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M9440 Sigma-Aldrich

Methyl-3,4-dephostatin

>98% (HPLC), powder

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

  • Empirical Formula (Hill Notation) C7H8N2O3

  • Molecular Weight 168.15

  •  MDL number MFCD01076450

  •  PubChem Substance ID 24278575

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, Kinase/Phosphatase Biology,
Quality Level   100
assay   >98% (HPLC)
form   powder
color   red-brown
solubility   DMSO: soluble 18 mg/mL
  H2O: insoluble
storage temp.   2-8°C
SMILES string   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
Gene Information   human ... PTPN1(5770)

Description

Application

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

Biochem/physiol Actions

Methyl-3,4-dephostatin is a tyrphostin-related compound isolated from Streptomyces MJ742-NF5 strain. It favors nerve growth factor-based neurite formation in pheochromocytoma PC12 cells. Being a stable analog of the nitrosoaniline dephostatin, it can mimic phosphotyrosine substrate for Tyrosyl-DNA phosphodiesterase I (TdpI).

Stable analog of dephostatin; selective protein tyrosine phosphatase 1B and SHPTP-1 inhibitor; does not inhibit CD45-associated phosphatases.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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