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Key Documents

203988

Sigma-Aldrich

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 G₂/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

Quality Level

100

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

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

InChI key

FPVUCBMBMUHRDX-XMMPIXPASA-N

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.

Biochem/physiol Actions

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

Warning

Toxicity: Standard Handling (A)

Reconstitution

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

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.

Legal Information

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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