Home Other Building Blocks L-Norleucine, 6-diazo-5-oxo-

L-Norleucine, 6-diazo-5-oxo-

CAS No.:
157-03-9
Catalog Number:
AG001P53
Molecular Formula:
C6H9N3O3
Molecular Weight:
171.1540
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
≥95%
1 week
United States
$111
- +
10mg
≥95%
1 week
United States
$160
- +
25mg
≥95%
1 week
United States
$298
- +
50mg
≥95%
1 week
United States
$490
- +
100mg
≥ 99% (Assay by titration)
1 week
United States
$564
- +
250mg
≥ 99% (Assay by titration)
1 week
United States
$1120
- +
500mg
≥ 99% (Assay by titration)
1 week
United States
$2070
- +
Product Description
Catalog Number:
AG001P53
Chemical Name:
L-Norleucine, 6-diazo-5-oxo-
CAS Number:
157-03-9
Molecular Formula:
C6H9N3O3
Molecular Weight:
171.1540
MDL Number:
MFCD00037218
IUPAC Name:
(2S)-2-amino-6-diazo-5-oxohexanoic acid
InChI:
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
SMILES:
[N-]=[N+]=CC(=O)CC[C@@H](C(=O)O)N
UNII:
03J0H273KZ
Properties
Complexity:
232  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0
Exact Mass:
171.064g/mol
Formal Charge:
0
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
171.156g/mol
Monoisotopic Mass:
171.064g/mol
Rotatable Bond Count:
5  
Topological Polar Surface Area:
82.4A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
1  
XLogP3:
-3.5  
Literature
Title Journal
Preventing Allograft Rejection by Targeting Immune Metabolism. Cell reports 20151027
Computational and experimental analysis identified 6-diazo-5-oxonorleucine as a potential agent for treating infection by Plasmodium falciparum. Infection, genetics and evolution : journal of molecular epidemiology and evolutionary genetics in infectious diseases 20131201
Mycobacterium tuberculosis prokaryotic ubiquitin-like protein-deconjugating enzyme is an unusual aspartate amidase. The Journal of biological chemistry 20121026
Glutamate released by Japanese encephalitis virus-infected microglia involves TNF-α signaling and contributes to neuronal death. Glia 20120301
Hyperglycemia and endothelial dysfunction in atherosclerosis: lessons from type 1 diabetes. International journal of vascular medicine 20120101
The hypothalamus mediates the effect of cerebellar fastigial nuclear glutamatergic neurons on humoral immunity. Neuro endocrinology letters 20120101
A simple method for measuring intracellular activities of glutamine synthetase and glutaminase in glial cells. American journal of physiology. Cell physiology 20111001
Glutamine analogs promote cytoophidium assembly in human and Drosophila cells. Journal of genetics and genomics = Yi chuan xue bao 20110920
Metabolism and brain cancer. Clinics (Sao Paulo, Brazil) 20110601
Evidence that chromium modulates cellular cholesterol homeostasis and ABCA1 functionality impaired by hyperinsulinemia--brief report. Arteriosclerosis, thrombosis, and vascular biology 20110501
A practical method for cell-free protein synthesis to avoid stable isotope scrambling and dilution. Analytical biochemistry 20110415
Hijacking a biosynthetic pathway yields a glycosyltransferase inhibitor within cells. Nature chemical biology 20110301
Hyperammonemia increases the expression and activity of the glutamine/arginine transporter y+ LAT2 in rat cerebral cortex: implications for the nitric oxide/cGMP pathway. Neurochemistry international 20110201
Synergistic action of hypoosmolarity and glutamine in inducing acute swelling of retinal glial (Müller) cells. Glia 20110201
Increased expression of cystine/glutamate antiporter in multiple sclerosis. Journal of neuroinflammation 20110101
Predicting selective drug targets in cancer through metabolic networks. Molecular systems biology 20110101
Oncogenic stress induced by acute hyper-activation of Bcr-Abl leads to cell death upon induction of excessive aerobic glycolysis. PloS one 20110101
Induction of cytoplasmic rods and rings structures by inhibition of the CTP and GTP synthetic pathway in mammalian cells. PloS one 20110101
Glutamine targeting inhibits systemic metastasis in the VM-M3 murine tumor model. International journal of cancer 20101115
Partial purification and characterization of glutaminase from Lactobacillus reuteri KCTC3594. Applied biochemistry and biotechnology 20100901
The metabolic enzyme CTP synthase forms cytoskeletal filaments. Nature cell biology 20100801
O-GlcNAc Modification: Friend or Foe in Diabetic Cardiovascular Disease. Korean diabetes journal 20100801
Characteristic increase in nucleocytoplasmic protein glycosylation by O-GlcNAc in 3T3-L1 adipocyte differentiation. Biochemical and biophysical research communications 20100730
