6-Diazo-5-oxo-L-norleucine 6-重氮-5-氧代-L-正亮氨酸

CAS 157-03-9 MFCD00037218

化学结构图

157-03-9
SMILES: [N-]=[N+]=CC(=O)CC[C@H](N)C(=O)O

化学属性

Mol. FormulaC6H9N3O3
Mol. Weight171.15
Melting Point145 °C
Boiling Point301.12 °C at 760 mmHg

别名和识别编码

Chemical Name6-Diazo-5-oxo-L-norleucine
MDL NumberMFCD00037218
CAS Number157-03-9
Synonym 6-Diazo-5-oxo-L-nor-Leucine {LY} 6-Diazo-5-oxo-L-nor-Leucine {} {LY} 6-Diazo-5-oxo-L-nor-Leucine {} {} {LY} 6-Diazo-5-oxo-L-nor-Leucine {} {} {} {LY} 6-Diazo-5-oxo-L-nor-Leucine {} {} {} {} {LY} 6-Diazo-5-oxo-L-nor-Leucine {} {} {} {} {} {LY} 6-Diazo-5-oxo-L-nor-Leucine {} {} {} {} {} {} {LY} 6-Diazo-5-oxo-L-nor-Leucine {} {} {} {} {} {} {} {LY} 6-Diazo-5-oxo-L-nor-Leucine {} {} {} {} {} {} {} {} {LY} 6-Diazo-5-oxo-L-nor-Leucine {} {} {} {} {} {} {} {} {} {LY} 6-Diazo-5-oxo-L-nor-Leucine {} {} {} {} {} {} {} {} {} {} {LY} 6-Diazo-5-oxo-L-nor-Leucine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 6-Diazo-5-oxo-L-nor-Leucine {} {} {} {} {} {} {} {} {} {} {} {} {LY} 6-Diazo-5-oxo-L-nor-Leucine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 6-Diazo-5-oxo-L-nor-Leucine {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 6-Diazo-5-oxo-L-nor-Leucine {} {} {} {} {} {} {}
PubChem Substance ID9087
Beilstein Registry Number1725815
Chemical Name Translation6-重氮-5-氧代-L-正亮氨酸
Wiswesser Line NotationQVYZ2V1UNN
InChIInChI=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
Canonical SMILESN[C@@H](CCC(C=[N+]=[N-])=O)C(O)=O
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分类

  • {SNA} A - K, Amino Acid Derivatives, Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics A-F, Antibiotics by Application, Antineoplastic and Immunosuppressive Antibiotics, Biochemicals and Reagents, Cancer Metabolism, Chemical Structure Class, Glutamine Metabolism and Oncogenesis, Inhibitors and Activators of Glutamine Metabolic Pathways, Inhibits an Enzyme, Mechanism of Action, Spectrum of Activity, 癌症研究, 细胞生物学
  • {SNA} A - K, Amino Acid Derivatives, Antibacterial, Antibiotics A to Z, Antibiotics A-F, Antibiotics by Application, Anti

相关文献及参考

  • [2]. Thangavelu K, et al. Structural basis for the active site inhibition mechanism of human kidney-type glutaminase (KGA). Sci Rep. 2014 Jan 23;4:3827.
  • [3]. Willis RC, et al. The inhibition by 6-diazo-5-oxo-l-norleucine of glutamine catabolism of the cultured human lymphoblast. J Cell Physiol. 1977 Dec;93(3):375-82.
  • [4]. Sharma NS, et al. Targeting tumor-intrinsic hexosamine biosynthesis sensitizes pancreatic cancer to anti-PD1 therapy. J Clin Invest. 2019 Oct 15.
  • [1]. Kulkarni RM, et al. Evaluation of genetic toxicity of 6-diazo-5-oxo-l-norleucine (DON). Toxicol Mech Methods. 2017 Sep;27(7):518-527.
  • [1]. Kulkarni RM, et al. Evaluation of genetic toxicity of 6-diazo-5-oxo-l-norleucine (DON). Toxicol Mech Methods. 2017 Sep;27(7):518-527.
  • [2]. Thangavelu K, et al. Structural basis for the active site inhibition mechanism of human kidney-type glutaminase (KGA). Sci Rep. 2014 Jan 23;4:3827.
  • [3]. Willis RC, et al. The inhibition

安全信息

RTECSRC6340000
GHS Symbol
Precautionary statements
  • P301+P310
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P311 Call a POISON CENTER or doctor/physician. 呼叫解毒中心或医生/医师。
Hazard statements
  • H331 Toxic if inhaled 吸入中毒
  • H311 Toxic in contact with skin 皮肤接触中毒
  • H301 Toxic if swallowed 吞食有毒
WGK Germany3
Signal word Danger
Personal Protective Equipment Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
Safety Statements
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护；
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时，立即求医（可能时出示标签）；
Hazard Codes T
Risk Statements
  • R23/24/25 Toxic by inhalation, in contact with skin and if swallowed 吸入，皮肤接触及吞食都有毒
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intracerebral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : >200 ug/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   JPPMAB Journal of Pharmacy and Pharmacology.  (Pharmaceutical Soc. of Great
   Britain, 1 Lambeth High St., London SEI 7JN, UK)  V.1-    1949-
   Volume(issue)/page/year: 18,760,1966

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Unreported
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 76 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   JOENAK Journal of Endocrinology.  (Biochemical Soc. Book Depot, POB 32,
   Commerce Way, Colchester, Essex CO2 8HP, UK)  V.1-    1939-
   Volume(issue)/page/year: 18,204,1959

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 80 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   CPCHAO Clinical Proceedings of the Children's Hospital of the District of
   Columbia.  (Washington, DC) V.1-27, 1971.  For publisher information, see
   CPNMAQ.  Volume(issue)/page/year: 18,307,1962

Storage condition -20°C, sealed storage, away from moisture {LY} -20°C, sealed storage, away from moisture {} {LY} -20°C, sealed storage, away from moisture {} {} {LY} -20°C, sealed storage, away from moisture {} {} {} {LY} -20°C, sealed storage, away from moisture {} {} {} {} {LY} -20°C, sealed storage, away from moisture {} {} {} {} {} {LY} -20°C, sealed storage, away from moisture {} {} {} {} {} {} {LY} -20°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {LY} -20°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {LY} -20°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {} {LY} -20°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C, sealed storage, awa

系列性分类

  1. Life Science 生命科学
  2. Antibiotics 抗生素
  3. Antibiotics A to Z - Antibiotics
  4. Antibiotics A-F - Antibiotics A to Z
  1. Life Science 生命科学
  2. Antibiotics 抗生素
  3. Antibiotics A to Z - Antibiotics
  4. Antibiotics A-F - Antibiotics A to Z
  1. Life Science 生命科学
  2. Antibiotics 抗生素
  3. Antibiotics A to Z - Antibiotics
  4. Antibiotics N-S - Antibiotics A to Z
  1. Life Science 生命科学
  2. Antibiotics 抗生素
  3. Spectrum of Activity - Antibiotics
  4. Antibacterial - Spectrum of Activity
  5. A - K - Antibacterial
  1. Medical Research Areas
  2. Metabolism
  3. Glutaminase  (谷氨酰胺酶)

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