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580551

Sigma-Aldrich

Tautomycin, Streptomyces spiroverticillatus

Tautomycin, CAS 109946-35-2, is a potent inhibitor of protein phosphatase 1, 2A, and smooth muscle endogenous phosphatase (IC₅₀ = 1 nM, 10 nM, and 6 nM, respectively). Mixture of two isomers.

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Synonym(s):
Tautomycin, Streptomyces spiroverticillatus
Empirical Formula (Hill Notation):
C41H66O13
CAS Number:
109946-35-2
Molecular Weight:
766.95

Quality Level

100

Assay

≥97% (HPLC)

form

lyophilized (thin film)

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated
protect from light

solubility

chloroform: soluble
ethanol: soluble
methanol: soluble

shipped in

ambient

storage temp.

−20°C

InChI

1S/C41H66O13/c1-21(2)36(51-34(47)20-31(45)35-27(8)39(48)52-40(35)49)38(50-10)32(46)19-30(44)26(7)29(43)13-11-24(5)37-25(6)16-18-41(54-37)17-15-23(4)33(53-41)14-12-22(3)28(9)42/h21-26,29,31-33,36-38,43,45-46H,11-20H2,1-10H3/t22-,23+,24+,25-,26-,29-,31+,32+,33-,36+,37-,38+,41+/m0/s1

InChI key

RFCWHQNNCOJYTR-IRCAEPKSSA-N

General description

Mixture of two isomers. Potent inhibitor of protein phosphatases and useful for studies involving protein phosphorylation. Inhibits protein phosphatase 1 (IC50 = 1 nM), protein phosphatase 2A (IC50 = 10 nM), and smooth muscle endogenous phosphatase (IC50 = 6 nM). Higher concentrations are needed to inhibit protein phosphatase 2B. Does not inhibit protein phosphatase 2C or phorbol dibutyrate binding. Does not activate protein kinase C or inhibit myosin light chain kinase.
Mixture of two isomers. Potent inhibitor of protein phosphatases. Inhibits protein phosphatase 1 (IC50 = 1 nM), protein phosphatase 2A (IC50 = 10 nM), and smooth muscle endogenous phosphatase (IC50 = 6 nM). Higher concentrations are needed to inhibit protein phosphatase 2B. Does not inhibit protein phosphatase 2C.

Biochem/physiol Actions

Cell permeable: no
Primary Target
PP1
Product does not compete with ATP.
Reversible: no
Target IC50: 1 nM, 10 nM, 6 nM, against protein phosphatase 1, protein phosphatase 2A, and smooth muscle endogenous phosphatase, respectively

Warning

Toxicity: Highly Toxic (H)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.







From Catalog:

Desc. Field- removed ". . .and useful for studies involving protein phosphorylation"

- removed ". . .or phorbol dibutyrate binding. Does not activate protein kinase C or inhibit myosin light chain kinase"

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
McCluskey, A., et al. 2002. J. Med. Chem.45, 1151.
Mitsuhashi, S., et al. 2001. Biochem. Biophys. Res. Commun.287, 328.
Kikuchi, K., et al. 1999. Int. J. Mol. Med.4, 395.
Sheppeck, J.E., et al. 1997. J. Org. Chem.62, 387.
Sugiyama, Y., et al. 1996. Bioorg. Med. Chem. Lett.6, 3.
Gong, M.C., et al. 1992. J. Biol. Chem.267, 14662.
Suganuma, M., et al. 1992. Toxicon30, 873.
MacKintosh, C. and Klumpp, S. 1990. FEBS Lett.277, 137.
Magae, J., et al. 1989. J. Antibiot.42, 1290.

Legal Information

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

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class Code

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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