Optimization and Purification of Terpenyl Flavor Esters Catalyzed by Black Cumin (Nigella sativa) Seedling Lipase in Organic Media

Geranyl butyrate and citronellyl butyrate esters are industrially important fruity flavors that are being used in food and as a fragrance in cosmetics. Previously terpenyl fruity flavors have been successfully synthesized in organic solvents using crude seedlings enzymes. The purpose of the current...

Full description

Bibliographic Details
Main Authors: Naveed Ul Haq, Muhammad Liaquat, Hesham F. Alharby, Yahya M. Alzahrani, Sameera A. Alghamdi, Basmah M. Alharbi, Nadiyah M. Alabdallah, Shah Saud, Mukhtar Ahmed, R. Z. Sayyed, Shah Fahad
Format: Article
Language:English
Published: Frontiers Media S.A. 2022-05-01
Series:Frontiers in Sustainable Food Systems
Subjects:
Online Access:https://www.frontiersin.org/articles/10.3389/fsufs.2022.915602/full
_version_ 1817990594518056960
author Naveed Ul Haq
Muhammad Liaquat
Hesham F. Alharby
Yahya M. Alzahrani
Sameera A. Alghamdi
Basmah M. Alharbi
Nadiyah M. Alabdallah
Shah Saud
Mukhtar Ahmed
R. Z. Sayyed
Shah Fahad
Shah Fahad
author_facet Naveed Ul Haq
Muhammad Liaquat
Hesham F. Alharby
Yahya M. Alzahrani
Sameera A. Alghamdi
Basmah M. Alharbi
Nadiyah M. Alabdallah
Shah Saud
Mukhtar Ahmed
R. Z. Sayyed
Shah Fahad
Shah Fahad
author_sort Naveed Ul Haq
collection DOAJ
description Geranyl butyrate and citronellyl butyrate esters are industrially important fruity flavors that are being used in food and as a fragrance in cosmetics. Previously terpenyl fruity flavors have been successfully synthesized in organic solvents using crude seedlings enzymes. The purpose of the current study was to standardize reaction parameters for the optimal synthesis of geranyl butyrate using the best chosen black cumin seedling lipase in an organic medium through direct esterification reactions. Geranyl butyrate and citronellyl butyrate esters were identified, quantified through gas chromatography, confirmed through GC-MS, and partiallypurified through the distillation process. Effect of organic solvents (acetonitrile, n-hexane, pentane, heptane, and toluene), alcohol and acid concentrations (0.125–0.3 M), temperature (20–50°C), incubation time (1–72 h), and enzyme concentrations (0.05–0.3 g) were studied on the synthesis of geranyl butyrate using black cumin seedling lipase. The highest conversion yields of ester (96%) were obtained when 0.25 M of geraniol and butyric acid were reacted at 37°C for 48 h in the presence of 0.25 g of crude seedling lipase enzyme in n-hexane. It was concluded that the germinated black cumin seedling lipase proved to be the best among the selected biocatalysts for the synthesis of geranyl butyrate in n-hexane.
first_indexed 2024-04-14T01:02:13Z
format Article
id doaj.art-34c0acfaf5174128b0b4656bed0e9419
institution Directory Open Access Journal
issn 2571-581X
language English
last_indexed 2024-04-14T01:02:13Z
publishDate 2022-05-01
publisher Frontiers Media S.A.
record_format Article
series Frontiers in Sustainable Food Systems
spelling doaj.art-34c0acfaf5174128b0b4656bed0e94192022-12-22T02:21:23ZengFrontiers Media S.A.Frontiers in Sustainable Food Systems2571-581X2022-05-01610.3389/fsufs.2022.915602915602Optimization and Purification of Terpenyl Flavor Esters Catalyzed by Black Cumin (Nigella sativa) Seedling Lipase in Organic MediaNaveed Ul Haq0Muhammad Liaquat1Hesham F. Alharby2Yahya M. Alzahrani3Sameera A. Alghamdi4Basmah M. Alharbi5Nadiyah M. Alabdallah6Shah Saud7Mukhtar Ahmed8R. Z. Sayyed9Shah Fahad10Shah Fahad11Department of Food Science and Technology, The University of Haripur, Haripur, PakistanDepartment of Food Science and Technology, The University of Haripur, Haripur, PakistanDepartment of Biological Sciences, Faculty of Science, King Abdulaziz University, Jeddah, Saudi ArabiaDepartment of Biological Sciences, Faculty of Science, King Abdulaziz University, Jeddah, Saudi ArabiaDepartment of Biological Sciences, Faculty of Science, King Abdulaziz University, Jeddah, Saudi ArabiaBiology Department, Faculty of Science, University of Tabuk, Tabuk, Saudi ArabiaDepartment of Biology, College of Science, Imam Abdulrahman Bin Faisal University, Dammam, Saudi ArabiaCollege of Life Science, Linyi University, Linyi, ChinaDepartment of Agronomy, PMAS-Arid Agriculture University, Rawalpindi, PakistanDepartment of Microbiology, PSGVP Mandal's S I Patil Arts, G B Patel Science and STKVS Commerce College, Shahada, IndiaHainan Key Laboratory for Sustainable Utilization of Tropical Bioresource, College of Tropical Crops, Hainan