Peripheral inhibition of glutaminase reduces carrageenan-induced Fos expression in the superficial dorsal horn of the rat. Neuroscience letters 20100326
Hexosamine biosynthesis pathway flux promotes endoplasmic reticulum stress, lipid accumulation, and inflammatory gene expression in hepatic cells. American journal of physiology. Endocrinology and metabolism 20100301
Influence of glucosamine on glomerular mesangial cell turnover: implications for hyperglycemia and hexosamine pathway flux. American journal of physiology. Endocrinology and metabolism 20100201
Peritoneal adhesion and angiogenesis in ovarian carcinoma are inversely regulated by hyaluronan: the role of gonadotropins. Neoplasia (New York, N.Y.) 20100101
Cancer as a metabolic disease. Nutrition & metabolism 20100101
Cell-cycle inhibition by Helicobacter pylori L-asparaginase. PloS one 20100101
O-glycosylation regulates ubiquitination and degradation of the anti-inflammatory protein A20 to accelerate atherosclerosis in diabetic ApoE-null mice. PloS one 20100101
High glucose induces transactivation of the alpha2-HS glycoprotein gene through the ERK1/2 signaling pathway. Journal of atherosclerosis and thrombosis 20090801
Glutamine inhibits ammonia-induced accumulation of cGMP in rat striatum limiting arginine supply for NO synthesis. Neurobiology of disease 20090701
L-Glutamine-induced apoptosis in microglia is mediated by mitochondrial dysfunction. The European journal of neuroscience 20090701
Blockade of glutamate release from microglia attenuates experimental autoimmune encephalomyelitis in mice. The Tohoku journal of experimental medicine 20090201
Blockade of microglial glutamate release protects against ischemic brain injury. Experimental neurology 20081101
Influence of hyaluronan accumulation during cumulus expansion on in vitro porcine oocyte maturation. Zygote (Cambridge, England) 20081101
Synthesis of potent water-soluble tissue transglutaminase inhibitors. Bioorganic & medicinal chemistry letters 20081015
Premature senescence of human endothelial cells induced by inhibition of glutaminase. Biogerontology 20080801
Functional and structural characterization of four glutaminases from Escherichia coli and Bacillus subtilis. Biochemistry 20080527
Macrophage-induced neurotoxicity is mediated by glutamate and attenuated by glutaminase inhibitors and gap junction inhibitors. Life sciences 20080523
Which mechanisms are involved in taurine-dependent granulocytic immune response or amino- and alpha-keto acid homeostasis? Amino acids 20080201
Glutamine as a precursor for transmitter glutamate, aspartate and GABA in the cerebellum: a role for phosphate-activated glutaminase. Journal of neurochemistry 20080201
[Isolation of Pseudomonas aurantiaca strains capable of overproduction of phenazine antibiotics]. Mikrobiologiia 20080101
Necrotic neurons enhance microglial neurotoxicity through induction of glutaminase by a MyD88-dependent pathway. Journal of neuroinflammation 20080101
Transglutaminase 2 undergoes a large conformational change upon activation. PLoS biology 20071201
A tertiary twist to the transglutaminase tale. PLoS biology 20071201
Mechanism-of-action determination of GMP synthase inhibitors and target validation in Candida albicans and Aspergillus fumigatus. Chemistry & biology 20071001
Perturbations in factor XIII resulting from activation and inhibition examined by solution based methods and detected by MALDI-TOF MS. Biochemistry 20070904
Pathways involved in alanyl-glutamine-induced changes in neutrophil amino- and alpha-keto acid homeostasis or immunocompetence. Amino acids 20070901
O-linked N-acetylglucosaminyltransferase inhibition prevents G2/M transition in Xenopus laevis oocytes. The Journal of biological chemistry 20070427
Influence of hyaluronic acid synthesis and cumulus mucification on bovine oocyte in vitro maturation, fertilisation and embryo development. Reproduction, fertility, and development 20070101
y+ LAT-1 mediates transport of the potent and selective iNOS inhibitor, GW274150, in control J774 macrophages. Amino acids 20060901
O-linked N-acetylglucosamine suppresses thermal aggregation of Sp1. FEBS letters 20060821
Heat induction of heat shock protein 25 requires cellular glutamine in intestinal epithelial cells. American journal of physiology. Cell physiology 20060801
Glutamine binding opens the ammonia channel and activates glucosamine-6P synthase. The Journal of biological chemistry 20060217
Glutamine in the mechanism of ammonia-induced astrocyte swelling. Neurochemistry international 20060101
Glucose-containing peritoneal dialysis fluids regulate leptin secretion from 3T3-L1 adipocytes. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20050701
