(e,e,e,e)-squalene is a lipid of Fatty Acyls (FA) class. (e,e,e,e)-squalene is associated with abnormalities such as Hypercholesterolemia and Cataract. The involved functions are known as Process, metaplastic cell transformation, Protein Overexpression, Anabolism and Biosynthetic Pathways. (e,e,e,e)-squalene often locates in Membrane, Protoplasm, Plasma membrane, Tissue membrane and Back. The associated genes with (e,e,e,e)-squalene are Genome, IMPACT gene, GAPDH gene, GTF2I gene and Chromatin. The related lipids are Membrane Lipids, cycloartenol, Sterols, Fatty Acids and Nonesterified Fatty Acids.
To understand associated biological information of (e,e,e,e)-squalene, we collected biological information of abnormalities, associated pathways, cellular/molecular locations, biological functions, related genes/proteins, lipids and common seen animal/experimental models with organized paragraphs from literatures.
(e,e,e,e)-squalene is suspected in Hypercholesterolemia, Cataract and other diseases in descending order of the highest number of associated sentences.
Disease | Cross reference | Weighted score | Related literature |
---|
We collected disease MeSH terms mapped to the references associated with (e,e,e,e)-squalene
There are no associated biomedical information in the current reference collection.
Associated locations are in red color. Not associated locations are in black.
Location | Cross reference | Weighted score | Related literatures |
---|
Function | Cross reference | Weighted score | Related literatures |
---|
Lipid concept | Cross reference | Weighted score | Related literatures |
---|
Gene | Cross reference | Weighted score | Related literatures |
---|
There are no associated biomedical information in the current reference collection.
Authors | Title | Published | Journal | PubMed Link |
---|---|---|---|---|
Johnson RC and Shah SN | Metabolism of intracerebrally injected mevalonate in brain of suckling and young adult rats. | 1985 | Neurochem. Res. | pmid:3925358 |
Paoletti P et al. | Lipid biosynthesis from labelled precursors in an experimental brain tumor-bearing mouse. | 1966 | Neurochirurgia (Stuttg) | pmid:5966653 |
Petrik MS et al. | Aluminum adjuvant linked to Gulf War illness induces motor neuron death in mice. | 2007 | Neuromolecular Med. | pmid:17114826 |
Xue Z et al. | Divergent evolution of oxidosqualene cyclases in plants. | 2012 | New Phytol. | pmid:22150097 |
Inagaki YS et al. | Investigation of the potential for triterpene synthesis in rice through genome mining and metabolic engineering. | 2011 | New Phytol. | pmid:21501172 |
Yoshino K and Matsuo I | [Squalene peroxide formation by UVA irradiation with or without 8-MOP (author's transl)]. | 1981 | Nihon Hifuka Gakkai Zasshi | pmid:6971356 |
Torinuki W et al. | [Emission spectral analysis of ultraweak chemiluminescence from linolenic acid and squalene peroxides (author's transl)]. | 1982 | Nihon Hifuka Gakkai Zasshi | pmid:6978954 |
Inomata N | [Symposium I: aging and the activity of the sebaceous glands]. | 1973 | Nihon Hifuka Gakkai Zasshi | pmid:4546667 |
Nishimura S | [Fasting serum squalene in patients with gallstones and hyperlipidemia]. | 1988 | Nihon Shokakibyo Gakkai Zasshi | pmid:3385962 |
Uotani J | [The changes of sterol in lenses]. | 1984 | Nippon Ganka Gakkai Zasshi | pmid:6711397 |
Shimizu Y et al. | [Innovation of vaccine adjuvants]. | 2008 | Nippon Rinsho | pmid:18939490 |
Imaeda K et al. | [Effect of sex-hormone on composition of rat skin surface lipid]. | 1987 | Nippon Yakurigaku Zasshi | pmid:3428773 |
