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66939

Sigma-Aldrich

Phalloidin–Atto 425

suitable for fluorescence, ≥90% (HPLC)

Synonym(s):

Atto 425–Phalloidin

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About This Item

UNSPSC Code:
12352116
NACRES:
NA.32

Assay

≥90% (HPLC)

manufacturer/tradename

ATTO-TEC GmbH

λ

in methanol

UV absorption

λ: 429-435 nm Amax

suitability

suitable for fluorescence

storage temp.

−20°C

General description

Atto 425 Phalloidin is a novel fluorescent label with a coumarin structure. The dye is intended for application in the area of life science, e.g. labeling of DNA, RNA or proteins. Characteristic features of the label are strong absorption, high fluorescence quantum yield, large Stokes-shift, good photostability, and low molecular weight.Phalloidin is a fungal toxin isolated from the poisonous mushroom Amanita phalloides. Its toxicity is attributed to the ability to bind F actin in liver and muscle cells. As a result of binding phalloidin, actin filaments become strongly stabilized. Phalloidin has been found to bind only to polymeric and oligomeric forms of actin, and not to monomeric actin. The dissociation constant of the actin-phalloidin complex has been determined to be on the order of 3 x 10–8. Phalloidin differs from amanitin in rapidity of action; at high dose levels, death of mice or rats occurs within 1 or 2 hours.

Application

Fluorescent conjugates of phalloidin, rhodamine-phalloidin staining reagents, such as Phalloidin–Atto 425 are used to label actin filaments for histological applications. Some structural features of phalloidin are required for the binding to actin. However, the side chain of amino acid 7 (g-dihydroxyleucine) is accessible for chemical modifications without appreciable loss of affinity for actin.

Legal Information

This product is for Research use only. In case of intended commercialization, please contact the IP-holder (ATTO-TEC GmbH, Germany) for licensing.

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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The Journal of Cell Biology, 186(1), 129-145 (2009)
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