SIBA

SKU: orb1218111

Description

SIBA is a synthetic analogue of SAH, acts as an inhibitor of S-adenosylmethionine-mediated transmethylation. SIBA can interfere with a variety of enzymatic activities in vitro, such as SAH hydrolase, methylthioadenosine phosphorylase and cAMP phosphodiesterase. SIBA reversibly blocks the multiplication of herpes simplex type 1 virus (HSV) .

Key Properties

• CAS Number: 35899-54-8
• MW: 339.41
• Purity: >98% (HPLC)
• Formula: C₁₄H₂₁N₅O₃S
• SMILES: CC(C)CSC[C@H]([C@H]([C@H]1O)O)O[C@H]1n1c2ncnc(N)c2nc1
• Target: HSV
• Solubility: DMSO:90 mg/mL (265.17 mM)

Bioactivity

• In Vivo:
  SIBA (150 mg/kg; i.p.; twice weekly for 3 weeks) inhibits tumor growth In vivo. SIBA (15 mg/kg; i.p.; thrice weekly for 4 weeks) inhibits metastatic spread of RMS-J1 cells In vivo. Animal model: C57BL/6 female mice (4-8 weeks old). Dosage: 150 mg/kg. Administration: Intraperitoneal injection; twice weekly for 3 weeks. Result: Significantly reduced the median number of lung metastases. Animal model: Adult syngeneic Wistar AG rats (8-week-old; subcutaneously grafted with RMS-J1 cells). Dosage: 15 mg/kg. Administration: Intraperitoneal injection; thrice weekly for 4 weeks. Result: Inhibited In vivo metastatic spread of RMS-J1 cells, and showed median numbers of lung metastatic nodules was 26.
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• In Vitro:
  SIBA (0.5 mM; 24-96 h) shows strong anti-proliferative activity against 3LL and RMS-J1 tumour cells. SIBA (1 mM; 12, 24 h) reversibly inhibits HSV production in HEp2 cells (infected by HSV-1). SIBA inhibits protein synthesis by 98% after 10 h infection of HEp2 cells (infected by HSV-1). SIBA (1 mM; 8.5 h) inhibits protein synthesis and RNA methylation in HEp2 cells (infected by HSV-1). SIBA (0.5, 1.0 mM; 24, 48 h) inhibits the conversion of putrescine into spermidine and/or spermine and that this inhibition is a reversible one (interferes with polyamine biosynthesis, probably by blocking aminopropyltransferase). Cell Proliferation Assay Cell line: 3 LL and RMS-J1 cells. Concentration: 0.5 mM Incubation time: 24-96 h. Result: Inhibited 3LL and RMS-J1 tumor cell growth potently by 96% and 88%, respectively. Cell Viability Assay Cell line: HEp2 cells (infected by HSV-1). Concentration: 1 mM. Incubation time: 12, 24 h. Result: Decreased virus production by 88.4 and 98.2% when at 12 and 24 h, respectively. Cell Viability Assay Cell line: HEp2 cells (infected by HSV-1). Concentration: 1 mM. Incubation time: 8.5 h Result: Reduced protein synthesis by 41.3% in normal medium and by 63.5% in medium poor in methionine. Inhibited RNA methylation by 65.4%. Cell Viability Assay Cell line: chick embryo fibroblasts. Concentration: 0.5, 1.0 mM Incubation time: 24, 48 h. Result: Inhibited the uptake of the radioactive diamine and that the inhibition was dose-dependent. Markedly inhibited the formation of [14C]spermidine and [14C]spermine from [14C]putrescine. Inhibited the growth of chick embryo fibroblasts mainly after exposure for 48 h.
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Storage & Handling

• Storage: Storage temperature: -20°C. Stability: ≥ 2 years
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

5'-Isobutylthioadenosine | 5'-Deoxy-5'-isobutylthioadenosine

Quick Database Links

Gene Symbol

HSV