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M8819

Sigma-Aldrich

Mannide monooleate

from plant

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About This Item

CAS Number:
9049-98-3
MDL number:
MFCD03840565
UNSPSC Code:
12352201
PubChem Substance ID:
329818072
NACRES:
NA.25

biological source

plant

Quality Level

200

form

liquid

color

dark brown

storage temp.

room temp

SMILES string

CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)C1OC[C@H](O)[C@H]1O

InChI

1S/C24H44O6/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-22(27)29-19-21(26)24-23(28)20(25)18-30-24/h9-10,20-21,23-26,28H,2-8,11-19H2,1H3/b10-9-/t20-,21+,23+,24+/m0/s1

InChI key

NWGKJDSIEKMTRX-AAZCQSIUSA-N

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General description

Mannide monooleate is a lipohilic surfactant. It is also a non-ionic surface active emulsifier.

Application

Mannide monooleate has been used in a study to assess Freund′s incomplete adjuvant emulsion system, which is used in vaccine therapy. It has also been used in a study to investigate the metabolic fate of mineral oil adjuvants using 14C-labeled tracers.

Biochem/physiol Actions

Mannide monooleate is an emulsifying agent utilized in Freund′s incomplete adjuvant, although reactogenicity is an issue with human use.

Other Notes

To gain a comprehensive understanding of our extensive range of Polysaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

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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R O Williams et al.
Drug development and industrial pharmacy, 24(2), 157-162 (2004-12-21)
Freund's Incomplete Adjuvant (FIA), which is used in vaccine therapy, is a water-in-oil emulsion delivery system consisting of an aqueous internal phase containing an antigenic protein dispersed in an external phase containing a mixture of mannide monooleate and light mineral
Jerome Aucouturier et al.
Expert review of vaccines, 1(1), 111-118 (2003-08-12)
The development of adjuvants will represent a major challenge for this century. Indeed the need for safer vaccines leads to the development of a new generation of antigens like synthetic peptide, recombinant proteins or even vectored DNA. However, this is
Metabolic fate of mineral oil adjuvants using 14C-labeled tracers. II. Mannide monooleate.
J N Bollinger
Journal of pharmaceutical sciences, 59(8), 1088-1092 (1970-08-01)
Mark A Pierce et al.
Vaccine, 28(10), 2236-2242 (2010-01-07)
A Phase 1 trial was conducted in malaria-naïve adults to evaluate the recombinant protein vaccine apical membrane antigen 1-Combination 1 (AMA1-C1) formulated in Montanide ISA 720 (SEPPIC, France), a water-in-oil adjuvant. Vaccinations were halted early due to a formulation issue
Meta Roestenberg et al.
PloS one, 3(12), e3960-e3960 (2008-12-19)
Plasmodium falciparum Apical Membrane Antigen 1 (PfAMA1) is a candidate vaccine antigen expressed by merozoites and sporozoites. It plays a key role in red blood cell and hepatocyte invasion that can be blocked by antibodies. We assessed the safety and
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