keyword
https://read.qxmd.com/read/38524776/kilo-scale-gmp-synthesis-of-renewable-semisynthetic-vaccine-grade-squalene
#1
JOURNAL ARTICLE
Karl J Fisher, Laura Shirtcliff, Greg Buchanan, Andrew W Thompson, Frank X Woolard, Donald H LaMunyon, Jonathan L Marshall, Maya B Baranouskas, Rodger B Voelker, Jason S Lusk, Charles E Wells, Raodoh Mohamath, Robert Kinsey, William R Lykins, Gabi Ramer-Denisoff, Christopher B Fox, Christopher J Paddon, Derek McPhee
Emulsions of the triterpene squalene ((6 E ,10 E ,14 E ,18 E )-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene, CAS 111-02-4) have been used as adjuvants in influenza vaccines since the 1990s. Traditionally sourced from shark liver oil, the overfishing of sharks and concomitant reduction in the oceanic shark population raises sustainability issues for vaccine adjuvant grade squalene. We report a semisynthetic route to squalene meeting current pharmacopeial specifications for use in vaccines that leverages the ready availability of trans -β-farnesene ((6 E )-7,11-dimethyl-3-methylene-1,6,10-dodecatriene, CAS 18794-84-8), manufactured from sustainable sugarcane via a yeast fermentation process...
December 15, 2023: Organic Process Research & Development
https://read.qxmd.com/read/38452078/fishing-for-oil-and-meat-drives-irreversible-defaunation-of-deepwater-sharks-and-rays
#2
JOURNAL ARTICLE
Brittany Finucci, Nathan Pacoureau, Cassandra L Rigby, Jay H Matsushiba, Nina Faure-Beaulieu, C Samantha Sherman, Wade J VanderWright, Rima W Jabado, Patricia Charvet, Paola A Mejía-Falla, Andrés F Navia, Danielle H Derrick, Peter M Kyne, Riley A Pollom, Rachel H L Walls, Katelyn B Herman, Bineesh Kinattumkara, Charles F Cotton, Juan-Martín Cuevas, Ross K Daley, Dharmadi, David A Ebert, Daniel Fernando, Stela M C Fernando, Malcolm P Francis, Charlie Huveneers, Hajime Ishihara, David W Kulka, Robin W Leslie, Francis Neat, Alexei M Orlov, Getulio Rincon, Glenn J Sant, Igor V Volvenko, Terence I Walker, Colin A Simpfendorfer, Nicholas K Dulvy
The deep ocean is the last natural biodiversity refuge from the reach of human activities. Deepwater sharks and rays are among the most sensitive marine vertebrates to overexploitation. One-third of threatened deepwater sharks are targeted, and half the species targeted for the international liver-oil trade are threatened with extinction. Steep population declines cannot be easily reversed owing to long generation lengths, low recovery potentials, and the near absence of management. Depth and spatial limits to fishing activity could improve conservation when implemented alongside catch regulations, bycatch mitigation, and international trade regulation...
March 8, 2024: Science
https://read.qxmd.com/read/38202806/asymmetric-synthesis-of-methoxylated-ether-lipids-total-synthesis-of-polyunsaturated-c18-3-omega-3-and-omega-6-mel-triene-derivatives
#3
JOURNAL ARTICLE
Svanur Sigurjónsson, Gudmundur G Haraldsson
The asymmetric synthesis of polyunsaturated triene C18:3 n-3 and C18:3 n-6 methoxylated ether lipids (MEL) of the 1- O -alkyl- sn -glycerol type is described as possible structural candidates for a triene C18:3 MEL of an unknown identity found in a mixture of shark and dogfish liver oil. Their C18:3 hydrocarbon chains constitute an all- cis methylene skipped n-3 or n-6 triene framework, along with a methoxyl group at the 2'-position and R -configuration of the resulting stereogenic center. The methoxylated polyenes are attached by an ether linkage to the pro-S hydroxymethyl group of the glycerol backbone...
