CAS 11024-24-1

Digitonine

Description :

Digitonine est un glycoside dérivé de la plante Digitalis purpurea, communément connue sous le nom de digitale. Il est principalement utilisé en biochimie et en pharmacologie pour sa capacité à solubiliser sélectivement les protéines de membrane, ce qui le rend précieux dans l'étude des membranes cellulaires et de leurs composants. Digitonine a une structure complexe, avec un squelette stéroïdien lié à un groupe de sucre, ce qui contribue à sa nature amphipathique. Cette propriété lui permet d'interagir avec les bicouches lipidiques, facilitant l'extraction des protéines de membrane tout en maintenant leur intégrité fonctionnelle. En plus de ses applications biochimiques, Digitonine présente des effets cytotoxiques sur certains types de cellules, ce qui a des implications pour son utilisation dans la recherche et dans des contextes thérapeutiques potentiels. Il est important de manipuler Digitonine avec précaution, car il peut être toxique à des concentrations plus élevées. Dans l'ensemble, Digitonine sert d'outil crucial dans l'étude de la biologie des membranes et de l'isolement des protéines associées aux membranes.

Formule : C₅₆H₉₂O₂₉

InChI : 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

Code InChI : InChIKey=UVYVLBIGDKGWPX-KUAJCENISA-N

SMILES : C[C@@]12[C@@]3([C@]([C@@H](O)[C@]1([C@]4([C@](CC2)([C@]5(C)[C@@](CC4)(C[C@@H](O[C@@H]6O[C@H](CO)[C@H](O[C@H]7[C@H](O[C@H]8[C@H](O)[C@@H](O[C@@H]9O[C@H](CO)[C@@H](O)[C@H](O)[C@H]9O)[C@@H](O)[C@@H](CO)O8)[C@@H](O[C@H]%10[C@H](O)[C@@H](O)[C@H](O)CO%10)[C@H](O)[C@@H](CO)O7)[C@H](O)[C@H]6O)[C@H](O)C5)[H])[H])[H])[H])(O[C@@]%11([C@H]3C)CC[C@@H](C)CO%11)[H])[H]

Synonymes :

• (2alpha,3beta,5alpha,15beta,25R)-2,15-dihydroxyspirostan-3-yl beta-D-glucopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->2)-[beta-D-xylopyranosyl-(1->3)]-(4xi)-beta-D-xylo-hexopyranosyl-(1->4)-beta-D-galactopyranoside
• (2alpha,3beta,5alpha,15beta,25R)-spirostan-2,3,15-triol
• (2α,3β,5α,15β,25R)-2,15-Dihydroxyspirostan-3-yl O-β-<span class="text-smallcaps">D</smallcap>-glucopyranosyl-(1→3)-O-β-<smallcap>D</smallcap>-galactopyranosyl-(1→2)-O-[β-<smallcap>D</smallcap>-xylopyranosyl-(1→3)]-O-β-<smallcap>D</smallcap>-glucopyranosyl-(1→4)-β-<smallcap>D</span>-galactopyranoside
• Ai3-44893
• Brn 0078654
• Digitin
• Digitogenin, 3-[O-β-<span class="text-smallcaps">D</smallcap>-glucopyranosyl-(1→3)-O-β-<smallcap>D</smallcap>-galactopyranosyl-(1→2)-O-[β-<smallcap>D</smallcap>-xylopyranosyl-(1→3)]-O-β-<smallcap>D</smallcap>-glucopyranosyl-(1→4)-β-<smallcap>D</span>-galactopyranoside]
• Digitogenin, 3-[O-β-D-glucopyranosyl-(1→3)-O-β-D-galactopyranosyl-(1→2)-O-[β-D-xylopyranosyl-(1→3)]-O-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside]
• Digitogenin, glycoside
• Digitonina
• Digitonine
• Nsc 23471
• Nsc 237417
• Spiro[8H-naphth[2′,1′:4,5]indeno[2,1-b]furan-8,2′-[2H]pyran], β-<span class="text-smallcaps">D</span>-galactopyranoside deriv.
• Spirostan, β-<span class="text-smallcaps">D</span>-galactopyranoside deriv.
• beta-D-Galactopyranoside, (2alpha,3beta,5alpha,15beta,25R)-2,15-dihydroxyspirostan-3-yl O-beta-D-glucopyranosyl-(1-3)-O-beta-D-galactopyranosyl-(1-2)-O-(beta-D-xylopyranosyl-(1-3))-O-beta-D-glucopyranosyl-(1-4)-
• beta-D-Galactopyranoside, (2alpha,3beta,5alpha,15beta,25R)-2,15-dihydroxyspirostan-3-yl O-beta-D-glucopyranosyl-(1.fwdarw.3)-O-beta-D-galactopyranosyl-(1.fwdarw.2)-O-(beta-D-xylopyranosyl-(1.fwdarw.3))-O-beta-D-glucopyranosyl-(1.fwdarw.4)-
• β-<span class="text-smallcaps">D</smallcap>-Galactopyranoside, (2α,3β,5α,15β,25R)-2,15-dihydroxyspirostan-3-yl O-β-<smallcap>D</smallcap>-glucopyranosyl-(1→3)-O-β-<smallcap>D</smallcap>-galactopyranosyl-(1→2)-O-[β-<smallcap>D</smallcap>-xylopyranosyl-(1→3)]-O-β-<smallcap>D</span>-glucopyranosyl-(1→4)-
• β-D-Galactopyranoside, (2α,3β,5α,15β,25R)-2,15-dihydroxyspirostan-3-yl O-β-D-glucopyranosyl-(1→3)-O-β-D-galactopyranosyl-(1→2)-O-[β-D-xylopyranosyl-(1→3)]-O-β-D-glucopyranosyl-(1→4)-
• Digitonin
• Spirostan, β-D-galactopyranoside deriv.

