BioViotica

Butyrolactone I

CHF 115.00
In stock
BVT-0448-C200200 µgCHF 115.00
BVT-0448-M0011 mgCHF 155.00
BVT-0448-M0055 mgCHF 505.00
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Product Details
Product Type Chemical
Properties
Formula

C24H24O7

MW 424.5
CAS 87414-49-1
Source/Host Chemicals Isolated from Aspergillus terreus.
Purity Chemicals ≥98% (HPLC, NMR)
Appearance White to off-white solid.
Solubility Soluble in DMSO, methanol, ethanol or acetone.
Identity Determined by 1H-NMR.
InChi Key NGOLMNWQNHWEKU-UHFFFAOYSA-N
Smiles COC(=O)[C@]1(CC2=CC=C(O)C(CC=C(C)C)=C2)OC(=O)C(O)=C1C1=CC=C(O)C=C1
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Protect from light when in solution.
Use/Stability Stable for at least 1 year after receipt when stored at +4°C.
Working aliquots are stable for up to 3 months when stored at -20°C.
Documents
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Product Specification Sheet
Datasheet Download PDF
Description
  • Cell permeable, potent and selective cyclin-dependent kinase CDK-1 (CDC2), -2 and -5 inhibitor [1-4, 9, 10].
  • Apoptosis inducer [6, 7, 9].
  • Antitumor agent [5, 9].
  • Inhibits cell cycle progression at the G1/S and G2/M transitions [8].
  • Shown to prevent the phosphorylation of retinoblastoma protein and H1 histone [2, 10].
  • Important probe for understanding the cellular roles of CDKs [4].
  • Inhibitor of α-glucosidases [12].
  • Maturation inhibitor of sheep oocytes [11].
Product References
  1. Butyrolactone I, a selective inhibitor of cdk2 and cdc2 kinase: M. Kitagawa, et al.; Oncogene 8, 2425 (1993)
  2. A cyclin-dependent kinase inhibitor, butyrolactone I, inhibits phosphorylation of RB protein and cell cycle progression: M. Kitagawa, et al.; Oncogene 9, 2549 (1994)
  3. Evidence for cdk5 as a major activity phosphorylating tau protein in porcine brain extract: T. Hosoi, et al.; J. Biochem. 117, 741 (1995)
  4. Chemical inhibitors of cyclin-dependent kinases: L. Meijer; Prog. Cell Cycle Res. 1, 351 (1995) (Review)
  5. Antitumor effects of butyrolactone I, a selective cdc2 kinase inhibitor, on human lung cancer cell lines: K. Nishio, et al.; Anticancer Res. 16, 3387 (1996)
  6. Transcriptional activation of the cdc2 gene is associated with Fas- induced apoptosis of human hematopoietic cells: Y. Furukawa, et al.; J. Biol. Chem. 271, 28469 (1996)
  7. An exogenous cdk inhibitor, butyrolactone-I, induces apoptosis with increased Bax/Bcl-2 ratio in p53-mutated pancreatic cancer cells: M. Wada, et al.; Anticancer Res. 18, 2559 (1998)
  8. Butyrolactone I induces cyclin B1 and causes G2/M arrest and skipping of mitosis in human prostate cell lines: M. Suzuki, et al.; Cancer Lett. 138, 121 (1999)
  9. Involvement of Cdk5/p25 in digoxin-triggered prostate cancer cell apoptosis: H. Lin, et al.; J. Biol. Chem. 279, 29302 (2004)
  10. Regulation of mitotic function of Chk1 through phosphorylation at novel sites by cyclin-dependent kinase 1 (Cdk1): T. Shiromizu, et al.; Genes Cells 11, 477 (2006)
  11. Butyrolactone-I reversibly inhibits but does not improve the maturation and subsequent development of sheep oocytes in vitro: L. Lu, et al.; J. Animal Vet. Adv. 12, 17 (2013)
  12. Effect on α-glucosidase inhibition and antioxidant activities of butyrolactone derivatives from Aspergillus terreus MC751: R. Dewi, et al.; Med. Chem. Res. 23, 454 (2014)
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