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Merck

M9440

Sigma-Aldrich

Methyl-3,4-dephostatin

>98% (HPLC), powder

别名:

3,4-Dihydroxy-N-methyl-N-nitrosoaniline

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1 MG
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About This Item

经验公式(希尔记法):
C7H8N2O3
分子量:
168.15
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77

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方案

>98% (HPLC)

表单

powder

颜色

red-brown

溶解性

DMSO: soluble 18 mg/mL
H2O: insoluble

储存温度

2-8°C

SMILES字符串

CN(N=O)c1ccc(O)c(O)c1

InChI

1S/C7H8N2O3/c1-9(8-12)5-2-3-6(10)7(11)4-5/h2-4,10-11H,1H3

InChI key

XAKAQCMEMMZUEO-UHFFFAOYSA-N

基因信息

human ... PTPN1(5770)

应用

Methyl-3,4-dephostatin has been used as:
  • an inhibitor for methyltransferases[1]
  • a kinase-related inhibitor for human transglutaminase[2]
  • a cysteine binding compound for screening its effect on C-terminal domain (CTD) of human immunodeficiency virus (HIV-1) capsid protein[3]

生化/生理作用

Methyl-3,4-dephostatin is a tyrphostin-related compound isolated from Streptomyces MJ742-NF5 strain.[4] It favors nerve growth factor-based neurite formation in pheochromocytoma PC12 cells.[5] Being a stable analog of the nitrosoaniline dephostatin, it can mimic phosphotyrosine substrate for Tyrosyl-DNA phosphodiesterase I (TdpI).[6]
Stable analog of dephostatin; selective protein tyrosine phosphatase 1B and SHPTP-1 inhibitor; does not inhibit CD45-associated phosphatases.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Ebselen, a small-molecule capsid inhibitor of HIV-1 replication
Thenin-Houssier S, et al.
Antimicrobial Agents and Chemotherapy, 60(4), 2195-2208 (2016)
Thung-S Lai et al.
Chemistry & biology, 15(9), 969-978 (2008-09-23)
Human tissue transglutaminase (TGM2) is a calcium-dependent crosslinking enzyme involved in the posttranslational modification of intra- and extracellular proteins and implicated in several neurodegenerative diseases. To find specific inhibitors to TGM2, two structurally diverse chemical libraries (LOPAC and Prestwick) were
S Fujiwara et al.
Biochemical and biophysical research communications, 238(1), 213-217 (1997-09-23)
We studied the effect of the 3,4-dihydroxy analogue of dephostatin (3,4-dephostatin), an inhibitor of protein-tyrosine phosphatase (PTPase), on the differentiation of rat pheochromocytoma PC12 cells. 3,4-Dephostatin accelerated NGF-induced neurite formation in PC12h cells, a subline of PC12 cells, whereas the
T Watanabe et al.
The Journal of antibiotics, 48(12), 1460-1466 (1995-12-01)
We have synthesized derivatives of dephostatin, a protein tyrosine phosphatase (PTPase) inhibitor, to study the structure-activity relationships of this inhibitor. Inactive analogs revealed some insight into structural requirements or PTPase inhibitory activity of dephostatin. Both a nitroso group and phenolic
Christophe Marchand et al.
Molecular cancer therapeutics, 8(1), 240-248 (2009-01-14)
Tyrosyl-DNA phosphodiesterase I (Tdp1) resolves topoisomerase I (Top1)-DNA adducts accumulated from natural DNA damage as well as from the action of certain anticancer drugs. Tdp1 catalyzes the hydrolysis of the phosphodiester bond between the catalytic tyrosine residue of topoisomerase I

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