Separation and characterization of adjuvant oligosaccharide oleate ester derived from product mixture of mannitol-oleic acid esterification

Oda, Kazuhiro; Sato, Yukari; Katayama, Shigeji; Ito, A.; Ohgitani, Toshiaki

doi:10.1016/j.vaccine.2004.01.047

Cited by 12 publications

(6 citation statements)

References 31 publications

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“…Mannide monoo-leates induced both IgG1 and IgG2a antibody responses in mice in a dispersed form without base oil [389]. On the other hand, injection of certain surfactants can produce local irritation reactions [390].…”

Section: Surfactant-like Compoundsmentioning

confidence: 99%

Selection of Adjuvants for Enhanced Vaccine Potency

Wang¹,

Singh²

2011

WJV

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Section: Surfactant-like Compoundsmentioning

confidence: 99%

Selection of Adjuvants for Enhanced Vaccine Potency

Wang¹,

Singh²

2011

WJV

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“…Small polypeptides (<10 kDa) and nonprotein antigens need to be conjugated to a large immunogenic carrier protein to become good immunogens. It is therefore expedient to co-administer these with an adjuvant to ensure a high quality/high quantity, memory-enhanced antibody response 3,4 .…”

Section: Introductionmentioning

confidence: 99%

An Endeavour to Enhance the Yield of Adjuvant (Active Vaccine Emulsifier) from Esterification

Belwal¹,

Naidu²,

Aravind³

et al. 2018

IJPTR

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An effort has been made to enhance the yield by changing the parameters of the experiment for the literature reported novel adjuvant-active compound which is used to increase the immunogenicity of many kinds of antigens and used as active vaccine emulsifier. The compound, novel adjuvant-active saccharide oleate ester was isolated, characterized and its yield has been verified and compared with the literature. The compound is separated from the product mixture synthesized from mannitol and oleic acid esterification. The mixture, which contained many kinds of mannide mono-and dioleates and their derivatives, was fractionated by liquid chromatography (LC) and R f values of all the three fractions were obtained by TLC method. By changing the range of temperature and using four different catalysts (sulphuric acid, phosphoric acid, methane sulphonic acid, p-toluene sulphonic acid) different results are obtained. It has been observed that yield has been increased for the p-toluene sulphonic acid catalytic reaction after the rotary evaporation for the fraction three (3) which is obtained after the column chromatography. Characterization of the compound has been donewith the help of UV, IR, XRD, and HPLC.

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“…11 MaMo is an emulsifier applied in several adjuvant systems (Montanide ISA 51 and 720 and Freund's adjuvant), 12 and it is known to promote Th1 and Th2 responses in emulsion form. 13 The current approach aimed to synergistically combine the structural properties of Phy with the intrinsic biological activity of MaMo in one unique system to deliver antigens for immunization purposes. Different analytical methods, such as small-angle X-ray scattering (SAXS), cryogenic transmission electron microscopy (cryo-TEM), and polarization microscopy, were applied to characterize these new systems and to systematically develop customized nanostructured particles.…”

Section: ■ Introductionmentioning

confidence: 99%

Characterization of Lipid-Based Hexosomes as Versatile Vaccine Carriers

et al. 2016

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Subunit vaccines typically show insufficient immunogenicity. To address this issue, we developed a novel self-adjuvanting particulate carrier system based upon the lipids phytantriol (Phy) and mannide monooleate (MaMo). Phy is a lipid known to form nonlamellar phases in fully hydrated systems, whereas MaMo has been found to promote immune responses in emulsion form. A bulk phase composition of Phy/MaMo (14 wt %) showed hexagonal (HII) phase behavior over a practical temperature range (including room and body temperature), and was therefore used for particle development. Hexosomes stabilized with different concentrations of either poloxamer 407, Myrj 59, or Pluronic F108 were successfully prepared. To demonstrate the versatile nature of these systems, the particles were further modified with either positively or negatively charged lipids and loaded with model antigens, while maintaining the HII structure. These hexosomes are structurally robust and amenable to customization, rendering them suitable as antigen delivery carriers.

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Separation and characterization of adjuvant oligosaccharide oleate ester derived from product mixture of mannitol-oleic acid esterification

Cited by 12 publications

References 31 publications

Selection of Adjuvants for Enhanced Vaccine Potency

Selection of Adjuvants for Enhanced Vaccine Potency

An Endeavour to Enhance the Yield of Adjuvant (Active Vaccine Emulsifier) from Esterification

Characterization of Lipid-Based Hexosomes as Versatile Vaccine Carriers

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