Biocatalytic Heterogeneous Processes of Low-Temperature Synthesis of Diol Monoesters
Научная публикация
| Общая информация |
Язык:
Английский,
Жанр:
Статья (Full article),
Статус опубликования:
Опубликована,
Оригинальность:
Переводная
|
| Журнал |
Kinetics and Catalysis
ISSN: 0023-1584
, E-ISSN: 1608-3210
|
| Вых. Данные |
Год: 2022,
Том: 63,
Номер: 2,
Страницы: 188-196
Страниц
: 9
DOI:
10.1134/s0023158422020045
|
| Ключевые слова |
biocatalytic esterification; immobilization; recombinant lipase; synthesis of diol monoesters |
| Авторы |
Kovalenko G.A.
1
,
Perminova L.V.
1
,
Shashkov M.V.
1
,
Beklemishev A.B.
1,2
|
| Организации |
| 1 |
Boreskov Institute of Catalysis, Siberian Branch, Russian Academy of Sciences, Novosibirsk, 630090, Russian Federation
|
| 2 |
Institute of Biochemistry, Siberian Branch, Russian Academy of Sciences, Novosibirsk, 630117, Russian Federation
|
|
Информация о финансировании (1)
|
1
|
Министерство науки и высшего образования Российской Федерации
|
0239-2021-0005
|
A study was made of the low-temperature synthesis of esters of heptanoic (enanthic, C7:0) acid and various diols using heterogeneous biocatalysts prepared by the adsorptive immobilization of the recombinant lipase rPichia/lip on macroporous carbon aerogel. The substrates were diols differing in length of the carbon skeleton (2 to 6 C atoms), position of the OH group, and isomerism of the carbon skeleton, namely, 1,2-ethanediol (ethylene glycol) and its oligomers (dimers and trimers), 1,2-propanediol (propylene glycol), 1,3‑propanediol, 1,4-butanediol, 1,6-hexanediol, and 2-ethyl-1,3-hexanediol. The esterification and synthesis of monoesters of heptanoic acid were carried out in batch reactors under very mild conditions (20 ± 2°C, 1 bar). The properties of the prepared biocatalysts, such as enzymatic activity, substrate specificity, and operational stability, were investigated depending on the structure of the diol molecule and the nature of the organic solvent (chloroform, hexane, acetone). It was found that C2–C4 short-chain diols irreversibly inhibited the immobilized lipase, and the biocatalyst was completely inactivated within 1–3 reaction cycles. The maximum activity (83 U/g) and the conversion of acid (94% in 24 h) were observed in the esterification of heptanoic acid with 1,6-hexanediol; under the studied conditions, the fraction of monoester was more than 99%. A correlation was found between the biocatalytic activity and the molecular length of symmetric diols: the esterification reaction rate increased with increasing distance between the terminal OH groups. Because chloroform inactivated the adsorbed rPichia/lip, the conditions for the reactivation of the biocatalysts were selected by replacing the reaction medium: the solvent by hexane and the diol by butanol.