha-amino acid. It is a tautomer of a 6-diazo-5-oxo-L-norleucine zwitterion.

Source: ChEBI

Identity
Molecular formulaC6H9N3O3
Molecular weight171.15 g/mol
IUPAC name(2S)-2-amino-6-diazo-5-oxohexanoic acid
InChIKeyYCWQAMGASJSUIP-YFKPBYRVSA-N
SMILESC(CC(=O)C=[N+]=[N-])[C@@H](C(=O)O)N

Computed by PubChem (NCBI)

Synonyms: 6-diazo-5-oxo-L-norleucine, diazooxonorleucine, L-DON, 6 Diazo 5 oxo L norleucine, Norleucine, 6-diazo-5-oxo-, 6-Diazo-5-oxo-L-nor-Leucine, L-Norleucine, 6-diazo-5-oxo-, (2S)-2-amino-6-diazo-5-oxohexanoic acid, DON (pharmaceutical), (2S)-2-amino-6-diazo-5-oxo-hexanoic acid
Related forms of this compound
(2R)-2-amino-6-diazo-5-oxohexanoic acid C6H9N3O3
Isomers (same molecular formula)
1,3,5-trimethyl-1,3,5-triazinane-2,4,6-trione C6H9N3O3
2-(2-methyl-5-nitroimidazol-1-yl)ethanol C6H9N3O3
2,4,6-trimethoxy-1,3,5-triazine C6H9N3O3
methyl 3-(5-oxo-1,4-dihydro-1,2,4-triazol-3-yl)propanoate C6H9N3O3
1-(ethoxymethyl)-4-nitropyrazole C6H9N3O3
2-(2-methyl-4-nitroimidazol-1-yl)ethanol C6H9N3O3
methyl 5-methoxy-1-methyl-1,2,4-triazole-3-carboxylate C6H9N3O3
5-(methoxymethyl)-1,2-oxazole-3-carbohydrazide C6H9N3O3
4-(3-aminopropyl)-1,2,5-oxadiazole-3-carboxylic acid C6H9N3O3
4-morpholin-4-yl-1,2,5-oxadiazol-3-one C6H9N3O3
1,1,2,2-tetradeuterio-2-(2-methyl-5-nitroimidazol-1-yl)ethanol C6H9N3O3

Also listed as

H-L-Don-OH Creative Peptides CAS 157-03-9
6-Diazo-5-oxo-L-norleucine, >95% (HPLC) TRC CAS 157-03-9
6-Diazo-5-oxo-L-nor-Leucine/ 98.48% (existing batch purity) TargetMol CAS 157-03-9
6–diazo–5–oxo–L–nor–Leucine GLPBio CAS 157-03-9
6-Diazo-5-oxo-L-nor-Leucine, 99.98% MedChemExpress CAS 157-03-9
6-Diazo-5-oxo-L-nor-Leucine (Standard) MedChemExpress CAS 157-03-9