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154226-60-5,MFCD01076526
Catalog No.:AA001OBN

154226-60-5 | 6-Oxa-2-azabicyclo[3.2.0]heptane-3,7-dione, 1-[(1S)-1-hydroxy-2-methylpropyl]-4-methyl-, (1R,4R,5S)-

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1mg
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$3,740.00   $2,618.00
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  • Technical Information
  • Properties
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Technical Information
Catalog Number:
AA001OBN
Chemical Name:
6-Oxa-2-azabicyclo[3.2.0]heptane-3,7-dione, 1-[(1S)-1-hydroxy-2-methylpropyl]-4-methyl-, (1R,4R,5S)-
CAS Number:
154226-60-5
Molecular Formula:
C10H15NO4
Molecular Weight:
213.2304
MDL Number:
MFCD01076526
SMILES:
CC([C@@H]([C@]12NC(=O)[C@@H]([C@@H]2OC1=O)C)O)C
Properties
Computed Properties
 
Complexity:
327  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Heavy Atom Count:
15  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
2  
XLogP3:
0.7  

Literature

Title: Two inhibitors of the ubiquitin proteasome system enhance long-term memory formation upon olfactory conditioning in the honeybee (Apis mellifera).

Journal: The Journal of experimental biology 20141001

Title: The proteasome is responsible for caspase-3-like activity during xylem development.

Journal: The Plant journal : for cell and molecular biology 20121001

Title: Pretreatment with proteasome inhibitors protects against oxidative injuries via PPARα-dependent and -independent pathways in ARPE-19 cells.

Journal: Investigative ophthalmology & visual science 20120831

Title: Ubiquitin proteasomal pathway mediated degradation of p53 in melanoma.

Journal: Archives of biochemistry and biophysics 20110415

Title: Activity dependent protein degradation is critical for the formation and stability of fear memory in the amygdala.

Journal: PloS one 20110101

Title: Proteasome inhibitor differentially regulates expression of the major immediate early genes of human cytomegalovirus in human central nervous system-derived cell lines.

Journal: Virus research 20090601

Title: Memory reconsolidation mediates the strengthening of memories by additional learning.

Journal: Nature neuroscience 20081101

Title: Synaptic protein degradation underlies destabilization of retrieved fear memory.

Journal: Science (New York, N.Y.) 20080227

Title: Control of chronic pain by the ubiquitin proteasome system in the spinal cord.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20070801

Title: Effect of proteasome inhibitor clasto-lactacystin-beta-lactone on the proteome of the haloarchaeon Haloferax volcanii.

Journal: Microbiology (Reading, England) 20070701

Title: The role of inducible repressor proteins in the adrenergic induction of arylalkylamine-N-acetyltransferase and mitogen-activated protein kinase phosphatase-1 in rat pinealocytes.

Journal: Endocrinology 20070201

Title: Turnover of StAR protein: roles for the proteasome and mitochondrial proteases.

Journal: Molecular and cellular endocrinology 20070201

Title: Treatment of cultured myotubes with the proteasome inhibitor beta-lactone increases the expression of the transcription factor C/EBPbeta.

Journal: American journal of physiology. Cell physiology 20070101

Title: Proteasome inhibition triggers activity-dependent increase in the size of the recycling vesicle pool in cultured hippocampal neurons.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20061101

Title: Proteasomal degradation regulates expression of porphobilinogen deaminase (PBGD) mutants of acute intermittent porphyria.

Journal: Biochimica et biophysica acta 20060901

Title: Rb2/p130 and protein phosphatase 2A: key mediators of ovarian carcinoma cell growth suppression by all-trans retinoic acid.

Journal: Oncogene 20060828

Title: Ubiquitin-proteasome pathway function is required for lens cell proliferation and differentiation.

Journal: Investigative ophthalmology & visual science 20060601

Title: Enantioselective total syntheses of (-)-clasto-lactacystin beta-lactone and 7-epi-(-)-clasto-lactacystin beta-lactone.

Journal: Organic & biomolecular chemistry 20060121

Title: [Proteasomal degradation of ribonucleic acids of different NO-synthase isoforms].

Journal: Fiziolohichnyi zhurnal (Kiev, Ukraine : 1994) 20060101

Title: Opposite effects of proteasome inhibitors in the adrenergic induction of arylalkylamine N-acetyltransferase in rat pinealocytes.

Journal: Chronobiology international 20060101

Title: [The influence of quercetin on the activity of purified 20S, 26S proteasome and proteasomal activity in isolated cardiomyocytes].

