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Merck
CN

86305

互变霉素 来源于螺旋轮丝链霉菌

≥90% (HPLC)

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关于此项目

经验公式(希尔记法):
C41H66O13
化学文摘社编号:
分子量:
766.95
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352200
Beilstein/REAXYS Number:
3583132
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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

SMILES string

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 key

RFCWHQNNCOJYTR-QKIDKDKQSA-N

biological source

Streptomyces spiroverticillatus

assay

≥90% (HPLC)

form

powder

storage temp.

−20°C

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Application

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.

Other Notes

Potent and specific inhibitor of protein phosphatases 1 and 2A

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 2 Oral

存储类别

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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.
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
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
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
Sijiu Liu et al.
Chemistry & biology, 18(1), 101-110 (2011-02-01)
SHP2 phosphatase is a positive transducer of growth factor and cytokine signaling. SHP2 is also a bona fide oncogene; gain-of-function SHP2 mutations leading to increased phosphatase activity cause Noonan syndrome, as well as multiple forms of leukemia and solid tumors.

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