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Key Documents

84510

Sigma-Aldrich

Saponin

greener alternative

used as non-ionic surfactant

Synonym(s):

glycosides, saponins

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About This Item

CAS Number:
8047-15-2
EC Number:
232-462-6
MDL number:
MFCD00081981
UNSPSC Code:
12161900
NACRES:
NA.25

biological source

plant (Quillaya)

form

powder

composition

Sapogenin, 8-25%

greener alternative product characteristics

Less Hazardous Chemical Syntheses
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

technique(s)

HPLC: suitable
protein quantification: suitable

impurities

≤20% sulphated ash

CMC

0.001-0.01%

solubility

water: 1 g/10 mL, clear to hazy, yellow to brown

density

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

greener alternative category

Aligned

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.
We are committed to bringing you greener alternative products, which adhere to one or more of the 12 Principles of Green Chemistry. This product is Bio-based and thus aligns with ″Use of Renewable Feedstocks″.

Application

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.

Features and Benefits

  • Suitable for Biochemical and Cell Biology research
  • Can be used with HPLC and Protein Quantification
  • High purity product for research applications

Other Notes

For additional information on our range of Biochemicals, please complete this form.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319,H335

Hazard Classifications

Eye Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

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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Olusola Olalekan Elekofehinti
Pathophysiology : the official journal of the International Society for Pathophysiology, 22(2), 95-103 (2015-03-11)
Diabetes mellitus (DM) represents a global health problem. It is the most common of the endocrine disorders and is characterized by chronic hyperglycemia due to relative or absolute lack of insulin secretion or insulin actions. According to the World Health
Shumin Tan et al.
PLoS pathogens, 5(5), e1000407-e1000407 (2009-05-05)
Helicobacter pylori (Hp) intimately interacts with the gastric epithelial surface and translocates the virulence factor CagA into host cells in a contact-dependent manner. To study how Hp benefits from interacting with the cell surface, we developed live-cell microscopy methods to
Julia Cuthbert et al.
Polymers, 11(5) (2019-05-01)
Degradable polymers are crucial in order to reduce plastic environmental pollution and waste accumulation. In this paper, a natural product, tannic acid was modified to be used as a polymer star core. The tannic acid was modified with atom transfer
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Veterinary research, 40(5), 46-46 (2009-05-19)
The replication of porcine reproductive and respiratory syndrome virus (PRRSV) in lungs and lymphoid tissues of PRRSV-infected pigs is already strongly reduced before the appearance of neutralizing antibodies, indicating that other immune mechanisms are involved in eliminating PRRSV at those
Patcharaporn Tippayawat et al.
PLoS neglected tropical diseases, 3(4), e407-e407 (2009-04-09)
Infection with the Gram-negative bacterium Burkholderia pseudomallei is an important cause of community-acquired lethal sepsis in endemic regions in southeast Asia and northern Australia and is increasingly reported in other tropical areas. In animal models, production of interferon-gamma (IFN-gamma) is
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