Molecular structure of Sangivamycin, CAS Number: 18417-89-5
Sangivamycin (CAS 18417-89-5)
Alternate Names:
7-Deaza-7-carbamoyladenosine
Application:
Sangivamycin is a cytotoxic purine nucleoside
CAS Number:
18417-89-5
Molecular Weight:
309.3
Molecular Formula:
C12H15N5O5
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Sangivamycin is a cytotoxic purine nucleoside active against human cytomegalovirus (HCMV). It is also a selective and potent PKC (protein kinase C) inhibitor (IC50 = 10muM). The inhibition is competitive with respect to ATP and non-competitive with respect to histone and lipid cofactors. The phosphorylation of histone H1 protein is a mechanism by which Sangivamycin prevents the cell growth and acts as cytotoxic agent against a variety of human cancers.
Sangivamycin (CAS 18417-89-5) References
- Synthesis of pyrrolo[2,1-f][1,2,4]triazine C-nucleosides. Isosteres of sangivamycin, tubercidin, and toyocamycin. | Nishimura, N., et al. 2001. Carbohydr Res. 331: 77-82. PMID: 11284507
- 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. 2007. J Biol Chem. 282: 15271-83. PMID: 17371872
- Inhibition of tumor angiogenesis by targeting endothelial surface ATP synthase with sangivamycin. | Komi, Y., et al. 2007. Jpn J Clin Oncol. 37: 867-73. PMID: 17956898
- ARC (NSC 188491) has identical activity to Sangivamycin (NSC 65346) including inhibition of both P-TEFb and PKC. | Stockwin, LH., et al. 2009. BMC Cancer. 9: 63. PMID: 19232100
- Sangivamycin induces apoptosis by suppressing Erk signaling in primary effusion lymphoma cells. | Wakao, K., et al. 2014. Biochem Biophys Res Commun. 444: 135-40. PMID: 24434142
- Comparison of the cellular and RNA-dependent effects of sangivamycin and toyocamycin in human colon carcinoma cells. | Cohen, MB. and Glazer, RI. 1985. Mol Pharmacol. 27: 349-55. PMID: 2579317
- Synthesis, cytotoxicity, and antiviral activity of some acyclic analogues of the pyrrolo[2,3-d]pyrimidine nucleoside antibiotics tubercidin, toyocamycin, and sangivamycin. | Gupta, PK., et al. 1989. J Med Chem. 32: 402-8. PMID: 2913300
- A new biological role of sangivamycin; inhibition of protein kinases. | Osada, H., et al. 1989. J Antibiot (Tokyo). 42: 102-6. PMID: 2921215
- Pyrrolo[2,3-d]pyrimidine nucleosides as inhibitors of human cytomegalovirus. | Turk, SR., et al. 1987. Antimicrob Agents Chemother. 31: 544-50. PMID: 3037998
- Sangivamycin and its derivatives inhibit Haspin-Histone H3-survivin signaling and induce pancreatic cancer cell death. | Bastea, LI., et al. 2019. Sci Rep. 9: 16588. PMID: 31719634
- Sangivamycin, a nucleoside analogue, is a potent inhibitor of protein kinase C. | Loomis, CR. and Bell, RM. 1988. J Biol Chem. 263: 1682-92. PMID: 3338987
- Sangivamycin is highly effective against SARS-CoV-2 in vitro and has favorable drug properties. | Bennett, RP., et al. 2022. JCI Insight. 7: PMID: 34807849
- Nucleic acid related compounds. 51. Synthesis and biological properties of sugar-modified analogues of the nucleoside antibiotics tubercidin, toyocamycin, sangivamycin, and formycin. | De Clercq, E., et al. 1987. J Med Chem. 30: 481-6. PMID: 3820218
- Pyrrolo[2,3-d]pyrimidine nucleoside antibiotics. Total synthesis and structure of toyocamycin, unamycin B, vengicide, antibiotic E-212, and Sangivamycin (BA-90912). | Tolman, RL., et al. 1968. J Am Chem Soc. 90: 524-6. PMID: 5634627
- Kinetics and localization of the phosphorylation of rhodopsin by protein kinase C. | Greene, NM., et al. 1995. J Biol Chem. 270: 6710-7. PMID: 7896814
Inhibitor of:
ARPP-21, DERA, PKC, Ribosomal Protein L10a, Ser/Thr Protein Kinase, and U1 snRNP 70.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Sangivamycin, 1 mg | sc-204261 | 1 mg | $333.00 | |||
Sangivamycin, 10 mg | sc-204261A | 10 mg | $1348.00 | |||
Sangivamycin, 25 mg | sc-204261B | 25 mg | $2611.00 | |||
Sangivamycin, 50 mg | sc-204261C | 50 mg | $5212.00 | |||
Sangivamycin, 100 mg | sc-204261D | 100 mg | $9894.00 | |||
Sangivamycin, 250 mg | sc-204261E | 250 mg | $20298.00 |