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D7693

Sigma-Aldrich

Dynasore hydrate

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:
1202867-00-2
Molecular Weight:
322.31 (anhydrous basis)
MDL number:
MFCD11045288
UNSPSC Code:
12352200
PubChem Substance ID:
329798784
NACRES:
NA.77

form

powder

Quality Level

100

storage condition

protect from light

color

off-white

solubility

DMSO: ≥10 mg/mL
H2O: insoluble

storage temp.

−20°C

SMILES string

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

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+;

InChI key

FKWZHQSDBMSHTN-ZIOFAICLSA-N

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.

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.

Pictograms

Environment
GHS09

Signal Word

Warning

Hazard Statements

H400

Precautionary Statements

P273

Hazard Classifications

Aquatic Acute 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Radioimmunotherapy of fibroblast activation protein positive tumors by rapidly internalizing antibodies
Fischer E, et al
Clinical Cancer Research, clincanres-clinca0644 (2012)
G J Hofmeyr et al.
BJOG : an international journal of obstetrics and gynaecology, 121(8), 951-957 (2014-03-14)
Epidemiological data link low dietary calcium with pre-eclampsia. Current recommendations are for 1.5-2 g/day calcium supplementation for low-intake pregnant women, based on randomised controlled trials of ≥1 g/day calcium supplementation from 20 weeks of gestation. This is problematic logistically in
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
Dynasore disrupts trafficking of HSV proteins
Mues MB, et al.
Journal of Virology, JVI-00636 (2015)
Richard H Tuligenga et al.
The lancet. Diabetes & endocrinology, 2(3), 228-235 (2014-03-14)
Type 2 diabetes increases the risk for dementia, but whether it affects cognition before old age is unclear. We investigated whether duration of diabetes in late midlife and poor glycaemic control were associated with accelerated cognitive decline. 5653 participants from
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