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AB218296

SMIFH2 Formin FH2 Domain Inhibitor

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(7 Publications)

MW 377.2 Da, Purity >99%. Cell-permeable inhibitor of formin homology 2 (FH2) domains. Prevents formin-mediated actin nucleation (IC50 = ~15 μM) and processive barbed end elongation. Decreases the affinity of formin for the actin filament barbed end. Disrupts formin-dependent actin cytoskeletal structures in fission yeast and mammalian NIH 3T3 fibroblasts.

Key facts

CAS number

340316-62-3

Purity

>99%

Form

Solid

form

Molecular weight

377.2 Da

Molecular formula

C<sub>1</sub><sub>5</sub>H<sub>9</sub>BrN<sub>2</sub>O<sub>3</sub>S

PubChem

2258538

Nature

Synthetic

Solubility

Soluble in DMSO to 100 mM

Biochemical name

Smifh2

Biological description

Cell-permeable inhibitor of formin homology 2 (FH2) domains. Prevents formin-mediated actin nucleation (IC50 = ~15 μM) and processive barbed end elongation. Decreases the affinity of formin for the actin filament barbed end. Disrupts formin-dependent actin cytoskeletal structures in fission yeast and mammalian NIH 3T3 fibroblasts.

Canonical smiles

C1=CC(=CC(=C1)Br)N2C(=O)C(=CC3=CC=CO3)C(=O)NC2=S

Isomeric smiles

C1=CC(=CC(=C1)Br)N2C(=O)/C(=C/C3=CC=CO3)/C(=O)NC2=S

InChi

InChI=1S/C15H9BrN2O3S/c16-9-3-1-4-10(7-9)18-14(20)12(13(19)17-15(18)22)8-11-5-2-6-21-11/h1-8H,(H,17,19,22)/b12-8+

InChiKey

MVFJHEQDISFYIS-XYOKQWHBSA-N

IUPAC Name

(5E)-1-(3-bromophenyl)-5-(furan-2-ylmethylidene)-2-sulfanylidene-1,3-diazinane-4,6-dione

Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
+4°C
Appropriate long-term storage conditions
+4°C
Storage information
Store under desiccating conditions

Product protocols

Publications (7)

Recent publications for all applications. Explore the full list and refine your search

eLife 12: PubMed37747150

2023

A mechanosensing mechanism controls plasma membrane shape homeostasis at the nanoscale.

Applications

Unspecified application

Species

Unspecified reactive species

Xarxa Quiroga,Nikhil Walani,Andrea Disanza,Albert Chavero,Alexandra Mittens,Francesc Tebar,Xavier Trepat,Robert G Parton,María Isabel Geli,Giorgio Scita,Marino Arroyo,Anabel-Lise Le Roux,Pere Roca-Cusachs

Acta biomaterialia 155:167-181 PubMed36371004

2022

Self-assembly of mesoscale collagen architectures and applications in 3D cell migration.

Applications

Unspecified application

Species

Unspecified reactive species

Chang Liu,Ryan Y Nguyen,Gabriela A Pizzurro,Xingjian Zhang,Xiangyu Gong,Alejandro Rossello Martinez,Michael Mak

Small (Weinheim an der Bergstrasse, Germany) 18:e2104328 PubMed34738726

2021

Topographic Cues Guiding Cell Polarization via Distinct Cellular Mechanosensing Pathways.

Applications

Unspecified application

Species

Unspecified reactive species

Wei Liu,Qian Sun,Zi-Li Zheng,Ya-Ting Gao,Guan-Yin Zhu,Qiang Wei,Jia-Zhuang Xu,Zhong-Ming Li,Chang-Sheng Zhao

Scientific reports 11:16465 PubMed34385554

2021

Integrated computational and experimental pipeline for quantifying local cell-matrix interactions.

Applications

Unspecified application

Species

Unspecified reactive species

Hugh Xiao,Ryan Y Nguyen,Ryan LaRanger,Erica L Herzog,Michael Mak

Science advances 7: PubMed33931449

2021

Control of synaptic vesicle release probability via VAMP4 targeting to endolysosomes.

Applications

Unspecified application

Species

Unspecified reactive species

Daniela Ivanova,Katharine L Dobson,Akshada Gajbhiye,Elizabeth C Davenport,Daniela Hacker,Sila K Ultanir,Matthias Trost,Michael A Cousin

Nature communications 9:4891 PubMed30459308

2018

Bimodal sensing of guidance cues in mechanically distinct microenvironments.

Applications

Unspecified application

Species

Unspecified reactive species

Erdem D Tabdanov,Vikram V Puram,Zaw Win,Ashab Alamgir,Patrick W Alford,Paolo P Provenzano

Cell reports 25:328-338.e5 PubMed30304674

2018

Microtubule-Actomyosin Mechanical Cooperation during Contact Guidance Sensing.

Applications

Unspecified application

Species

Unspecified reactive species

Erdem D Tabdanov,Vikram Puram,Alexander Zhovmer,Paolo P Provenzano
View all publications

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