Digitonin

CAS : 11024-24-1

Formule : C₅₆H₉₂O₂₉

Couleur et forme : White to Light yellow powder to crystaline

Masse moléculaire : 1,229.32

Ref: 3B-D0540

Digitonin

CAS : 11024-24-1

Digitonin

Formule : C₅₆H₉₂O₂₉

Couleur et forme : white to yellowish powder

Masse moléculaire : 1,229.31g/mol

Ref: 54-BID3301

Digitonin

CAS : 11024-24-1

Formule : C₅₆H₉₂O₂₉

Degré de pureté : 95%~99%

Masse moléculaire : 1229.32

Ref: BP-BP0488

Digitonin

CAS : 11024-24-1

Formule : C₅₆H₉₂O₂₉

Couleur et forme : White to pale yellow crystalline powder

Masse moléculaire : 1229.31

Ref: 7W-GC7189

Digitonin

CAS : 11024-24-1

Digitonin is a natural product of the glycoside family and is a detergent.

Formule : C₅₆H₉₂O₂₉

Couleur et forme : Physical Description Crystals Or White Powder (Ntp 1992)

Masse moléculaire : 1229.31

Ref: TM-T2721

Digitonin Glycosides

Produit contrôlé

CAS : 11024-24-1

Formule : C₅₆H₉₂O₂₉

Couleur et forme : White Solid

Masse moléculaire : 1229.31

Ref: TR-D446305

Digitonin, water-soluble

CAS : 11024-24-1

Digitonin is produced from seeds of Digitalis pupurea and other Digitalis species. It is a steroid glycoside consisting of the aglycone digitogenin linked to five sugar residues. Reaction of naturally occurring steroids carrying a 3b-hydroxyl group with digitonin results in an insoluble precipitate. Digitonin has hemolytic activity and is toxic to humans. It permeabilizes plasma membranes of eukaryotic cells by complexing with membrane cholesterol and other unconjugated beta-hydroxysterols. Digitonin is frequently used for solubilization of membrane proteins and permeabilization of cellular and nuclear membranes. Due to the complexing interactions it can be used for the determination of cholesterol and ergosterol.

Formule : C₅₆H₉₂O₂₉

Masse moléculaire : 1,229.34 g/mol

Ref: 3D-D-3200

Digitonin, stable clear, water-soluble

CAS : 11024-24-1

This Digitonin product (stable clear, water soluble) is a superior water soluble Digitonin with improved stability for aqueous solutions. Digitonin is produced from seeds of Digitalis pupurea and other Digitalis species. It is a steroid glycoside consisting of the aglycone digitogenin linked to five sugar residues. Digitonin has hemolytic activity and is toxic to humans. Digitonin is frequently used for the solubilization of membrane proteins and for the permeabilization of cellular and nuclear membranes. It permeabilizes plasma membranes of eukaryotic cells by complexing with membrane cholesterol and other unconjugated β-hydroxysterols. This mechanism is used in procedures for the determination of cholesterol and ergosterol using Digitonin.
About this product: Aqueous solutions of conventional Digitonin will precipitate upon cooling to 4°C and will lose most of the biochemical function. Therefore, the precipitate is usually removed by filtration in many protocols. This filtration however decreases the concentration of Digitonin and alters the solubilizing power of the original product. In addition, precipitation and subsequent filtration result in an unknown Digitonin concentration in the final solutions and may negatively affect the reproducibility of any experiment with such solutions. In contrast to conventional Digitonin, our product Digitonin, stable clear, water soluble is a special grade that will not precipitate for at least one week.

Formule : C₅₆H₉₂O₂₉

Masse moléculaire : 1,229.34 g/mol

Ref: 3D-D-3203

Digitonin, water-insoluble

CAS : 11024-24-1

Digitonin is produced from seeds of Digitalis pupurea and other Digitalis species. It is a steroid glycoside consisting of the aglycone digitogenin linked to five sugar residues. Reaction of naturally occurring steroids carrying a 3b-hydroxyl group with digitonin results in an insoluble precipitate. Digitonin has hemolytic activity and is toxic to humans. It permeabilizes plasma membranes of eukaryotic cells by complexing with membrane cholesterol and other unconjugated &beta;-hydroxysterols. Digitonin is frequently used for solubilization of membrane proteins and permeabilization of cellular and nuclear membranes. Due to the complexing interactions it can be used for the determination of cholesterol and ergosterol.

Formule : C₅₆H₉₂O₂₉

Masse moléculaire : 1,229.34 g/mol

Ref: 3D-D-3100

Digitonin - water-insoluble

CAS : 11024-24-1

Digitonin is produced from seeds of Digitalis pupurea and other Digitalis species. It is a steroid glycoside consisting of the aglycone digitogenin linked to five sugar residues. Reaction of naturally occurring steroids carrying a 3b-hydroxyl group with digitonin results in an insoluble precipitate. Digitonin has hemolytic activity and is toxic to humans. It permeabilizes plasma membranes of eukaryotic cells by complexing with membrane cholesterol and other unconjugated β-hydroxysterols. Digitonin is frequently used for solubilization of membrane proteins and permeabilization of cellular and nuclear membranes. Due to the complexing interactions it can be used for the determination of cholesterol and ergosterol This Digitonin product is insoluble in water.

Formule : C₅₆H₉₂O₂₉

Couleur et forme : Powder

Masse moléculaire : 1,229.34 g/mol

Ref: 3D-OD09275

Digitonin (Digitin) extrapure, 50%

CAS : 11024-24-1

Formule : C₅₆H₉₂O₂₉

Couleur et forme : White, Crystalline powder, Clear, Colourless

Masse moléculaire : 1229.30

Ref: SR-53755