Differential response of glutamine in cultured neurons and astrocytes. Journal of neuroscience research 20050101
Modulation of tumor induced angiogenesis in Ehrlich ascites tumor. Journal of experimental & clinical cancer research : CR 20041201
L-Glutamine ameliorates acetaldehyde-induced increase in paracellular permeability in Caco-2 cell monolayer. American journal of physiology. Gastrointestinal and liver physiology 20040901
Ammonia neurotoxicity and the mitochondrial permeability transition. Journal of bioenergetics and biomembranes 20040801
Androgen secretion by Rcho-1 cells is independent of extracellular glutamate concentration. Placenta 20040701
Glutamine-induced free radical production in cultured astrocytes. Glia 20040501
A signaling role of glutamine in insulin secretion. The Journal of biological chemistry 20040402
Retinal function loss after monocarboxylate transport inhibition. Investigative ophthalmology & visual science 20040201
Characterization of the products of the genes SNO1 and SNZ1 involved in pyridoxine synthesis in Saccharomyces cerevisiae. European journal of biochemistry 20040201
Mitochondrial glutaminase enhances extracellular glutamate production in HIV-1-infected macrophages: linkage to HIV-1 associated dementia. Journal of neurochemistry 20040101
Glutamine stimulates argininosuccinate synthetase gene expression through cytosolic O-glycosylation of Sp1 in Caco-2 cells. The Journal of biological chemistry 20031226
High glucose stimulates angiotensinogen gene expression and cell hypertrophy via activation of the hexosamine biosynthesis pathway in rat kidney proximal tubular cells. Endocrinology 20031001
Role of acetyl-L-carnitine in the brain: revealed by Bioradiography. Biochemical and biophysical research communications 20030711
The active conformation of glutamate synthase and its binding to ferredoxin. Journal of molecular biology 20030627
Glutamine delays spontaneous apoptosis in neutrophils. American journal of physiology. Cell physiology 20030601
A molecular warhead and its target: tissue transglutaminase and Celiac Sprue. Chemistry & biology 20030301
Design, synthesis, and evaluation of gluten peptide analogs as selective inhibitors of human tissue transglutaminase. Chemistry & biology 20030301
A novel apoptosis-inducing protein from Helicobacter pylori. Molecular microbiology 20030101
Glutamine plays a role in superoxide production and the expression of p47phox, p22phox and gp91phox in rat neutrophils. Clinical science (London, England : 1979) 20021001
Localization and possible function of the glutamate transporter, EAAC1, in the rat retina. Cell and tissue research 20021001
The hexosamine pathway regulates the plasminogen activator inhibitor-1 gene promoter and Sp1 transcriptional activation through protein kinase C-beta I and -delta. The Journal of biological chemistry 20020913
Flux through the hexosamine pathway is a determinant of nuclear factor kappaB- dependent promoter activation. Diabetes 20020401
Hexosamines regulate leptin production in 3T3-L1 adipocytes through transcriptional mechanisms. Endocrinology 20020101
Properties of glutaminase of crayfish CNS: implications for axon-glia signaling. Neuroscience 20020101
gamma-Glutamyltranspeptidase and gamma-glutamyl peptide ligases: fluorophosphonate and phosphonodifluoromethyl ketone analogs as probes of tetrahedral transition state and gamma-glutamyl-phosphate intermediate. Methods in enzymology 20020101
Do bacterial L-asparaginases utilize a catalytic triad Thr-Tyr-Glu? Biochimica et biophysica acta 20011217
Mechanism for acivicin inactivation of triad glutamine amidotransferases. Biochemistry 20010130
Glutamine metabolism to glucosamine is necessary for glutamine inhibition of endothelial nitric oxide synthesis. The Biochemical journal 20010115
Stimulation by eicosapentaenoic acids of leptin mRNA expression and its secretion in mouse 3T3-L1 adipocytes in vitro. Biochemical and biophysical research communications 20000413
Glucose and streptozotocin stimulate p135 O-glycosylation in pancreatic islets. Biochemical and biophysical research communications 20000107
Antiviral effects of 6-diazo-5-oxo-L-norleucin on replication of herpes simplex virus type 1. Antiviral research 19970201
Role of glucosamine synthesis in the stimulation of TGF-alpha gene transcription by glucose and EGF. The American journal of physiology 19960301
Influence of twenty potentially antiviral substances on in vitro multiplication of hepatitis A virus. Antiviral research 19860301
Discriminative effect of gamma-glutamyl transpeptidase inhibitors on metabolism of leukotriene C4 in peritoneal cells. Life sciences 19841119
Properties