December 31, 2023: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://read.qxmd.com/read/38058564/plant-derived-squalene-supplementation-improves-growth-performance-and-alleviates-acute-oxidative-stress-induced-growth-retardation-and-intestinal-damage-in-piglets
#4
JOURNAL ARTICLE
Junquan Tian, Qian Jiang, Xuetai Bao, Fan Yang, Yuying Li, Haihui Sun, Kang Yao, Yulong Yin
Piglets are particularly susceptible to oxidative stress, which causes inferior growth performance and intestinal damage. Squalene (SQ), a natural bioactive substance enriched in shark liver oil, shows excellent antioxidant properties and can currently be obtained at a low cost from deodorizer distillate during the production of plant oil. This study aimed to evaluate the effects of plant-derived SQ supplementation on the growth performance of piglets and explore the beneficial roles of SQ against oxidative stress and intestinal injury in diquat-challenged piglets...
December 2023: Animal Nutrition
https://read.qxmd.com/read/37726231/spatial-and-temporal-analysis-of-juvenile-blacktip-reef-sharks-carcharhinus-melanopterus-demographics-identifies-critical-habitats
#5
JOURNAL ARTICLE
Kim B Eustache, Emiel van Loon, Jodie L Rummer, Serge Planes, Isabel Smallegange
Reef shark species have undergone sharp declines in recent decades, as they inhabit coastal areas, making them an easy target in fisheries (i.e., sharks are exploited globally for their fins, meat, and liver oil) and exposes them to other threats (e.g., being part of bycatch, pollution, and climate change). Reef sharks play a critical role in coral reef ecosystems, where they control populations of smaller predators and herbivorous fishes either directly via predation or indirectly via behavior, thus protecting biodiversity and preventing potential overgrazing of corals...
September 19, 2023: Journal of Fish Biology
https://read.qxmd.com/read/37652377/impacts-of-microplastic-on-fisheries-and-seafood-security-global-analysis-and-synthesis
#6
JOURNAL ARTICLE
Golam Kibria
This review paper collected, collated, analysed, interpreted, synthesised, and documented the research investigations conducted on microplastic (MPs) pollution impacts on seafood organisms (including fish, sharks, shrimps, lobsters, crabs, oysters, mussels, and seaweeds) during the last ten years (2012-2022) covering fifty-seven locations/countries in the world. MPs contaminated 926 seafood species comprising 895 finfish, 09 crustaceans, 20 molluscs and 02 seaweeds. Seafood from Asia found was found to be most contaminated with MPs...
August 29, 2023: Science of the Total Environment
https://read.qxmd.com/read/37442840/bioprocess-conditions-and-regulation-factors-to-optimize-squalene-production-in-thraustochytrids
#7
REVIEW
Ana Guadalupe Fracchia-Durán, Emilia Ramos-Zambrano, Facundo Joaquín Márquez-Rocha, Alma Leticia Martínez-Ayala
Squalene is a widely distributed natural triterpene, as it is a key precursor in the biosynthesis of all sterols. It is a compound of high commercial value worldwide because it has nutritional, medicinal, pharmaceutical, and cosmetic applications, due to its different biological properties. The main source of extraction has been shark liver oil, which is currently unviable on a larger scale due to the impacts of overexploitation. Secondary sources are mainly vegetable oils, although a limited one, as they allow low productive yields...
July 14, 2023: World Journal of Microbiology & Biotechnology
https://read.qxmd.com/read/36797262/semi-synthetic-terpenoids-with-differential-adjuvant-properties-as-sustainable-replacements-for-shark-squalene-in-vaccine-emulsions
#8
JOURNAL ARTICLE
Karl J Fisher, Robert Kinsey, Raodoh Mohamath, Tony Phan, Hong Liang, Mark T Orr, William R Lykins, Jeffrey A Guderian, Julie Bakken, David Argilla, Gabi Ramer-Denisoff, Elise Larson, Yizhi Qi, Sandra Sivananthan, Karina Smolyar, Darrick Carter, Christopher J Paddon, Christopher B Fox
Synthetic biology has allowed for the industrial production of supply-limited sesquiterpenoids such as the antimalarial drug artemisinin and β-farnesene. One of the only unmodified animal products used in medicine is squalene, a triterpenoid derived from shark liver oil, which when formulated into an emulsion is used as a vaccine adjuvant to enhance immune responses in licensed vaccines. However, overfishing is depleting deep-sea shark populations, leading to potential supply problems for squalene. We chemically generated over 20 squalene analogues from fermentation-derived β-farnesene and evaluated adjuvant activity of the emulsified compounds compared to shark squalene emulsion...
