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Phalloidin Amine

Chemical structure for Phalloidin Amine
Chemical structure for Phalloidin Amine
Ordering information
Price ()
Catalog Number5302
Unit Size
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Additional ordering information
Telephone1-408-733-1055
Fax1-408-733-1304
Emailsales@aatbio.com
InternationalSee distributors
ShippingStandard overnight for United States, inquire for international
Physical properties
Molecular weight901.91
SolventDMSO
Storage, safety and handling
H-phraseH303, H313, H333
Hazard symbolXN
Intended useResearch Use Only (RUO)
R-phraseR20, R21, R22
StorageFreeze (< -15 °C); Minimize light exposure
UNSPSC12352200

OverviewpdfSDSpdfProtocol


CAS
87876-22-0
Molecular weight
901.91
Phalloidin, a bicyclic heptapeptide toxin, binds specifically at the interface between F-actin subunits, locking adjacent subunits together. Phalloidin binds to actin filaments much more tightly than to actin monomers, leading to a decrease in the rate constant for the dissociation of actin subunits from filament ends, essentially stabilizing actin filaments through the prevention of filament depolymerization. Moreover, phalloidin is found to inhibit the ATP hydrolysis activity of F-actin. Thus, phalloidin traps actin monomers in a conformation distinct from G-actin and it stabilizes the structure of F-actin by greatly reducing the rate constant for monomer dissociation, an event associated with the trapping of ADP. Phalloidin functions differently at various concentrations in cells. When introduced into the cytoplasm at low concentrations, phalloidin recruits the less polymerized forms of cytoplasmic actin as well as filamin into stable "islands" of aggregated actin polymers, yet it does not interfere with stress fibers, i.e. thick bundles of microfilaments. The property of phalloidin is a useful tool for investigating the distribution of F-actin in cells by labeling phalloidin with fluorescent analogs and using them to stain actin filaments for light microscopy. Fluorescent derivatives of phalloidin have turned out to be enormously useful in localizing actin filaments in living or fixed cells as well as for visualizing individual actin filaments in vitro. Fluorescent phalloidin derivatives have been used as an important tool in the study of actin networks at high resolution. AAT Bioquest offers a variety of fluorescent phalloidin derivatives with different colors for multicolor imaging applications.

Calculators


Common stock solution preparation

Table 1. Volume of DMSO needed to reconstitute specific mass of Phalloidin Amine to given concentration. Note that volume is only for preparing stock solution. Refer to sample experimental protocol for appropriate experimental/physiological buffers.

0.1 mg0.5 mg1 mg5 mg10 mg
1 mM110.876 µL554.379 µL1.109 mL5.544 mL11.088 mL
5 mM22.175 µL110.876 µL221.752 µL1.109 mL2.218 mL
10 mM11.088 µL55.438 µL110.876 µL554.379 µL1.109 mL

Molarity calculator

Enter any two values (mass, volume, concentration) to calculate the third.

