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D141

Digitonina

Used as non-ionic detergent

Sinónimos:

Digitina

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Tamaño de envaseSKUDisponibilidadPrecio
100 mg
Comprobar disponibilidad del carrito
US$ 111,00
500 mg
Comprobar disponibilidad del carrito
US$ 389,00

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Fórmula empírica (notación de Hill):
C56H92O29
Número CAS:
Peso molecular:
1229.31
UNSPSC Code:
12161900
NACRES:
NA.25
PubChem Substance ID:
EC Number:
234-255-6
Beilstein/REAXYS Number:
78654
MDL number:

US$ 111,00

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biological source

plant seeds (Digitalis purpurea)

Quality Level

form

powder

optical activity

[α]20/D −54°, c = 2.8 in methanol(lit.)

mol wt

micellar avg mol wt 70,000

aggregation number

60

impurities

<6.0% water

CMC

<0.5 mM (20-25°C)

mp

230-240 °C (dec.) (lit.)

solubility

H2O: ~5 % (w/v) (solubilized by heating to 95 °C - 98 °C and then cooling to room temp.)

SMILES string

C[C@@]12[C@]([C@@H]3C)([H])[C@](O[C@]34CC[C@@H](C)CO4)([H])[C@@H](O)[C@@]1([H])[C@@](CC[C@]5([H])[C@@]6(C[C@@H](O)[C@H](O[C@]([C@@H]([C@@H](O)[C@H]7O[C@@](O[C@H](CO)[C@@H](O)[C@@H]8O[C@@](OC[C@@H](O)[C@@H]9O)([H])[C@@H]9O)([H])[C@@H]8O[C@@](O[C@H](CO)[C@H

InChI

1S/C56H92O29/c1-19-7-10-56(75-17-19)20(2)31-45(85-56)37(67)32-22-6-5-21-11-26(24(61)12-55(21,4)23(22)8-9-54(31,32)3)76-50-42(72)39(69)44(30(16-60)80-50)81-53-48(47(36(66)29(15-59)79-53)83-49-40(70)33(63)25(62)18-74-49)84-52-43(73)46(35(65)28(14-58)78-52)82-51-41(71)38(68)34(64)27(13-57)77-51/h19-53,57-73H,5-18H2,1-4H3/t19-,20+,21+,22-,23+,24-,25-,26-,27-,28-,29-,30-,31+,32-,33+,34-,35+,36-,37+,38+,39-,40-,41-,42-,43-,44+,45-,46+,47+,48-,49+,50-,51+,52+,53+,54-,55+,56-/m1/s1

InChI key

UVYVLBIGDKGWPX-KUAJCENISA-N

General description

La digitonina, una saponina esteroidea extraída de la dedalera (Digitalis purpurea), se erige como un detergente no iónico versátil crucial para investigación en biología celular y bioquímica. Sus atributos únicos la colocan como un activo valioso en la exploración de las membranas celulares, las proteínas de membrana y los componentes intracelulares. Las propiedades y aplicaciones clave de la digitonina son su capacidad de solubilizar con eficacia las proteínas unidas a la membrana, a la vez que mantiene su conformación nativa, lo que la convierte en una herramienta ideal para estudiar las interacciones y actividades de las proteínas de la membrana.

Además, la digitonina permeabiliza selectivamente la membrana plasmática rica en colesterol, dejando intactas las membranas de los orgánulos. Esta característica facilita la extracción y la purificación de orgánulos específicos, contribuyendo al estudio de sus funciones y roles en los procesos celulares. Su capacidad de detergente para permeabilizar diversos tipos de células permite el estudio de los componentes y los procesos intracelulares mediante la introducción de moléculas, anticuerpos o enzimas en las células. Además, la digitonina encuentra aplicación en experimentos de inmunocitoquímica, permitiendo el marcaje y la detección de proteínas y estructuras intracelulares.

Application

La digitonina se ha utilizado en un estudio para evaluar un procedimiento de aislamiento de las mitocondrias de células tumorales del líquido ascítico. [1] También se ha utilizado en un estudio para investigar su efecto sobre la citotoxicidad de metabolitos secundarios vegetales en las células cancerosas. [2]
La digitonina se ha utilizado junto con el tampón de permeabilización para la estimulación del monofosfato cíclico de guanosina-monofosfato de adenosina(GMP cíclico-AMP) en las células.

Biochem/physiol Actions

La digitonina desempeña un papel clave en la permeabilización de las membranas celulares. Es capaz de lisar las células eucariotas pero no las membranas bacterianas. También se utiliza para solubilizar componentes de la membrana. Ayuda a crear poros al interactuar de manera específica con el colesterol de la membrana. Se prefiere en biotecnología debido a su suave detergencia. Este compuesto activo de membrana actúa con la doxorrubicina contra células cancerosas multirresistentes.

