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AAT Bioquest

Phalloidin Amine

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.

Mass (Calculate)Molecular weightVolume (Calculate)Concentration (Calculate)Moles
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Product family

NameExcitation (nm)Emission (nm)Extinction coefficient (cm -1 M -1)Correction Factor (280 nm)Correction Factor (260 nm)
ICG amine7898132300000.076-
XFD488 amine *Same Structure to Alexa Fluor™ 488 amine*499520710000.110.30
XFD594 amine *Same Structure to Alexa Fluor™ 594 amine*590618900000.560.43
XFD350 Phalloidin *XFD350 Same Structure to Alexa Fluor™ 350*343441190000.190.25
XFD488 Phalloidin *XFD488 Same Structure to Alexa Fluor™ 488*499520730000.110.3
XFD594 Phalloidin *XFD594 Same Structure to Alexa Fluor™ 594*590618920000.560.43
XFD532 amine534553810000.090.24
XFD555 amine5535681550000.080.08
XFD568 amine579603913000.460.45
XFD647 amine6506712700000.03-
XFD750 amine7527762900000.04-
XFD647 Phalloidin *equivalent to Alexa Fluor® 647 phalloidin*6506712390000.030.00
XFD350 amine343441190000.190.25
XFD405 amine40142135,0000.700.23
XFD430 amine43254015,0000.28-
XFD514 amine518543800000.180.31
XFD546 amine5615721120000.120.21
Show More (8)

Citations

View all 29 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)

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
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
Page updated on October 30, 2024

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Catalog Number5302
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Physical properties

Molecular weight

901.91

Solvent

DMSO

Storage, safety and handling

H-phraseH303, H313, H333
Hazard symbolXN
Intended useResearch Use Only (RUO)
R-phraseR20, R21, R22

Storage

Freeze (< -15 °C); Minimize light exposure
UNSPSC12352200

CAS

87876-22-0
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