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Merck

D7693

Dynasore hydrate

≥97.5% (HPLC), powder, dynamin 1 and dynamin 2 GTPase activity inhibitor

Synonym(s):

3-Hydroxy-naphthalene-2-carboxylic acid (3,4-dihydroxy-benzylidene)-hydrazide hydrate

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About This Item

Empirical Formula (Hill Notation):
C18H14N2O4 · xH2O
CAS Number:
Molecular Weight:
322.31 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
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Product Name

Dynasore hydrate,

SMILES string

O.Oc1ccc(\C=N\NC(=O)c2cc3ccccc3cc2O)cc1O

InChI key

FKWZHQSDBMSHTN-ZIOFAICLSA-N

InChI

1S/C18H14N2O4.H2O/c21-15-6-5-11(7-17(15)23)10-19-20-18(24)14-8-12-3-1-2-4-13(12)9-16(14)22;/h1-10,21-23H,(H,20,24);1H2/b19-10+;

form

powder

storage condition

protect from light

color

off-white

solubility

DMSO: ≥10 mg/mL
H2O: insoluble

storage temp.

−20°C

Quality Level

Application

Dynasore hydrate has been used:
  • for priming fetal mesenchymal stem/stromal cells (fMSC)
  • in confocal microscopy
  • in wound healing/scratch and tube-formation assay
  • to analyse its effects on Coxsackievirus A9 (CAV9) infection
  • to inhibit clathrin-mediated endocytosis and caveolin-mediated endocytosis
  • in live imaging of cells

Biochem/physiol Actions

Dynasore is a cell-permeable, reversible noncompetitive dynamin 1 and dynamin 2 GTPase activity inhibitor.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

General description

Dynasore is a small molecule GTPase inhibitor that targets dynamin-1, dynamin-2 and Drp1 (mitochondrial). Dynasore blocks dynamin-dependent endocytosis, scission of endocytic vesicles. Dynosore is profibrotic, induces PAI-1 in pleural mesothelial cells, and may be an effective pleurodesing (pleurodesis) agent. Dynasor blocks human papillomavirus type 16 (HPV16) and bovine papillomavirus type 1 (BPV1) (pseudovirions) infections.
Dynasore hydrate lowers labile cholesterol in the plasma membrane and distorts lipid raft organization. Dynasore exhibits pleotropic effects on herpes simplex virus (HSV)-1 and HSV-2 infection. It hinders viral entry, trafficking of viral proteins and capsid formation.

pictograms

Environment

signalword

Warning

hcodes

pcodes

Hazard Classifications

Aquatic Acute 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves


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Intracellular trafficking and endocytosis of CXCR4 in fetal mesenchymal stem/stromal cells
Pelekanos RA, et al.
BMC Cell Biology, 15(1), 15-15 (2014)
Phosphatidylinositol 3-kinase class II alpha-isoform PI3K-C2alpha is required for transforming growth factor beta-induced Smad signaling in endothelial cells
Aki S, et al.
The Journal of Biological Chemistry, jbc-M114 (2015)
Dynasore-not just a dynamin inhibitor
Preta G, et al.
Cell communication and signaling : CCS, 13(1), 24-24 (2015)
Florian Ehlgen et al.
PloS one, 7(6), e38781-e38781 (2012-06-22)
Haemoglobin degradation during the erythrocytic life stages is the major function of the food vacuole (FV) of Plasmodium falciparum and the target of several anti-malarial drugs that interfere with this metabolic pathway, killing the parasite. Two multi-spanning food vacuole membrane
Tom Kirchhausen et al.
Methods in enzymology, 438, 77-93 (2008-04-17)
The large GTPase dynamin is essential for clathrin-dependent coated-vesicle formation. Dynasore is a cell-permeable small molecule that inhibits the GTPase activity of dynamin1, dynamin2 and Drp1, the mitochondrial dynamin. Dynasore was discovered in a screen of approximately 16,000 compounds for

Articles

Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

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