Journal: Biomeditsinskaia khimiia 20060101

Title: Proteasome inhibitors eliminate protective effect of postconditioning in cultured neonatal cardiomyocytes.

Journal: Fiziolohichnyi zhurnal (Kiev, Ukraine : 1994) 20060101

Title: Janus kinase 2 enhances the stability of the mature growth hormone receptor.

Journal: Endocrinology 20051101

Title: Proteasome inhibition induces TNFR1 shedding from human airway epithelial (NCI-H292) cells.

Journal: American journal of physiology. Lung cellular and molecular physiology 20050801

Title: Utility of the ammonia-free Birch reduction of electron-deficient pyrroles: total synthesis of the 20s proteasome inhibitor, clasto-lactacystin beta-lactone.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20050704

Title: Selective induction of the tumor marker glutathione S-transferase P1 by proteasome inhibitors.

Journal: The Journal of biological chemistry 20050701

Title: Structure-activity relationship studies of salinosporamide A (NPI-0052), a novel marine derived proteasome inhibitor.

Journal: Journal of medicinal chemistry 20050602

Title: Glucosamine-induced endoplasmic reticulum stress promotes ApoB100 degradation: evidence for Grp78-mediated targeting to proteasomal degradation.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20050301

Title: [Effect of proteasomal proteolysis on NO-synthase activity in isolated platelets].

Journal: Ukrains'kyi biokhimichnyi zhurnal (1999 ) 20050101

Title: Coordination of oxidized protein hydrolase and the proteasome in the clearance of cytotoxic denatured proteins.

Journal: Biochemical and biophysical research communications 20041105

Title: Host cell gene expression during human immunodeficiency virus type 1 latency and reactivation and effects of targeting genes that are differentially expressed in viral latency.

Journal: Journal of virology 20040901

Title: Vif overcomes the innate antiviral activity of APOBEC3G by promoting its degradation in the ubiquitin-proteasome pathway.

Journal: The Journal of biological chemistry 20040227

Title: Evidence for radiosensitizing by gliotoxin in HL-60 cells: implications for a role of NF-kappaB independent mechanisms.

Journal: Oncogene 20031127

Title: Involvement of the proteasome in activation of endothelial nitric oxide synthase.

Journal: Life sciences 20030912

Title: The C-terminal T peptide of acetylcholinesterase enhances degradation of unassembled active subunits through the ERAD pathway.

Journal: The EMBO journal 20030715

Title: Proteasome inhibitors induce intracellular protein aggregation and cell death by an oxygen-dependent mechanism.

Journal: FEBS letters 20030508

Title: Role of proteasomes in the degradation of short-lived proteins in human fibroblasts under various growth conditions.

Journal: The international journal of biochemistry & cell biology 20030501

Title: Participation of the sperm proteasome in human fertilization.

Journal: Human reproduction (Oxford, England) 20030501

Title: The proteasome participates in degradation of mutant alpha 1-antitrypsin Z in the endoplasmic reticulum of hepatoma-derived hepatocytes.

Journal: The Journal of biological chemistry 20011130

Title: Inhibition of 20 S and 26 S proteasome activity by lithium chloride: impact on the differentiation of leukemia cells by all-trans retinoic acid.

Journal: The Journal of biological chemistry 20011116

Title: Nitric oxide synthase (NOS2) mutation in Dahl/Rapp rats decreases enzyme stability.

Journal: Circulation research 20010817

Title: Removal of oxidatively damaged proteins from lens cells by the ubiquitin-proteasome pathway.

Journal: Experimental eye research 20010801

Title: Inhibition of proteasome activity strongly affects kiwifruit pollen germination. Involvement of the ubiquitin/proteasome pathway as a major regulator.

Journal: Plant physiology 20010701

Title: Glutathiolation of the proteasome is enhanced by proteolytic inhibitors.

Journal: Archives of biochemistry and biophysics 20010515

Title: Kinetic studies of the branched chain amino acid preferring peptidase activity of the 20S proteasome: development of a continuous assay and inhibition by tripeptide aldehydes and clasto-lactacystin beta-lactone.

Journal: Biochemistry 19980526

Title: Active site-directed inhibitors of Rhodococcus 20 S proteasome. Kinetics and mechanism.

Journal: The Journal of biological chemistry 19971017

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Tags:154226-60-5 Molecular Formula|154226-60-5 MDL|154226-60-5 SMILES|154226-60-5 6-Oxa-2-azabicyclo[3.2.0]heptane-3,7-dione, 1-[(1S)-1-hydroxy-2-methylpropyl]-4-methyl-, (1R,4R,5S)-