University, Haikou, ChinaDepartment of Agronomy, The University of Haripur, Haripur, PakistanGeranyl butyrate and citronellyl butyrate esters are industrially important fruity flavors that are being used in food and as a fragrance in cosmetics. Previously terpenyl fruity flavors have been successfully synthesized in organic solvents using crude seedlings enzymes. The purpose of the current study was to standardize reaction parameters for the optimal synthesis of geranyl butyrate using the best chosen black cumin seedling lipase in an organic medium through direct esterification reactions. Geranyl butyrate and citronellyl butyrate esters were identified, quantified through gas chromatography, confirmed through GC-MS, and partiallypurified through the distillation process. Effect of organic solvents (acetonitrile, n-hexane, pentane, heptane, and toluene), alcohol and acid concentrations (0.125–0.3 M), temperature (20–50°C), incubation time (1–72 h), and enzyme concentrations (0.05–0.3 g) were studied on the synthesis of geranyl butyrate using black cumin seedling lipase. The highest conversion yields of ester (96%) were obtained when 0.25 M of geraniol and butyric acid were reacted at 37°C for 48 h in the presence of 0.25 g of crude seedling lipase enzyme in n-hexane. It was concluded that the germinated black cumin seedling lipase proved to be the best among the selected biocatalysts for the synthesis of geranyl butyrate in n-hexane.https://www.frontiersin.org/articles/10.3389/fsufs.2022.915602/fullflavor estersesterificationoptimizationgeranyl butyrateseedling lipase
spellingShingle Naveed Ul Haq
Muhammad Liaquat
Hesham F. Alharby
Yahya M. Alzahrani
Sameera A. Alghamdi
Basmah M. Alharbi
Nadiyah M. Alabdallah
Shah Saud
Mukhtar Ahmed
R. Z. Sayyed
Shah Fahad
Shah Fahad
Optimization and Purification of Terpenyl Flavor Esters Catalyzed by Black Cumin (Nigella sativa) Seedling Lipase in Organic Media
Frontiers in Sustainable Food Systems
flavor esters
esterification
optimization
geranyl butyrate
seedling lipase
title Optimization and Purification of Terpenyl Flavor Esters Catalyzed by Black Cumin (Nigella sativa) Seedling Lipase in Organic Media
title_full Optimization and Purification of Terpenyl Flavor Esters Catalyzed by Black Cumin (Nigella sativa) Seedling Lipase in Organic Media
title_fullStr Optimization and Purification of Terpenyl Flavor Esters Catalyzed by Black Cumin (Nigella sativa) Seedling Lipase in Organic Media
title_full_unstemmed Optimization and Purification of Terpenyl Flavor Esters Catalyzed by Black Cumin (Nigella sativa) Seedling Lipase in Organic Media
title_short Optimization and Purification of Terpenyl Flavor Esters Catalyzed by Black Cumin (Nigella sativa) Seedling Lipase in Organic Media
title_sort optimization and purification of terpenyl flavor esters catalyzed by black cumin nigella sativa seedling lipase in organic media
topic flavor esters
esterification
optimization
geranyl butyrate
seedling lipase
url https://www.frontiersin.org/articles/10.3389/fsufs.2022.915602/full
work_keys_str_mv AT naveedulhaq optimizationandpurificationofterpenylflavoresterscatalyzedbyblackcuminnigellasativaseedlinglipaseinorganicmedia
AT muhammadliaquat optimizationandpurificationofterpenylflavoresterscatalyzedbyblackcuminnigellasativaseedlinglipaseinorganicmedia
AT heshamfalharby optimizationandpurificationofterpenylflavoresterscatalyzedbyblackcuminnigellasativaseedlinglipaseinorganicmedia
AT yahyamalzahrani optimizationandpurificationofterpenylflavoresterscatalyzedbyblackcuminnigellasativaseedlinglipaseinorganicmedia
AT sameeraaalghamdi optimizationandpurificationofterpenylflavoresterscatalyzedbyblackcuminnigellasativaseedlinglipaseinorganicmedia
AT basmahmalharbi optimizationandpurificationofterpenylflavoresterscatalyzedbyblackcuminnigellasativaseedlinglipaseinorganicmedia
AT nadiyahmalabdallah optimizationandpurificationofterpenylflavoresterscatalyzedbyblackcuminnigellasativaseedlinglipaseinorganicmedia
AT shahsaud optimizationandpurificationofterpenylflavoresterscatalyzedbyblackcuminnigellasativaseedlinglipaseinorganicmedia
AT mukhtarahmed optimizationandpurificationofterpenylflavoresterscatalyzedbyblackcuminnigellasativaseedlinglipaseinorganicmedia
AT rzsayyed optimizationandpurificationofterpenylflavoresterscatalyzedbyblackcuminnigellasativaseedlinglipaseinorganicmedia
AT shahfahad optimizationandpurificationofterpenylflavoresterscatalyzedbyblackcuminnigellasativaseedlinglipaseinorganicmedia
AT shahfahad optimizationandpurificationofterpenylflavoresterscatalyzedbyblackcuminnigellasativaseedlinglipaseinorganicmedia