|Related Categories||AIDS and Viral Research Reagents, Antibiotics, Antibiotics A to Z, Antibiotics N-S, Bioactive Small Molecules,|
|solubility||0.5 M HCl: complete5 mg/ml|
|glacial acetic acid: complete50 mg/ml|
Sangivamycin hydrate from Streptomyces rimosus may be used in PKC-mediated cell signaling studies.
A cytotoxic purine nucleoside, active against human cytomegalovirus (HCMV); inhibits protein kinase C.
Sangivamycin is a deazapurine nucleoside analog produced by Streptomyces rimosus that arrests cell cycle at the G2 phase. It inhibits the activity of protein kinase C (PKC) and rhodopsin kinase and at higher concentrations it also inhibits protein kinase A and b-adrenergic receptor kinase. The phosphorylation of histone H1 protein is also one mechanism by which Sangivamycin prevents the cell growth and acts as cytotoxic agent against a variety of human cancers.4,5,6
|Precautionary statements||P260-P264-P280-P284-P302 + P350-P310|
|Personal Protective Equipment||Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges|
|Hazard Codes (Europe)||T+|
|Risk Statements (Europe)||26/27/28|
|Safety Statements (Europe)||36/37/39-45|
|RIDADR||UN 2811 6.1 / PGII|
The nucleoside analog sangivamycin induces apoptotic cell death in breast carcinoma MCF7/adriamycin-resistant cells via protein kinase Cdelta and JNK activation. Lee SA and Jung M J. Biol. Chem. 282(20), 15271-83, (2007)
The cyclin-dependent kinase inhibitor roscovitine and the nucleoside analog sangivamycin induce apoptosis in caspase-3 deficient breast cancer cells independent of caspase mediated P-glycoprotein cleavage: implications for therapy of drug resistant breast cancers. Cappellini A, Chiarini F, Ognibene A, et al. Cell Cycle 8(9), 1421-5, (2009)
Evaluation of signal transduction mechanisms for the mitogenic effects of prostaglandin E2 in normal human bone cells in vitro. Baylink TM, Mohan S, Fitzsimmons RJ, et al. J. Bone Miner Res. 11(10), 1413-8, (1996)
Synthesis of non-nucleoside analogs of toyocamycin, sangivamycin, and thiosangivamycin: the effect of certain 4- and 4,6-substituents on the antiviral activity of pyrrolo[2,3-d]pyrimidines. Renau TE, Kennedy C, Ptak RG, et al. J. Med. Chem. 39(18), 3470-6, (1996)
Synthesis of non-nucleoside analogs of toyocamycin, sangivamycin, and ++thiosangivamycin: influence of various 7-substituents on antiviral activity. Renau TE, Wotring LL, Drach JC, et al. J. Med. Chem. 39(4), 873-80, (1996)
Shape changes and chemokinesis of Walker carcinosarcoma cells: effects of protein kinase inhibitors (HA-1004, polymyxin B, sangivamycin and tamoxifen) and an inhibitor of diacylglycerol kinase (R 59022). Zimmermann A and Keller H Anticancer Res. 13(2), 347-54, (1993)
Distribution and characteristics of Ca+2-phosphatidylserine-dependent protein kinase C in subcellular fractions and lamellar bodies of adult rabbit lung. Samuels ER and Scott JE Life Sci. 55(14), 1129-37, (1994)
Basic fibroblast growth factor stimulates expression of interstitial collagenase and inhibitors of metalloproteinases in rat bone cells. Varghese S, Ramsby ML, Jeffrey JJ, et al. Endocrinology 136(5), 2156-62, (1995)
Synthesis and antiproliferative and antiviral activity of 2'-deoxy-2'-fluoroarabinofuranosyl analogs of the nucleoside antibiotics toyocamycin and sangivamycin. Krawczyk SH, Nassiri MR, Kucera LS, et al. J. Med. Chem. 38(20), 4106-14, (1995)
Sangivamycin-like molecule 6 exhibits potent anti-multiple myeloma activity through inhibition of cyclin-dependent kinase-9. Dolloff NG, Allen JE, Dicker DT, et al. Mol. Cancer Ther. 11(11), 2321-30, (2012)
Cell cycle arrest and cytochrome c-mediated apoptotic induction in human lung cancer A549 cells by MCS-C2, an analogue of sangivamycin. Kang J, Lee DK, and Lee CH J. Microbiol. Biotechnol. 20(2), 433-7, (2010)
Synthesis of carbocyclic analogs of 2',3'-dideoxysangivamycin, 2',3'-dideoxytoyocamycin, and 2',3'-dideoxytriciribine. Gudmundsson KS, Wang Z, Daluge SM, et al. Nucleosides Nucleotides Nucleic Acids 20(10-11), 1823-30, (2001)
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