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Citations


View all 28 citations: Citation Explorer
9-Cyanopyronin probe palette for super-multiplexed vibrational imaging
Authors: Miao, Yupeng and Qian, Naixin and Shi, Lixue and Hu, Fanghao and Min, Wei
Journal: Nature Communications (2021): 1--10
Clickable and High Sensitivity Metal-Containing Tags for Mass Cytometry
Authors: Allo, Bedilu and Lou, Xudong and Bouzekri, Alex and re , undefined and Ornatsky, Olga I
Journal: Bioconjugate chemistry (2018)
Enhanced bovine serum albumin absorption on the N-hydroxysuccinimide activated graphene oxide and its corresponding cell affinity
Authors: Xiong, Kun and Fan, Qingbo and Wu, Tingting and Shi, Haishan and Chen, Lin and Yan, Minhao
Journal: Materials Science and Engineering: C (2017)
Cell-Permeable, MMP-2 Activatable, Nickel Ferrite and His-tagged Fusion Protein Self-Assembled Fluorescent Nanoprobe for Tumor Magnetic Targeting and Imaging
Authors: Sun, Lu and Xie, Shuping and Qi, Jing and Liu, Ergang and Liu, Di and Liu, Quan and Chen, Sunhui and He, Huining and Yang, Victor C
Journal: ACS Applied Materials & Interfaces (2017)
The correlation between osteopontin adsorption and cell adhesion to mixed self-assembled monolayers of varying charges and wettability
Authors: Hao, Lijing and Li, Tianjie and Yang, Fan and Zhao, Naru and Cui, Fuzhai and Shi, Xuetao and Du, Chang and Wang, Yingjun
Journal: Biomaterials Science (2017)
Study on the Regulation of Focal Adesions and Cortical Actin by Matrix Nanotopography in 3D Environment
Authors: Han, Jingjing and Lin, Keng-hui and Chew, Lock Yue
Journal: Journal of Physics: Condensed Matter (2017)
Enhanced osteointegration of tantalum-modified titanium implants with micro/nano-topography
Authors: Shi, Junyu and Zhang, Xiaomeng and Qiao, Shichong and Ni, Jie and Mo, Jiaji and Gu, Yingxin and Lai, Hongchang
Journal: RSC Advances (2017): 46472--46479
Microtopography Attenuates Endothelial Cell Proliferation by Regulating MicroRNAs
Authors: Wang, Dan and Liu, Mengya and Gu, Shuangying and Zhou, Yue and Li, Song
Journal: Journal of Biomaterials and Nanobiotechnology (2017): 189--201
Paxillin facilitates timely neurite initiation on soft-substrate environments by interacting with the endocytic machinery
Authors: Chang, Ting-Ya and Chen, Chen and Lee, Min and Chang, Ya-Chu and Lu, Chi-Huan and Lu, Shao-Tzu and Wang, De-Yao and Wang, Aijun and Guo, Chin-Lin and Cheng, Pei-Lin
Journal: eLife (2017): e31101
Grafting of Ring-Opened Cyclopropylamine thin films on Silicon (100) Hydride via UV Photoionization
Authors: Tung, Joline and Ching, Jing Yuan and Ng, Yoke Mooi and Tew, Lih Shin and Khung, Yit Lung
Journal: ACS Applied Materials & Interfaces (2017)

References


View all 127 references: Citation Explorer
Improved penile histology by phalloidin stain: circular and longitudinal cavernous smooth muscles, dual-endothelium arteries, and erectile dysfunction-associated changes
Authors: Lin G, Qiu X, F and el TM, Albersen M, Wang Z, Lue TF, Lin CS.
Journal: Urology (2011): 970 e1
Phalloidin perturbs the interaction of human non-muscle myosin isoforms 2A and 2C1 with F-actin
Authors: Diensthuber RP, Muller M, Heissler SM, Taft MH, Chizhov I, Manstein DJ.
Journal: FEBS Lett (2011): 767
pH-(low)-insertion-peptide (pHLIP) translocation of membrane impermeable phalloidin toxin inhibits cancer cell proliferation
Authors: An M, Wijesinghe D, Andreev OA, Reshetnyak YK, Engelman DM.
Journal: Proc Natl Acad Sci U S A (2010): 20246
Labeling cytoskeletal F-actin with rhodamine phalloidin or fluorescein phalloidin for imaging
Authors: Chazotte B., undefined
Journal: Cold Spring Harb Protoc (2010): pdb prot4947
Protective effect of bile acid derivatives in phalloidin-induced rat liver toxicity
Authors: Herraez E, Macias RI, Vazquez-Tato J, Hierro C, Monte MJ, Marin JJ.
Journal: Toxicol Appl Pharmacol (2009): 21
Effect of Phalloidin on Filaments Polymerized from Heart Muscle Adp-Actin Monomers
Authors: Vig A, Dudas R, Kupi T, Orban J, Hild G, Lorinczy D, Nyitrai M.
Journal: J Therm Anal Calorim (2009): 721
In vitro inhibition of OATP-mediated uptake of phalloidin using bile acid derivatives
Authors: Herraez E, Macias RI, Vazquez-Tato J, Vicens M, Monte MJ, Marin JJ.
Journal: Toxicol Appl Pharmacol (2009): 13
Processing of the phalloidin proprotein by prolyl oligopeptidase from the mushroom Conocybe albipes
Authors: Luo H, Hallen-Adams HE, Walton JD.
Journal: J Biol Chem (2009): 18070
Pygmy squids and giant brains: mapping the complex cephalopod CNS by phalloidin staining of vibratome sections and whole-mount preparations
Authors: Wollesen T, Loesel R, Wanninger A.
Journal: J Neurosci Methods (2009): 63
Anti-acetylated tubulin antibody staining and phalloidin staining in the starlet sea anemone Nematostella vectensis
Authors: Genikhovich G, Technau U.
Journal: Cold Spring Harb Protoc (2009): pdb prot5283