24386-93-4 | 5-Iodotubercidin

Packsize	Purity	Availability	Price	Discounted Price
1mg	96%	in stock	$23.00	$16.00
2mg	96%	in stock	$29.00	$20.00
5mg	96%	in stock	$35.00	$24.00
10mg	96%	in stock	$42.00	$29.00
25mg	96%	in stock	$50.00	$35.00
100mg	96%	in stock	$80.00	$56.00
250mg	96%	in stock	$131.00	$92.00
1g	96%	in stock	$341.00	$239.00
5g	96%	in stock	$969.00	$679.00
10g	96%	in stock	$1,435.00	$1,005.00

Description

• Catalog Number: AI45688
• Chemical Name: 5-Iodotubercidin
• CAS Number: 24386-93-4
• Molecular Formula: C11H13IN4O4
• Molecular Weight: 392.1498
• MDL Number: MFCD00055131
• SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cc(c2c1ncnc2N)I

Computed Properties

• Complexity: 365
• Covalently-Bonded Unit Count: 1
• Defined Atom Stereocenter Count: 4
• Heavy Atom Count: 20
• Hydrogen Bond Acceptor Count: 7
• Hydrogen Bond Donor Count: 4
• Rotatable Bond Count: 2
• XLogP3: -0.7

Literature

• Inhibition of DYRK1A Stimulates Human β-Cell Proliferation.

  Diabetes 20160601

• Bromo-deaza-SAH: a potent and selective DOT1L inhibitor.

  Bioorganic & medicinal chemistry 20130401

• Novel method to assess antiretroviral target trough concentrations using in vitro susceptibility data.

  Antimicrobial agents and chemotherapy 20121101

• Augmentation of reduced folate carrier-mediated folate/antifolate transport through an antiport mechanism with 5-aminoimidazole-4-carboxamide riboside monophosphate.

  Molecular pharmacology 20120801

• Catalytic site remodelling of the DOT1L methyltransferase by selective inhibitors.

  Nature communications 20120101

• 5-Aminoimidazole-4-carboxyamide-ribonucleoside (AICAR)-stimulated hepatic expression of Cyp4a10, Cyp4a14, Cyp4a31, and other peroxisome proliferator-activated receptor α-responsive mouse genes is AICAR 5'-monophosphate-dependent and AMP-activated protein kinase-independent.

  The Journal of pharmacology and experimental therapeutics 20111201

• A general framework for inhibitor resistance in protein kinases.

  Chemistry & biology 20110826

• Pharmacologic correction of dominant-negative GH1 deficiency causing mutations.

  Clinical and translational science 20110601

• Kinase inhibitors modulate huntingtin cell localization and toxicity.

  Nature chemical biology 20110529

• Simultaneous visualization of both signaling cascade activity and end-point gene expression in single cells.

  PloS one 20110101

• PAP and NT5E inhibit nociceptive neurotransmission by rapidly hydrolyzing nucleotides to adenosine.

  Molecular pain 20110101

• AICAR induces apoptosis independently of AMPK and p53 through up-regulation of the BH3-only proteins BIM and NOXA in chronic lymphocytic leukemia cells.

  Blood 20101021

• Extracellular 3',5'-cAMP-adenosine pathway inhibits glomerular mesangial cell growth.

  The Journal of pharmacology and experimental therapeutics 20100601

• A novel mouse model for sudden unexpected death in epilepsy (SUDEP): role of impaired adenosine clearance.

  Epilepsia 20100301

• Adenosine A1 receptor blockage mediates theophylline-associated seizures.

  Epilepsia 20100301

• Deciphering ligand dependent degree of binding site closure and its implication in inhibitor design: A modeling study on human adenosine kinase.

  Journal of molecular graphics & modelling 20100226

• Predominance of adenosine excitatory over inhibitory effects on transmission at the neuromuscular junction of infant rats.

  The Journal of pharmacology and experimental therapeutics 20100101

• Expression and functional activity of nucleoside transporters in human choroid plexus.

  Cerebrospinal fluid research 20100101

• Overexpression of CYP2E1 induces HepG2 cells death by the AMP kinase activator 5'-aminoimidazole-4-carboxamide-1-beta-D-ribofuranoside (AICAR).

  Cell biology and toxicology 20090601

• Activation of AMPK inhibits inflammation in MRL/lpr mouse mesangial cells.

  Clinical and experimental immunology 20090601

• Astrocytic adenosine kinase regulates basal synaptic adenosine levels and seizure activity but not activity-dependent adenosine release in the hippocampus.

  Neuropharmacology 20090201

• Dynamic telomerase gene suppression via network effects of GSK3 inhibition.

  PloS one 20090101

• Crystal structure of human mono-phosphorylated ERK1 at Tyr204.

  Biochemical and biophysical research communications 20081226

• Adenosine actions are preserved in corpus cavernosum from obese and type II diabetic db/db mouse.

  The journal of sexual medicine 20080501

• A CoMSIA study on the adenosine kinase inhibition of pyrrolo[2,3-d]pyrimidine nucleoside analogues.

  Bioorganic & medicinal chemistry 20080501

• Mechanisms of cell death induced by 2-chloroadenosine in leukemic B-cells.

  Biochemical pharmacology 20080401

• Constrained NBMPR analogue synthesis, pharmacophore mapping and 3D-QSAR modeling of equilibrative nucleoside transporter 1 (ENT1) inhibitory activity.

