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86305

Sigma-Aldrich

Tautomycin from Streptomyces spiroverticillatus

≥90% (HPLC)

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About This Item

Formula empirica (notazione di Hill):
C41H66O13
Numero CAS:
109946-35-2
Peso molecolare:
766.95
Beilstein:
3583132
Codice UNSPSC:
12352200
ID PubChem:
329769454
NACRES:
NA.25

Origine biologica

Streptomyces spiroverticillatus

Saggio

≥90% (HPLC)

Forma fisica

powder

Temperatura di conservazione

−20°C

Stringa SMILE

CO[C@@H]([C@H](O)CC(=O)[C@@H](C)[C@@H](O)CC[C@@H](C)C1O[C@]2(CC[C@@H](C)[C@H](CC[C@H](C)C(C)=O)O2)CC[C@@H]1C)[C@H](OC(=O)C[C@@H](O)C3=C(C)C(=O)OC3=O)C(C)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
RFCWHQNNCOJYTR-QKIDKDKQSA-N

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Applicazioni

Tautomycin from Streptomyces spiroverticillatus may be used to study its potential as an anti-fungal and anticancer agent. Tautomycin may be used as a potent and specific protein phosphatase inhibitor.

Altre note

Potent and specific inhibitor of protein phosphatases 1 and 2A

Pittogrammi

Skull and crossbones
GHS06

Avvertenze

Danger

Indicazioni di pericolo

H300

Consigli di prudenza

P264 - P301 + P310

Classi di pericolo

Acute Tox. 2 Oral

Codice della classe di stoccaggio

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificati d'analisi (COA)

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Magne O Sydnes et al.
Chemistry, an Asian journal, 5(3), 410-420 (2009-12-17)
It has been a long journey since tautomycin (TTM) was isolated in 1987 and the discovery that it inhibited protein phosphatase 1 (PP1) more strongly than PP2A until finally the cocrystal structure of TTM and PP1 was presented early in
Jianhua Ju et al.
Organic letters, 11(7), 1639-1642 (2009-03-14)
The biosynthetic gene cluster for tautomycin (TTM), a potent protein phosphatase (PP) inhibitor has recently been characterized. Inactivation of ttmM, which encodes a putative C3' hydroxylase, afforded mutant SB6005 which accumulated three new 3'-deshydroxy TTM analogs, supporting the function of
C MacKintosh et al.
FEBS letters, 277(1-2), 137-140 (1990-12-17)
Tautomycin inhibited the catalytic subunits of protein phosphatase-1 (Kiapp = 0.16 nM) more potently than protein phosphatase 2A (Kiapp = 0.4 nM), and the native forms of these enzymes in mammalian, protozoan and plant extracts were inhibited in a similar
Magne O Sydnes et al.
Bioorganic & medicinal chemistry, 16(4), 1747-1755 (2007-12-07)
Herein we describe the further improvement of our in-house developed firefly bioluminescence assay system for the determination of inhibition of protein phosphatase (PP). The advantage with the new system is higher sensitivity as well as being time and sample efficient.
Wenli Li et al.
Journal of natural products, 72(3), 450-459 (2009-02-05)
Tautomycetin (TTN) is a highly potent and specific protein phosphatase inhibitor isolated from Streptomyces griseochromogenes. The biological activity of TTN makes it an important lead for drug discovery, whereas its rare dialkylmaleic anhydride moiety and structural similarity to tautomycin (TTM)
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