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Key Documents

STS0032

Sigma-Aldrich

Saponin

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BioUltra, Used as detergent and surfactant

Synonym(s):

Glycosides, Saponins

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About This Item

CAS Number:
MDL number:

Quality Level

density

1.015-1.020 g/mL at 20 °C (5% in H2O)(lit.)

SMILES string

C[C@]1(CCC23COC4([C@H]2C1)CC[C@@H]5[C@]6(CC[C@@H](C(C6CC[C@]5([C@@]4(C[C@H]3O)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@H](CO7)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O[C@@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)C)C=O

InChI

1S/C58H94O27/c1-52(2)29-7-11-55(5)30(8-12-58-31-15-53(3,22-62)13-14-57(31,23-77-58)32(64)16-56(55,58)6)54(29,4)10-9-33(52)82-50-46(85-51-45(40(71)37(68)27(19-61)80-51)84-49-43(74)39(70)36(67)26(18-60)79-49)44(83-48-42(73)38(69)35(66)25(17-59)78-48)28(21-76-50)81-47-41(72)34(65)24(63)20-75-47/h22,24-51,59-61,63-74H,7-21,23H2,1-6H3/t24-,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+,53-,54+,55-,56+,57?,58?/m1/s1

InChI key

MAEBCGDGGATMSC-OSHGGGOQSA-N

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General description

Canonical SMILES: CC1(C2CCC3(C(C2(CCC1OC4C(C(C(CO4)OC5C(C(C(CO5)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)CCC91C3(CC(C2(C9CC(CC2)(C)C=O)CO1)O)C)C)C
Saponins, belonging to the class of steroid or triterpenoid glycosides, are widely distributed in plants, marine animals, and certain bacteria, serving as crucial compounds in various research fields, including biochemical, cell biology, and beyond. These amphipathic glycosides exhibit soap-like foaming in aqueous solutions due to their distinctive structure, featuring hydrophilic glycoside moieties combined with a lipophilic triterpene derivative.

Beyond their structural uniqueness, saponins play essential roles in biochemical processes, acting as secondary metabolites that facilitate protein penetration through cell membranes. Studies indicate their amphipathic nature and potential as hemolytic agents, contributing to their utility in immunoassays by stimulating the Th1 immune response and cytotoxic T-lymphocyte production. In cell biology, saponins find applications as nonionic surfactants, influencing cellular processes and interactions.

Moreover, saponins serve as promising components in vaccine research, functioning as adjuvants that can activate the mammalian immune system. This property, combined with their ability to solubilize low-density lipoproteins and regulate cholesterol concentration in micelles, makes saponins versatile and valuable in multidisciplinary research areas, including biochemical and cell biology research.

Application

Glycoside used as a nonionic sufactant and adjuvant in vaccine development.
Saponin has been used:
as a wetting agent to study its effects on the floatability of six plastics to permeabilize washed neutrophils for immunofluorescence as a supplement in phosphate buffer saline (PBS) for immunocytochemistry

Glycoside used as a nonionic sufactant and adjuvant in vaccine development.

Biochem/physiol Actions

Saponins are nonionic surfactant that forms oil-in-water emulsions and acts as a protective colloid. They are used for the direct determination of metals in milk by flame atomic absorption spectrophotometry.
Saponins are nonionic surfactant that forms oil-in-water emulsions and acts as a protective colloid. They are used for the direct determination of metals in milk by flame atomic absorption spectrophotometry.

Features and Benefits

Tested for trace elemental impurities
Suitable for Biochemical and Cell Biology research
Can be used with HPLC and Protein Quantification
High purity product for research applications

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable


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