157-03-9[N-]=[N+]=CC(=O)CC[C@H](N)C(=O)OYCWQAMGASJSUIP-YFKPBYRVSA-N6-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.
化学的特性Slightly yellow powder
安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P262, P264, P270, P271, P280, P301+P316, P302+P352, P304+P340, P316, P321, P330, P361+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Chemical substances, produced by microorganisms, inhibiting or preventing the proliferation of neoplasms.
Antimetabolites that are useful in cancer chemotherapy.
使用6-Diazo-5-oxo-L-norleucine (DON) has been used as an inhibitor of glutamine synthetase–glutamine(amide)-2-oxoglutarate aminotransferase.
一般的な説明Chemical structure: amino acid derivatives
純化方法Crystallise it from EtOH, H2O/EtOH, MeOH, 95% aqueous MeOH or H2O/Me2CO. [DeWald & Moor J Am Chem Soc 80 3944 1958, Dion et al. J Am Chem Soc 78 3075 1956, Beilstein 4 IV 3278.]
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読み込み中…
157-03-9DTXSID501028846CHEMBL4303391、CHEMBL97485CHEBI:138889