February 16, 2023: NPJ Vaccines
https://read.qxmd.com/read/36767496/mercury-exposure-from-the-consumption-of-dietary-supplements-containing-vegetable-cod-liver-and-shark-liver-oils
#9
JOURNAL ARTICLE
Barbara Brodziak-Dopierała, Agnieszka Fischer, Martyna Chrzanowska, Bożena Ahnert
Vegetable and fish oils constitute a significant part of all dietary supplements. Due to increasing environmental pollution, the raw materials used for their production may be contaminated with toxic substances, including metals. The aim of the present study was to determine the mercury (Hg) content in vegetable oils, shark liver oils, and cod liver oils. The tests conducted were to help determine the level of mercury contamination of the tested preparations and the related potential threat to human health...
January 24, 2023: International Journal of Environmental Research and Public Health
https://read.qxmd.com/read/35450778/microbial-genetic-engineering-approach-to-replace-shark-livering-for-squalene
#10
REVIEW
Alok Patel, Maurizio Bettiga, Ulrika Rova, Paul Christakopoulos, Leonidas Matsakas
Squalene is generally sourced from the liver oil of deep sea sharks (Squalus spp.), in which it accounts for 40-70% of liver mass. To meet the growing demand for squalene because of its beneficial effects for human health, three to six million deep sea sharks are slaughtered each year, profoundly endangering marine ecosystems. To overcome this unsustainable practice, microbial sources of squalene might offer a viable alternative to plant- or animal-based squalene, although only a few microorganisms have been found that are capable of synthesizing up to 30% squalene of dry biomass by native biosynthetic pathways...
April 18, 2022: Trends in Biotechnology
https://read.qxmd.com/read/35447943/development-of-a-high-performance-thin-layer-chromatography-method-for-the-quantification-of-alkyl-glycerolipids-and-alkenyl-glycerolipids-from-shark-and-chimera-oils-and-tissues
#11
JOURNAL ARTICLE
Marion Papin, Cyrille Guimaraes, Benoit Pierre-Aue, Delphine Fontaine, Jeoffrey Pardessus, Hélène Couthon, Gaëlle Fromont, Karine Mahéo, Aurélie Chantôme, Christophe Vandier, Michelle Pinault
Ether lipids are composed of alkyl lipids with an ether bond at the sn-1 position of a glycerol backbone and alkenyl lipids, which possess a vinyl ether bond at the sn-1 position of the glycerol. These ether glycerolipids are present either as polar glycerophospholipids or neutral glycerolipids. Before studying the biological role of molecular species of ether glycerolipids, there is a need to separate and quantify total alkyl and alkenyl glycerolipids from biological samples in order to determine any variation depending on tissue or physiopathological conditions...
April 18, 2022: Marine Drugs
https://read.qxmd.com/read/35337064/from-sharks-to-yeasts-squalene-in-the-development-of-vaccine-adjuvants
#12
REVIEW
Adélia Mendes, João Azevedo-Silva, João C Fernandes
Squalene is a natural linear triterpene that can be found in high amounts in certain fish liver oils, especially from deep-sea sharks, and to a lesser extent in a wide variety of vegeTable oils. It is currently used for numerous vaccine and drug delivery emulsions due to its stability-enhancing properties and biocompatibility. Squalene-based vaccine adjuvants, such as MF59 (Novartis), AS03 (GlaxoSmithKline Biologicals), or AF03 (Sanofi) are included in seasonal vaccines against influenza viruses and are presently being considered for inclusion in several vaccines against SARS-CoV-2 and future pandemic threats...
