CAS 11024-24-1

Digitonin

Beschreibung:

Digitonin ist ein Glykosid, das aus der Pflanze Digitalis purpurea, allgemein bekannt als Fingerhut, gewonnen wird. Es wird hauptsächlich in der Biochemie und Pharmakologie verwendet, da es in der Lage ist, Membranproteine selektiv zu solubilisieren, was es wertvoll für das Studium von Zellmembranen und deren Komponenten macht. Digitonin hat eine komplexe Struktur, die ein Steroidgerüst aufweist, das mit einer Zuckereinheit verbunden ist, was zu seiner amphipathischen Natur beiträgt. Diese Eigenschaft ermöglicht es ihm, mit Lipid-Doppelschichten zu interagieren und die Extraktion von Membranproteinen zu erleichtern, während deren funktionale Integrität gewahrt bleibt. Neben seinen biochemischen Anwendungen zeigt Digitonin zytotoxische Effekte auf bestimmte Zelltypen, was Auswirkungen auf seine Verwendung in der Forschung und in potenziellen therapeutischen Kontexten hat. Es ist wichtig, Digitonin mit Vorsicht zu behandeln, da es in höheren Konzentrationen toxisch sein kann. Insgesamt dient Digitonin als ein wichtiges Werkzeug im Studium der Membranbiologie und der Isolation von membranassoziierten Proteinen.

Formel: C₅₆H₉₂O₂₉

InChl: 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: 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]

Synonyme:

• (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

Formel: C₅₆H₉₂O₂₉

Farbe und Form: White to Light yellow powder to crystaline

Molekulargewicht: 1,229.32

Ref: 3B-D0540

Digitonin

CAS: 11024-24-1

Digitonin

Formel: C₅₆H₉₂O₂₉

Farbe und Form: white to yellowish powder

Molekulargewicht: 1,229.31g/mol

Ref: 54-BID3301

Digitonin

CAS: 11024-24-1

Formel: C₅₆H₉₂O₂₉

Reinheit: 95%~99%

Molekulargewicht: 1229.32

Ref: BP-BP0488

Digitonin

CAS: 11024-24-1

Formel: C₅₆H₉₂O₂₉

Farbe und Form: White to pale yellow crystalline powder

Molekulargewicht: 1229.31

Ref: 7W-GC7189

Digitonin

CAS: 11024-24-1

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

Formel: C₅₆H₉₂O₂₉

Farbe und Form: Physical Description Crystals Or White Powder (Ntp 1992)

Molekulargewicht: 1229.31

Ref: TM-T2721

Digitonin Glycosides

Kontrolliertes Produkt

CAS: 11024-24-1

Formel: C₅₆H₉₂O₂₉

Farbe und Form: White Solid

Molekulargewicht: 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.

Formel: C₅₆H₉₂O₂₉

Molekulargewicht: 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.

Formel: C₅₆H₉₂O₂₉

Molekulargewicht: 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.

Formel: C₅₆H₉₂O₂₉

Molekulargewicht: 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.

Formel: C₅₆H₉₂O₂₉

Farbe und Form: Powder

Molekulargewicht: 1,229.34 g/mol

Ref: 3D-OD09275

Digitonin (Digitin) extrapure, 50%

CAS: 11024-24-1

Formel: C₅₆H₉₂O₂₉

Farbe und Form: White, Crystalline powder, Clear, Colourless

Molekulargewicht: 1229.30

Ref: SR-53755