L-Buthionine (S,R)-sulfoximine

L-Buthionine (S,R)-sulfoximine Structure
L-Buthionine (S,R)-sulfoximine structure
Common Name L-Buthionine (S,R)-sulfoximine
CAS Number 83730-53-4 Molecular Weight 222.305
Density 1.3±0.1 g/cm3 Boiling Point 382.3±52.0 °C at 760 mmHg
Molecular Formula C8H18N2O3S Melting Point 224-228ºC (dec.)
MSDS USA Flash Point 185.0±30.7 °C

Auranofin induces apoptosis and necrosis in HeLa cells via oxidative stress and glutathione depletion.

Mol. Med. Report. 11(2) , 1428-34, (2014)

Auranofin (Au), an inhibitor of thioredoxin reductase, is a known anti‑cancer drug. In the present study, the anti‑growth effect of Au on HeLa cervical cancer cells was examined in association with levels of reactive oxygen species (ROS) and glutathione (GSH)...

Neutral sphingomyelinase-2 is a redox sensitive enzyme: role of catalytic cysteine residues in regulation of enzymatic activity through changes in oligomeric state.

Biochem. J. 465(3) , 371-82, (2015)

Neutral sphingomyelinase-2 (nSMase-2) is the major sphingomyelinase activated in response to pro-inflammatory cytokines and during oxidative stress. It is a membrane-bound 655 amino acid protein containing 22 cysteine residues. In this study, we expressed rec...

Glutathione metabolism in the HaCaT cell line as a model for the detoxification of the model sensitisers 2,4-dinitrohalobenzenes in human skin.

Toxicol. Lett. 237 , 11-20, (2015)

Glutathione (GSH) is the most prominent antioxidant in cells and the co-factor of an important set of enzymes involved in the skin metabolic clearance system, glutathione S-transferases (GST). Here, we describe an LC-MS (liquid chromatography-mass spectroscop...

Dietary methionine can sustain cytosolic redox homeostasis in the mouse liver.

Nat. Commun. 6 , 6479, (2015)

Across phyla, reduced nicotinamide adenine dinucleotide phosphate (NADPH) transfers intracellular reducing power to thioredoxin reductase-1 (TrxR1) and glutathione reductase (GR), thereby supporting fundamental housekeeping and antioxidant pathways. Here we s...

Targeting of Gamma-Glutamyl-Cysteine Ligase by miR-433 Reduces Glutathione Biosynthesis and Promotes TGF-β-Dependent Fibrogenesis.

Antioxid. Redox Signal. 23 , 1092-105, (2015)

Glutathione (GSH) is the main antioxidant against cell damage. Several pathological states course with reduced nucleophilic tone and perturbation of redox homeostasis due to changes in the 2GSH/GSSG ratio. Here, we investigated the regulation of the rate-limi...

Reducible chimeric polypeptide consisting of octa-D-arginine and tetra-L-histidine peptides as an efficient gene delivery vector.

Int. J. Nanomedicine 10 , 4669-90, (2015)

Cationic oligopeptide as a nonviral gene delivery vector has aroused much research interest recently, but its further application is limited by its low transfection efficiency. In the present study, we have created a high-efficiency gene vector by using octa-...

SMAD signaling and redox imbalance cooperate to induce prostate cancer cell dormancy.

Cell Cycle 14(8) , 1218-31, (2015)

Metastasis involves the dissemination of single or small clumps of cancer cells through blood or lymphatic vessels and their extravasation into distant organs. Despite the strong regulation of metastases development by a cell dormancy phenomenon, the dormant ...

Celastrol targets proteostasis and acts synergistically with a heat-shock protein 90 inhibitor to kill human glioblastoma cells.

Cell Death Dis. 5 , e1216, (2014)

Glioblastoma multiforme is a devastating disease of the central nervous system and, at present, no effective therapeutic interventions have been identified. Celastrol, a natural occurring triterpene, exhibits potent anti-tumor activity against gliomas in xeno...

Pivotal role for ROS activation of p38 MAPK in the control of differentiation and tumor-initiating capacity of glioma-initiating cells.

Stem Cell Res. 12(1) , 119-31, (2014)

Reactive oxygen species (ROS) are involved in various aspects of cancer cell biology, yet their role in cancer stem cells (CSCs) has been poorly understood. In particular, it still remains unclear whether and how ROS control the self-renewal/differentiation p...

Alkylation of the tumor suppressor PTEN activates Akt and β-catenin signaling: a mechanism linking inflammation and oxidative stress with cancer.

PLoS ONE 5 , e13545, (2010)

PTEN, a phosphoinositide-3-phosphatase, serves dual roles as a tumor suppressor and regulator of cellular anabolic/catabolic metabolism. Adaptation of a redox-sensitive cysteinyl thiol in PTEN for signal transduction by hydrogen peroxide may have superimposed...