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Borrelidin

Antibiotic with antiangiogenic activity
 
ALX-380-102-MC05 0.5 mg 355.00 USD
 
ALX-380-102-M001 1 mg 599.00 USD
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Replaces Prod. #: BML-CT103

Nitrile-containing macrolide antibiotic produced by Streptomyces species which inhibits bacterial and eukaryal threonyl-tRNA synthetase (THrRS). Displays pronounced antiangiogenic activity (IC50 = 0.8 nM) and also induces the collapse of formed capillary tubes in a dose-dependent fashion. In HUVECs, the capillary tube collapsing activity is mediated by the activation of caspases-3 and –8 and induction of apoptosis. The IC50 for antiangiogenic activity is 50-fold lower that that for THrRS inhibition indicating the possibility for an alternate molecular target. Was shown to be highly effective in blocking the formation of spontaneous lung metastases of B16-BL6 melanoma cells at the same dosage that inhibited angiogenesis. Inhibitor of cyclin-dependent kinase (CDK). Shows antiviral activity.

Product Specification

Alternative Name:2-(7-Cyano-8,16-dihydroxy-9,11,13,15-tetramethyl-18-oxooxacyclooctadeca-4,6-dien-2-yl)cyclopentanecarboxylic acid, Treponemycin, U 78548, C2989
 
Formula:C28H43NO6
 
MW:489.7
 
Source:Isolated from Streptomyces sp.
 
CAS:7184-60-3
 
RTECS:ED8750000
 
Purity:≥98% (HPLC)
 
Appearance:White to off-white powder.
 
Solubility:Soluble in DMSO or methanol.
 
Shipping:Ambient
 
Long Term Storage:-20°C
 
380-102
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380-102

Product Literature References

A unique hydrophobic cluster near the active site contributes to differences in borrelidin inhibition among threonyl-tRNA synthetases: B. Ruan, et al.; J. Biol. Chem. 280, 571 (2005), Abstract; Full Text
Anti-angiogenesis effects of borrelidin are mediated through distinct pathways: threonyl-tRNA synthetase and caspases are independently involved in suppression of proliferation and induction of apoptosis in endothelial cells: T. Kawamura, et al.; J. Antibiot. 56, 709 (2003), Abstract;
Borrelidin induces the transcription of amino acid biosynthetic enzymes via a GCN4-dependent pathway: E.L. Eastwood and S.E. Schaus; Bioorg. Med. Chem. Lett. 13, 2235 (2003), Abstract;
Borrelidin inhibits a cyclin-dependent kinase (CDK), Cdc28/Cln2, of Saccharomyces cerevisiae: E. Tsuchiya, et al.; J. Antibiot. 54, 84 (2001), Abstract;
Establishment of a quantitative mouse dorsal air sac model and its application to evaluate a new angiogenesis inhibitor: Y. Funahashi, et al.; Oncol. Res. 11, 319 (1999), Abstract;
Borrelidin is an angiogenesis inhibitor; disruption of angiogenic capillary vessels in a rat aorta matrix culture model: T. Wakabayashi, et al.; J. Antibiot. 50, 671 (1997), Abstract;
Isolation of a cDNA clone for human threonyl-tRNA synthetase: amplification of the structural gene in borrelidin-resistant cell lines: K.J. Kontis and S.M. Arfin; Mol. Cell. Biol. 9, 1832 (1989), Abstract;
Chinese hamster ovary cells resistant to borrelidin overproduce threonyl-tRNA synthetase: S.C. Gerken and S.M. Arfin; J. Biol. Chem. 259, 9202 (1984), Abstract; Full Text
Increased levels of threonyl-tRNA synthetase in a borrelidin-resistant Chinese hamster ovary cell line: J.S. Gantt, et al.; PNAS 78, 5367 (1981), Abstract; Full Text
Genetic analysis of mutations causing borrelidin resistance by overproduction of threonyl-transfer ribonucleic acid synthetase: J. Frohler, et al.; J. Bacteriol. 143, 1135 (1980), Abstract; Full Text
Isolation of vivomycin and borrelidin, two antibiotics with anti-viral activity, from a species of Streptomyces (C2989): M. Lumb, et al.; Nature 206, 263 (1965), Abstract;

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