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MW 408.6 Da, Purity >99%. Potent, cell-permeable dynamin I and dynamin II inhibitor (IC50 values are 1.3 and 14.2 μM for inhibition of dynamin I and II GTPase, respectively). Targets the GTPase domain at an allosteric site. Potently inhibits receptor-mediated and synaptic vesicle endocytosis (IC50 values are 5 and 41.1 μM, respectively). 15-fold more active than Dynasore (ab120192) against dynamin I.

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Key facts

CAS number

1128165-88-7

Purity

> 99%

Form

Solid

Molecular weight

408.6 Da

Molecular formula

C25H36N4O

PubChem identifier

44157463

Nature

Synthetic

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Alternative names

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MW 408.6 Da, Purity >99%. Potent, cell-permeable dynamin I and dynamin II inhibitor (IC50 values are 1.3 and 14.2 μM for inhibition of dynamin I and II GTPase, respectively). Targets the GTPase domain at an allosteric site. Potently inhibits receptor-mediated and synaptic vesicle endocytosis (IC50 values are 5 and 41.1 μM, respectively). 15-fold more active than Dynasore (ab120192) against dynamin I.

Alternative names

Key facts

Purity

> 99%

PubChem identifier

44157463

Biochemical name

Dynole 34-2

Biological description

Potent, cell-permeable dynamin I and dynamin II inhibitor (IC50 values are 1.3 and 14.2 μM for inhibition of dynamin I and II GTPase, respectively). Targets the GTPase domain at an allosteric site. Potently inhibits receptor-mediated and synaptic vesicle endocytosis (IC50 values are 5 and 41.1 μM, respectively). 15-fold more active than Dynasore (ab120192) against dynamin I.

Canonical SMILES

CCCCCCCCNC(=O)C(=CC1=CN(C2=CC=CC=C21)CCCN(C)C)C#N

Isomeric SMILES

CCCCCCCCNC(=O)/C(=C/C1=CN(C2=CC=CC=C21)CCCN(C)C)/C#N

InChI

InChI=1S/C25H36N4O/c1-4-5-6-7-8-11-15-27-25(30)21(19-26)18-22-20-29(17-12-16-28(2)3)24-14-10-9-13-23(22)24/h9-10,13-14,18,20H,4-8,11-12,15-17H2,1-3H3,(H,27,30)/b21-18+

InChIKey

MYIMRONQBLZJFI-DYTRJAOYSA-N

IUPAC name

(E)-2-cyano-3-[1-[3-(dimethylamino)propyl]indol-3-yl]-N-octylprop-2-enamide

Storage

Shipped at conditions

Ambient - Can Ship with Ice

Appropriate long-term storage conditions

+4°C

Storage information

Store under desiccating conditions, The product can be stored for up to 12 months

Notes

Sold under exclusive licence from Children's Medical Research Institute and Newcastle Innovation Ltd. Dynole® is a trademark of Children's Medical Research Institute and Newcastle Innovation Ltd.

Supplementary info

Biological function summary

Dynamins are involved in essential tasks within cells specifically mediating membrane scission. Dynamin 1 along with Dynamin 2 forms helical structures around the neck of budding vesicles contributing to their detachment from the plasma membrane. These proteins work closely with actin and microtubule networks ensuring proper cytoskeleton-dependent trafficking. Dynamins can also interact with a complex of proteins including amphiphysin and endophilin enhancing their function.

Activity summary

Dynamin 1 and Dynamin 2 are important proteins playing an important mechanical role in cellular processes. Dynamin proteins are large with masses of about 96 kDa for Dynamin 1 and 100 kDa for Dynamin 2. They function as GTPases driving membrane constriction and fission. These processes help in membrane trafficking such as endocytosis. Both types of Dynamin are present in various tissues with Dynamin 1 being expressed mainly in the brain and neurons while Dynamin 2 is expressed in non-neuronal cells.

Pathways

Dynamins play significant roles in synaptic vesicle recycling and receptor-mediated endocytosis. These pathways are important for neurotransmitter release and nutrient uptake. In these contexts Dynamins interact with proteins like clathrin and sorting nexin. The GTPase activity of Dynamins is fundamental to their action in these pathways facilitating vesicle budding and fusion events.

Associated diseases and disorders

Disruptions in Dynamin function are linked to cancer and neurological diseases. Mutations in Dynamin 2 can cause Charcot-Marie-Tooth disease a hereditary neuropathy affecting peripheral nerves. Additionally altered expression or function of Dynamins relates to cancer types like glioblastoma often through interactions with proteins such as EGFR which can exacerbate tumor progression and chemoresistance.

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3 product images

  • Chemical Structure - Dynole® 34-2, dynamin I and dynamin II inhibitor (ab120463), expandable thumbnail

    Chemical Structure - Dynole® 34-2, dynamin I and dynamin II inhibitor (ab120463)

    2D chemical structure image of ab120463, Dynole® 34-2, dynamin I and dynamin II inhibitor

  • Immunocytochemistry/ Immunofluorescence - Dynole® 34-2, dynamin I and dynamin II inhibitor (ab120463), expandable thumbnail

    Immunocytochemistry/ Immunofluorescence - Dynole® 34-2, dynamin I and dynamin II inhibitor (ab120463)

    ab66705 staining PAI1 in HeLa cells treated with dynole-34-2™; (ab120463), by ICC/IF. Increase in PAI1 expression correlates with increased concentration of dynole-34-2™, as described in literature.
    The cells were incubated at 37°C for 24h in media containing different concentrations of ab120463 (dynole-34-2™) in DMSO, fixed with 100% methanol for 5 minutes at -20°C and blocked with PBS containing 10% goat serum, 0.3 M glycine, 1% BSA and 0.1% tween for 2h at room temperature. Staining of the treated cells with ab66705 (5 μg/ml) was performed overnight at 4°C in PBS containing 1% BSA and 0.1% tween. A DyLight 488 goat anti-rabbit polyclonal antibody (ab96899) at 1/250 dilution was used as the secondary antibody. Nuclei were counterstained with DAPI and are shown in blue.

  • Functional Studies - Dynole® 34-2, dynamin I and dynamin II inhibitor (ab120463), expandable thumbnail
    Image from Kockx et al., PLOS One., 9(10): e111186. Fig 1F.; doi: https://doi.org/10.1371/journal.pone.0111186. Reproduced under the Creative Commons license http://creativecommons.org/licenses/by/4.0/

    Functional Studies - Dynole® 34-2, dynamin I and dynamin II inhibitor (ab120463)

    Primary human monocyte-derived macrophages (HMDM) were incubated with 30 μM of ab120463 for indicated time periods to determine if Dynamin inhibition decreases apoE secretion from primary human macrophages. Dynole-34-2 both dose- and time-dependently decreased apoE secretion without affecting HMDM viability (botton line on the graph as appose to the control, top line).

    Kockx et al., PLOS One., 9(10): e111186. Fig 1F.; doi: https://doi.org/10.1371/journal.pone.0111186.

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