Castanospermine
Castanospermine structure
|
Common Name | Castanospermine | ||
|---|---|---|---|---|
| CAS Number | 79831-76-8 | Molecular Weight | 189.209 | |
| Density | 1.5±0.1 g/cm3 | Boiling Point | 421.9±45.0 °C at 760 mmHg | |
| Molecular Formula | C8H15NO4 | Melting Point | 213-217 °C(lit.) | |
| MSDS | Chinese USA | Flash Point | 267.6±27.4 °C | |
| Symbol |
GHS07 |
Signal Word | Warning | |
|
LMAN1 (ERGIC-53) is a potential carrier protein for matrix metalloproteinase-9 glycoprotein secretion.
Biochem. Biophys. Res. Commun. 464 , 685-91, (2015) Matrix metalloproteinase-9 (MMP-9) is a secreted glycoprotein with a major role in shaping the extracellular matrix and a detailed understanding of the secretory mechanism could help identify methods to correct diseases resulting from dysregulation of secreti... |
|
|
Evolution of polyphenols and organic acids during the fermentation of apple cider.
Biochem. J. 469(1) , 83-95, (2015) Polyphenols and organic acids are important constitutes in the cider because they greatly contribute to organoleptic quality. The determination of their changes is important for monitoring the fermentation process for purposes of quality control. In this stud... |
|
|
Inhibitors of the tick-borne, hemorrhagic fever-associated flaviviruses.
Antimicrob. Agents Chemother. 58(6) , 3206-16, (2014) No antiviral therapies are available for the tick-borne flaviviruses associated with hemorrhagic fevers: Kyasanur Forest disease virus (KFDV), both classical and the Alkhurma hemorrhagic fever virus (AHFV) subtype, and Omsk hemorrhagic fever virus (OHFV). We ... |
|
|
Tetrapisispora phaffii killer toxin is a highly specific beta-glucanase that disrupts the integrity of the yeast cell wall.
Microb. Cell Fact. 8 , 55, (2009) Killer yeasts have been used to combat contaminating wild yeasts in food, to control pathogenic fungi in plants, and in the medical field, to develop novel antimycotics for the treatment of human and animal fungal infections. Among these killer yeasts, Tetrap... |
|
|
Inhibition of the glucosyltransferase activity of clostridial Rho/Ras-glucosylating toxins by castanospermine.
FEBS Lett. 582(15) , 2277-82, (2008) Castanospermine was identified as an inhibitor of the Rho/Ras-glucosylating Clostridium sordellii lethal toxin and Clostridium difficile toxin B. Microinjection of castanospermine into embryonic bovine lung cells prevented the cytotoxic effects of toxins. The... |
|
|
The comparative pathology of the glycosidase inhibitors swainsonine, castanospermine, and calystegines A3, B2, and C1 in mice.
Toxicol. Pathol. 36(5) , 651-9, (2008) To study various polyhydroxy-alkaloid glycosidase inhibitors, 16 groups of 3 mice were dosed using osmotic minipumps with swainsonine (0, 0.1, 1, and 10 mg/kg/day), castanospermine, and calystegines A(3), B(2), and C(1) (1, 10, and 100 mg/kg/day). After 28 da... |
|
|
The action of bromoconduritol on ER glucosidase II.
Bioorg. Med. Chem. Lett. 20 , 5357-9, (2010) Bromoconduritol (6-bromo-3,4,5-trihydroxycyclohex-1-ene; BCD) has been known as an inhibitor of glucosidase II (G-II), which plays pivotal roles in glycoprotein processing and folding in the ER. Previous works suggested that BCD specifically inhibits the clea... |
|
|
Small molecule regulators of autophagy identified by an image-based high-throughput screen.
Proc. Natl. Acad. Sci. U. S. A. 104 , 19023-8, (2007) Autophagy is a lysosome-dependent cellular catabolic mechanism mediating the turnover of intracellular organelles and long-lived proteins. Reduction of autophagy activity has been shown to lead to the accumulation of misfolded proteins in neurons and may be i... |
|
|
Diastereoselective nitrenium ion-mediated cyclofunctionalization: total synthesis of (+)-castanospermine.
Org. Lett. 12(22) , 5330-3, (2010) The asymmetric total synthesis of the α-glucosidase inhibitor (+)-castanospermine is reported. The central theme in our approach to this polyhydroxylated alkaloid is the simultaneous generation of the piperidine ring and the C-1/8a erythro stereodiad through ... |
|
|
Efficient synthesis of (+)-1,8,8a-tri-epi-swainsonine, (+)-1,2-di-epi-lentiginosine, (+)-9a-epi-homocastanospermine and (-)-9-deoxy-9a-epi-homocastanospermine from a D-glucose-derived aziridine carboxylate, and study of their glycosidase inhibitory activities.
Org. Biomol. Chem. 6(4) , 703-11, (2008) The utility of a D-glucose-derived aziridine carboxylate was demonstrated for the synthesis of polyhydroxylated quinolizidine and indolizidine alkaloids. The chemoselective reduction of 1 followed by two-carbon homologation by the Wittig reaction afforded gam... |