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Lipase-catalyzed synthesis of saccharide–fatty acid esters using suspensions of saccharide crystals in solvent-free media

Ye, Ran ; Pyo, Sang-Hyun LU and Hayes, Douglas G. (2010) In Oil & Soap 87(3). p.281-293
Abstract
Saccharide–fatty acid esters, important biobased and biodegradable emulsifiers in foods, cosmetics, and pharmaceuticals, were produced with high yields and productivity via immobilized Rhizomucor miehei lipase-catalyzed esterification in solvent-free systems at 65 °C. Preliminary experiments demonstrated high rates of reaction occurred in the presence of acetone near or above its boiling point, due to the formation of 10–200 μm suspensions of saccharide particles. Subsequently, a two-step process was developed to produce a solvent-free supersaturated solution of 1.5–2.0 wt% saccharide that remained stable for ≥10–12 h. The solvent-free suspensions were used in a bioreactor system at 65 °C, consisting of a reservoir open to the atmosphere... (More)
Saccharide–fatty acid esters, important biobased and biodegradable emulsifiers in foods, cosmetics, and pharmaceuticals, were produced with high yields and productivity via immobilized Rhizomucor miehei lipase-catalyzed esterification in solvent-free systems at 65 °C. Preliminary experiments demonstrated high rates of reaction occurred in the presence of acetone near or above its boiling point, due to the formation of 10–200 μm suspensions of saccharide particles. Subsequently, a two-step process was developed to produce a solvent-free supersaturated solution of 1.5–2.0 wt% saccharide that remained stable for ≥10–12 h. The solvent-free suspensions were used in a bioreactor system at 65 °C, consisting of a reservoir open to the atmosphere that contained molecular sieves, a peristaltic pump, and a packed bed bioreactor, operated under continuous recirculation. At 10 h intervals, suspensions were re-formed by treating the substrate/product mixture with additional acyl acceptor and applying strong agitation. Using this system and approach, a product mixture containing 88% fructose oleate was formed, of which 92% was monoester, within 6 days. This equates to a productivity of 0.2 mmol h−1 g−1, which is similar to values reported for synthesis in the presence of solvent. (Less)
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author
; and
publishing date
type
Contribution to journal
publication status
published
keywords
Biobased surfactant, Biocatalysis
in
Oil & Soap
volume
87
issue
3
pages
281 - 293
publisher
John Wiley & Sons Inc.
external identifiers
  • scopus:79955821677
ISSN
0003-021X
DOI
10.1007/s11746-009-1504-2
language
English
LU publication?
no
id
2449307b-0d63-4c6f-822e-9e2ea5f5d099
date added to LUP
2024-12-26 16:47:27
date last changed
2025-01-10 04:46:29
@article{2449307b-0d63-4c6f-822e-9e2ea5f5d099,
  abstract     = {{Saccharide–fatty acid esters, important biobased and biodegradable emulsifiers in foods, cosmetics, and pharmaceuticals, were produced with high yields and productivity via immobilized Rhizomucor miehei lipase-catalyzed esterification in solvent-free systems at 65 °C. Preliminary experiments demonstrated high rates of reaction occurred in the presence of acetone near or above its boiling point, due to the formation of 10–200 μm suspensions of saccharide particles. Subsequently, a two-step process was developed to produce a solvent-free supersaturated solution of 1.5–2.0 wt% saccharide that remained stable for ≥10–12 h. The solvent-free suspensions were used in a bioreactor system at 65 °C, consisting of a reservoir open to the atmosphere that contained molecular sieves, a peristaltic pump, and a packed bed bioreactor, operated under continuous recirculation. At 10 h intervals, suspensions were re-formed by treating the substrate/product mixture with additional acyl acceptor and applying strong agitation. Using this system and approach, a product mixture containing 88% fructose oleate was formed, of which 92% was monoester, within 6 days. This equates to a productivity of 0.2 mmol h−1 g−1, which is similar to values reported for synthesis in the presence of solvent.}},
  author       = {{Ye, Ran and Pyo, Sang-Hyun and Hayes, Douglas G.}},
  issn         = {{0003-021X}},
  keywords     = {{Biobased surfactant; Biocatalysis}},
  language     = {{eng}},
  month        = {{03}},
  number       = {{3}},
  pages        = {{281--293}},
  publisher    = {{John Wiley & Sons Inc.}},
  series       = {{Oil & Soap}},
  title        = {{Lipase-catalyzed synthesis of saccharide–fatty acid esters using suspensions of saccharide crystals in solvent-free media}},
  url          = {{http://dx.doi.org/10.1007/s11746-009-1504-2}},
  doi          = {{10.1007/s11746-009-1504-2}},
  volume       = {{87}},
  year         = {{2010}},
}