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Merck
CN

203988

Butyrolactone I

A cell-permeable and highly selective inhibitor of cyclin-dependent protein kinases (Cdks) that inhibits cell cycle progression at the G1/S and G1/M transitions.

Synonym(s):

Butyrolactone I

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About This Item

Empirical Formula (Hill Notation):
C24H24O7
CAS Number:
87414-49-1
Molecular Weight:
424.44
UNSPSC Code:
12352200

Key Documents

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Product Name

Butyrolactone I, A cell-permeable and highly selective inhibitor of cyclin-dependent protein kinases (Cdks) that inhibits cell cycle progression at the G1/S and G1/M transitions.

InChI key

FPVUCBMBMUHRDX-XMMPIXPASA-N

InChI

1S/C24H24O7/c1-14(2)4-6-17-12-15(5-11-19(17)26)13-30-23(29)24(3)20(21(27)22(28)31-24)16-7-9-18(25)10-8-16/h4-5,7-12,25-27H,6,13H2,1-3H3/t24-/m1/s1

assay

≥99% (TLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

white

shipped in

ambient

storage temp.

−20°C

Quality Level

100

Biochem/physiol Actions

Cell permeable: yes
Primary Target
p34cdk1/cyclinB
Product does not compete with ATP.
Reversible: no
Target IC50: 680 nM against Cdk1

Disclaimer

Toxicity: Standard Handling (A)

General description

A cell-permeable and highly selective inhibitor of cyclin-dependent protein kinases (Cdks) that inhibits cell cycle progression at the G1/S and G2/M transitions. Inhibits p34cdk1/cyclinB (Cdk1; IC50 = 680 nM). Also selectively inhibits Cdk2 and Cdk5 kinases. Has little effect on casein kinase I, casein kinase II, EGF receptor kinase, MAP kinase, PKA, and PKC. Shown to prevent the phosphorylation of retinoblastoma protein and H1 histone. Also blocks Fas-induced apoptosis in HL-60 cells and shows antitumor effects on human lung cancer cell lines.

Other Notes

Furukawa, Y., et al. 1996. J. Biol. Chem. 271, 28469.
Nishio, K., et al. 1996. Anticancer Res. 16, 3387.
Kitagawa, M., et al. 1994. Oncogene 9, 2549.
Kitagawa, M., et al. 1993. Oncogene 8, 2425.

Preparation Note

Following initial thaw, aliquot and freeze (-20°C).

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Alessia Oppezzo et al.
Cell & bioscience, 13(1), 115-115 (2023-06-25)
Hematopoietic stem cells (HSCs) reside in the bone marrow (BM) niche, which includes bone-forming and bone-resorbing cells, i.e., osteoblasts (OBs) and osteoclasts (OCs). OBs originate from mesenchymal progenitors, while OCs are derived from HSCs. Self-renewal, proliferation and differentiation of HSCs

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