February 22, 2022: Pharmaceuticals
https://read.qxmd.com/read/34684329/the-impact-of-short-term-shark-liver-oil-supplementation-on-the-fatty-acid-composition-of-erythrocyte-membranes
#13
JOURNAL ARTICLE
Katarzyna Zakrzewska, Katarzyna Oszajca, Wojciech Zep, Anna Piekarska, Malgorzata Sidorkiewicz
Fatty acid (FA) balance is strictly related to human health. The composition of fatty acids in lipid membranes seems to be influenced by diet. Shark liver oil (SLO) supplementation has been widely used recently in the prevention and treatment of human diseases. We analyzed the impact of short-term SLO supplementation on certain biochemical parameters and erythrocyte FA composition in a group of young healthy women. Our results showed that 6 weeks of SLO supplementation led to a significant decrease in C-reactive protein levels in sera and intracellular cholesterol levels in peripheral blood mononuclear cells...
September 23, 2021: Nutrients
https://read.qxmd.com/read/34636316/anti-angiogenic-and-cytotoxicity-effects-of-selachyl-alcohol-analogues
#14
JOURNAL ARTICLE
René Pemha, Damien Le Bot, Paul Mosset, Alain Bernard Legrand
BACKGROUND: The active ingredients in the shark liver oil (SLO) mixture were found to be a group of etherlinked glycerol known as alkylglycerols (AKGs). During the last century, initial clinical use of the SLO mixture was for treating leukemias and later preventing radiation sickness from cancer x-ray therapy. Selachyl alcohol is one of the most abundant AKGs in the SLO mixture and it displayed strong activity in reducing lung metastasis number on a model of grafted tumor in mice (Lewis lung carcinoma cells)...
2022: Anti-cancer Agents in Medicinal Chemistry
https://read.qxmd.com/read/34146594/shark-liver-oil-supplementation-enriches-endogenous-plasmalogens-and-reduces-markers-of-dyslipidemia-and-inflammation
#15
RANDOMIZED CONTROLLED TRIAL
Sudip Paul, Adam Alexander T Smith, Kevin Culham, Kevin A Gunawan, Jacqueline M Weir, Michelle A Cinel, Kaushala S Jayawardana, Natalie A Mellett, Man K S Lee, Andrew J Murphy, Graeme I Lancaster, Paul J Nestel, Bronwyn A Kingwell, Peter J Meikle
Plasmalogens are membrane glycerophospholipids with diverse biological functions. Reduced plasmalogen levels have been observed in metabolic diseases; hence, increasing their levels might be beneficial in ameliorating these conditions. Shark liver oil (SLO) is a rich source of alkylglycerols that can be metabolized into plasmalogens. This study was designed to evaluate the impact of SLO supplementation on endogenous plasmalogen levels in individuals with features of metabolic disease. In this randomized, double-blind, placebo-controlled cross-over study, the participants (10 overweight or obese males) received 4-g Alkyrol® (purified SLO) or placebo (methylcellulose) per day for 3 weeks followed by a 3-week washout phase and were then crossed over to 3 weeks of the alternate placebo/Alkyrol® treatment...
2021: Journal of Lipid Research
https://read.qxmd.com/read/33251210/new-amphiphilic-squalene-derivative-improves-metabolism-of-adipocytes-differentiated-from-diabetic-adipose-derived-stem-cells-and-prevents-excessive-lipogenesis
#16
JOURNAL ARTICLE
Munkhzul Ganbold, Farhana Ferdousi, Takashi Arimura, Kenichi Tominaga, Hiroko Isoda
Squalene (Sq) is a natural compound, found in various plant oils, algae, and larger quantity in deep-sea shark liver. It is also known as an intermediate of cholesterol synthesis in plants and animals including humans. Although evidences demonstrated its antioxidant, anticancer, hypolipidemic, and hepatoprotective and cardioprotective effects, its biological effects in cellular function might have been underestimated because of the water-insoluble property. To overcome this hydrophobicity, we synthesized new amphiphilic Sq derivative (HH-Sq)...