Features and Benefits

Compuesto muy versátil para su investigación en biología celular y bioquímica

Analysis Note

La preparación está exenta de constituyentes insolubles en agua.

Other Notes

Si desea más información sobre nuestra gama de productos bioquímicos, cumplimente este formulario.

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1 of 1

Este artículo
D56281199002PHL82516
Digitoxin United States Pharmacopeia (USP) Reference Standard

USP

1199002

Digitoxin

Digitoxin phyproof&#174; Reference Substance

PHL82516

Digitoxin

form

powder

form

powder

form

-

form

-

aggregation number

60

aggregation number

60

aggregation number

-

aggregation number

-

mol wt

micellar avg mol wt 70,000

mol wt

micellar avg mol wt 70,000

mol wt

-

mol wt

-

CMC

<0.5 mM (20-25°C)

CMC

<0.5 mM (20-25°C)

CMC

-

CMC

-

Quality Level

200

Quality Level

200

Quality Level

-

Quality Level

-

solubility

H2O: ~5 % (w/v) (solubilized by heating to 95 °C - 98 °C and then cooling to room temp.)

solubility

ethanol: 10 mg/mL, clear, colorless to faintly yellow

solubility

-

solubility

-


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pictograms

Skull and crossbonesHealth hazard

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral - STOT RE 2

Clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges



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Certificados de análisis (COA)

Lot/Batch Number

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Protocolos

This page shows how to solubilize membrane proteins with products from Cytiva.


R W Moreadith et al.
Analytical biochemistry, 137(2), 360-367 (1984-03-01)
A new, improved procedure for isolating mitochondria from ascites tumor cells is described. The unique feature of this technique is the use of digitonin to make the cells susceptible to disruption by Teflon pestle/glass vessel homogenization. The yield and respiratory
Xianying A Cui et al.
Journal of visualized experiments : JoVE, (70)(70), e50066-e50066 (2012-12-29)
In eukaryotes, most of the messenger RNAs (mRNAs) that encode secreted and membrane proteins are localized to the surface of the endoplasmic reticulum (ER). However, the visualization of these mRNAs can be challenging. This is especially true when only a
Dominic S Alonzi et al.
Cellular and molecular life sciences : CMLS, 70(15), 2799-2814 (2013-03-19)
Endoplasmic reticulum-associated degradation (ERAD) is a key cellular process whereby misfolded proteins are removed from the endoplasmic reticulum (ER) for subsequent degradation by the ubiquitin/proteasome system. In the present work, analysis of the released, free oligosaccharides (FOS) derived from all



Número de artículo de comercio global

SKUGTIN
D141-500MG04061835543816
D141-100MG04061835543809

Questions

1–9 of 9 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  3. What is the stability of D141 and N7537 in the stock solution in DMSO?

    1 answer
    1. D141 can remain stable for up to one week when refrigerated, whether in water or DMSO. On the other hand, N7537 can be stored in DMSO (or ethanol) at -20°C for up to two weeks.

      Helpful?

  4. Wie kann ich das Produkt vor den Experiment aufreinigen? haben Sie ein Protokoll dazu? danke Beste Grüße Ayoub

    1 answer
    1. There is no specific protocol for the purification of item D141 available. The quality of this product is already detailed as being free of water-insoluble constituents. The purpose of the purification would be to remove these water-insoluble impurities.
      This is usually done through a recrystallization technique. This product will dissolve at 1 g in 20 mL of water at 95 - 98°C, as detailed on the corresponding specification sheet:
      https://www.sigmaaldrich.com/specification-sheet/SIGMA/D141

      Thus, it should be dissolved directly in water with high heat without any prior purification.

      Helpful?

  5. What is the storage condition for digitonin ?

    1 answer
    1. This product should be stored in room temperature. Please keep the container tightly closed in a dry and well-ventilated place. To view safety handling information, please view the safety data sheet for the product:
      https://www.sigmaaldrich.com/sds/sigma/d141

      Helpful?

  6. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

      Helpful?

  7. What is the solution stability of Product D141, Digitonin?

    1 answer
    1. We recommend making solutions fresh for use.

      Helpful?

  8. How pure is Product D141, Digitonin?

    1 answer
    1. The purity of this product is evaluated by Thin Layer Chromatography. The actual results are lot specific and will be reported on the Certificate of Analysis of each lot.

      Helpful?

  9. What is the solubility of Product D141, Digitonin?

    1 answer
    1. The solubility of D141 is tested by heating a 5% solution in water to 95-98°C and then cooling the solution to room temperature. After cooling, the solution should remain practically clear for at least 24 hours. The product can also be dissolved at 100mg/4mL of warm ethanol.

      Helpful?

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