  Bioorganic & medicinal chemistry 20080401

• alpha2 But not alpha1 AMP-activated protein kinase mediates oxidative stress-induced inhibition of retinal pigment epithelium cell phagocytosis of photoreceptor outer segments.

  The Journal of biological chemistry 20080314

• Adenosine uptake-dependent C6 cell growth inhibition.

  European journal of pharmacology 20071222

• A systematic interaction map of validated kinase inhibitors with Ser/Thr kinases.

  Proceedings of the National Academy of Sciences of the United States of America 20071218

• Transgenic overexpression of adenosine kinase aggravates cell death in ischemia.

  Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20070101

• Cytotoxic effect of 5-aminoimidazole-4-carboxamide-1-beta-4-ribofuranoside (AICAR) on childhood acute lymphoblastic leukemia (ALL) cells: implication for targeted therapy.

  Molecular cancer 20070101

• Nitric oxide-induced adenosine inhibition of hippocampal synaptic transmission depends on adenosine kinase inhibition and is cyclic GMP independent.

  The European journal of neuroscience 20061101

• AMP-dependent protein kinase alpha 2 isoform promotes hypoxia-induced VEGF expression in human glioblastoma.

  Glia 20060501

• Structure of Toxoplasma gondii adenosine kinase in complex with an ATP analog at 1.1 angstroms resolution.

  Acta crystallographica. Section D, Biological crystallography 20060201

• AICAR inhibits adipocyte differentiation in 3T3L1 and restores metabolic alterations in diet-induced obesity mice model.

  Nutrition & metabolism 20060101

• Differential effect of insulin and elevated glucose level on adenosine handling in rat T lymphocytes.

  Journal of cellular biochemistry 20051215

• Adenosine kinase inhibitors. 5. Synthesis, enzyme inhibition, and analgesic activity of diaryl-erythro-furanosyltubercidin analogues.

  Journal of medicinal chemistry 20051006

• Astrogliosis in epilepsy leads to overexpression of adenosine kinase, resulting in seizure aggravation.

  Brain : a journal of neurology 20051001

• Cardioprotection following adenosine kinase inhibition in rat hearts.

  Basic research in cardiology 20050701

• Clozapine and the mitogen-activated protein kinase signal transduction pathway: implications for antipsychotic actions.

  Biological psychiatry 20050315

• Inhibition of adenosine kinase attenuates interleukin-1- and lipopolysaccharide-induced alterations in articular cartilage metabolism.

  Osteoarthritis and cartilage 20050301

• A TOPS-MODE approach to predict adenosine kinase inhibition.

  Bioorganic & medicinal chemistry letters 20040621

• Activation of adenosine A2A receptor facilitates brain-derived neurotrophic factor modulation of synaptic transmission in hippocampal slices.

  The Journal of neuroscience : the official journal of the Society for Neuroscience 20040324

• Overexpression of adenosine kinase in epileptic hippocampus contributes to epileptogenesis.

  The Journal of neuroscience : the official journal of the Society for Neuroscience 20040121

• Adenosine kinase inhibitors. 3. Synthesis, SAR, and antiinflammatory activity of a series of l-lyxofuranosyl nucleosides.

  Journal of medicinal chemistry 20031023

• Acadesine activates AMPK and induces apoptosis in B-cell chronic lymphocytic leukemia cells but not in T lymphocytes.

  Blood 20030501

• Physiological concentrations of divalent magnesium ion activate the serine/threonine specific protein kinase ERK2.

  Biochemistry 20030318

• 5-Aminoimidazole-4-carboxamide riboside induces apoptosis in Jurkat cells, but the AMP-activated protein kinase is not involved.

  The Biochemical journal 20030315

• Pseudomonas aeruginosa internalization by corneal epithelial cells involves MEK and ERK signal transduction proteins.

  FEMS microbiology letters 20020716

• Effects of 5-iodotubercidin on hepatic fatty acid metabolism mediated by the inhibition of acetyl-CoA carboxylase.

  Biochemical pharmacology 20020601

• QSAR study on adenosine kinase inhibition of pyrrolo[2,3-d]pyrimidine nucleoside analogues using the hansch approach.

  Bioorganic & medicinal chemistry letters 20020325

• Enhancement of cellular adenosine triphosphate levels in PC12 cells by extracellular adenosine.

  Biological & pharmaceutical bulletin 20020301

• Nucleoside transporter subtype expression: effects on potency of adenosine kinase inhibitors.

  British journal of pharmacology 20011101

• Adenosine-mediated presynaptic modulation of glutamatergic transmission in the laterodorsal tegmentum.

  The Journal of neuroscience : the official journal of the Society for Neuroscience 20010201

• Design, synthesis, and studies on the structure activity relationships of certain pyrrolo[2,3-d]pyrimidine nucleosides and structurally related analogs as potential antineoplastic and antiviral agents.

  Farmaco (Societa chimica italiana : 1989) 19910101

• Synthesis and antiviral activity of certain 4- and 4,5-disubstituted 7-[(2-hydroxyethoxy)methyl]pyrrolo[2,3-d]pyrimidines.

  Journal of medicinal chemistry 19881101

• Antiviral activity of C-5 substituted tubercidin analogues.

  Journal of medicinal chemistry 19840301

• [Hernia in childhood].

  Der Chirurg; Zeitschrift fur alle Gebiete der operativen Medizen 19751101