2020: Frontiers in Cell and Developmental Biology
https://read.qxmd.com/read/33149751/the-therapeutic-effect-of-shark-liver-oil-in-a-rat-model-of-acetic-acid-induced-ulcerative-colitis
#17
JOURNAL ARTICLE
Nastaran Samimi, Masood Sepehrimanesh, Omid Koohi-Hosseinabadi, Reza Homayounfar, Maral Mokhtari, Mojtaba Farjam
Ulcerative colitis (UC) is one of the most well-known types of inflammatory bowel disease that manifests as recurrent inflammation of rectum and colon. The goal of this study is to evaluate the protective effects of shark liver oil (SLO) on acetic acid-induced ulcerative colitis in rats. Eighty induced UC rats were randomly divided into ten equal groups and received the following treatments for seven days: 1 ml of normal saline rectally, 1 ml of gel base (carboxymethyl cellulose) rectally, 10 mg/kg of Asacol rectally, 10 mg/kg of mesalazine orally, 5% gel form of SLO rectally, 10% gel form of SLO rectally, 200 mg of SLO orally, and 400 mg of SLO orally...
2020: Evidence-based Complementary and Alternative Medicine: ECAM
https://read.qxmd.com/read/33051497/synthetic-biology-derived-triterpenes-as-efficacious-immunomodulating-adjuvants
#18
JOURNAL ARTICLE
Mizuki Tateno, Barbara J Stone, Sarah J Srodulski, Stephanie Reedy, Thomas R Gawriluk, Thomas M Chambers, Jerold Woodward, Joe Chappell, Chase F Kempinski
The triterpene oil squalene is an essential component of nanoemulsion vaccine adjuvants. It is most notably in the MF59 adjuvant, a component in some seasonal influenza vaccines, in stockpiled, emulsion-based adjuvanted pandemic influenza vaccines, and with demonstrated efficacy for vaccines to other pandemic viruses, such as SARS-CoV-2. Squalene has historically been harvested from shark liver oil, which is undesirable for a variety of reasons. In this study, we have demonstrated the use of a Synthetic Biology (yeast) production platform to generate squalene and novel triterpene oils, all of which are equally as efficacious as vaccine adjuvants based on physiochemical properties and immunomodulating activities in a mouse model...
October 13, 2020: Scientific Reports
https://read.qxmd.com/read/32772639/monochloropropanediol-esters-and-glycidyl-esters-in-dietary-supplements-based-on-fish-oils
#19
JOURNAL ARTICLE
Anna Sadowska-Rociek
Dietary supplements based on fish oils might be contaminated with thermal processing contaminants, which are generated during the fish oil deodorisation. In the study, 30 samples of dietary supplements were analysed in terms of the occurrence of 3-monochloropropane-1,2-diol esters (3-MCPDE), 2-monochloropropane-1,3-diol esters (2-MCPDE) and glycidyl esters (GE). The results showed that the highest levels of 3-MCPDE (mean: 1461 µg kg-1 ) as well as 2-MCPDE (mean: 357 µg kg-1 ) were observed in the products containing shark liver oil...
December 2020: Food Additives & Contaminants. Part B, Surveillance
https://read.qxmd.com/read/32291325/near-equal-compressibility-of-liver-oil-and-seawater-minimises-buoyancy-changes-in-deep-sea-sharks-and-chimaeras
#20
JOURNAL ARTICLE
Imants G Priede, Rhoderick W Burgass, Manolis Mandalakis, Apostolos Spyros, Petros Gikas, Finlay Burns, Jim Drewery
Whereas upper ocean pelagic sharks are negatively buoyant and must swim continuously to generate lift from their fins, deep-sea sharks float or swim slowly buoyed up by large volumes of low-density oils in their livers. Investigation of the Pressure, Volume, Temperature (PVT) relationships for liver oils of 10 species of deep-sea Chondrichthyes shows that the density difference between oil and seawater, Δρ remains almost constant with pressure down to full ocean depth (11 km, 1100 bar); theoretically providing buoyancy far beyond the maximum depth of occurrence (3700 m) of sharks...
April 14, 2020: Journal of Experimental Biology
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