Allain V et al. | Self-assembled nucleolipids: from supramolecular structure to soft nucleic acid and drug delivery devices. | 2012 | Nucleic Acids Res. | pmid:22075995 |
MELCHIORRI-SANTOLINI U and RENZINI G | [Detection of sterols and squalene in sporigenic bacteria]. | 1960 Nov-Dec | Nuovi Ann Ig Microbiol | pmid:13769177 |
RENZINI G | [Detection of sterols and squalene in B. coli aerogenes]. | 1960 Nov-Dec | Nuovi Ann Ig Microbiol | pmid:13740904 |
Scolastici C et al. | Squalene does not exhibit a chemopreventive activity and increases plasma cholesterol in a Wistar rat hepatocarcinogenesis model. | 2004 | Nutr Cancer | pmid:15572303 |
Nissinen MJ et al. | Effects of plant stanol esters supplied in a fat free milieu by pastilles on cholesterol metabolism in colectomized human subjects. | 2006 | Nutr Metab Cardiovasc Dis | pmid:16935701 |
Ostlund RE et al. | Effects of trace components of dietary fat on cholesterol metabolism: phytosterols, oxysterols, and squalene. | 2002 | Nutr. Rev. | pmid:12462517 |
Cabrera-Vique C et al. | Bioactive compounds and nutritional significance of virgin argan oil--an edible oil with potential as a functional food. | 2012 | Nutr. Rev. | pmid:22537213 |
SQUALENE, a precursor of cholesterol. | 1954 | Nutr. Rev. | pmid:13166142 | |
Madani KA | Effects of trace components of dietary fat on cholesterol metabolism: phytosterols, oxysterols, and squalene. | 2003 | Nutr. Rev. | pmid:12795450 |
SQUALENE and cholesterol synthesis in the human skin. | 1956 | Nutr. Rev. | pmid:13309889 | |
Peltola P et al. | Visceral obesity is associated with high levels of serum squalene. | 2006 | Obesity (Silver Spring) | pmid:16899796 |
O'Neill HJ and Gershbein LL | Lipids of human and equine smegma. | 1976 | Oncology | pmid:1018879 |
Abe T and Hoshino T | Enzymatic cyclizations of squalene analogs with threo- and erythro-diols at the 6,7- or 10,11-positions by recombinant squalene cyclase. Trapping of carbocation intermediates and mechanistic insights into the product and substrate specificities. | 2005 | Org. Biomol. Chem. | pmid:16106294 |
Cheng J and Hoshino T | Cyclization cascade of the C33-bisnorheptaprenoid catalyzed by recombinant squalene cyclase. | 2009 | Org. Biomol. Chem. | pmid:19343258 |
Matsuda SP et al. | Mechanistic insights into triterpene synthesis from quantum mechanical calculations. Detection of systematic errors in B3LYP cyclization energies. | 2006 | Org. Biomol. Chem. | pmid:16446812 |
Morimoto Y et al. | Two-directional synthesis and stereochemical assignment toward a C2 symmetric oxasqualenoid (+)-intricatetraol. | 2006 | Org. Biomol. Chem. | pmid:17036107 |
Winne JM et al. | Nonenzymic polycyclization of analogues of oxidosqualene with a preformed C-ring. | 2008 | Org. Biomol. Chem. | pmid:18480904 |
Nakano S et al. | Squalene-hopene cyclase: insight into the role of the methyl group on the squalene backbone upon the polycyclization cascade. Enzymatic cyclization products of squalene analogs lacking a 26-methyl group and possessing a methyl group at C7 or C11. | 2004 | Org. Biomol. Chem. | pmid:15254628 |
Hoshino T et al. | Squalene-hopene cyclase: final deprotonation reaction, conformational analysis for the cyclization of (3R,S)-2,3-oxidosqualene and further evidence for the requirement of an isopropylidene moiety both for initiation of the polycyclization cascade and for the formation of the 5-membered E-ring. | 2004 | Org. Biomol. Chem. | pmid:15136801 |
Morimoto Y | The role of chemical synthesis in structure elucidation of oxasqualenoids. | 2008 | Org. Biomol. Chem. | pmid:18452003 |
Hoshino T et al. | Production of epoxydammaranes by the enzymatic reactions of (3R)- and (3S)-2,3-squalene diols and those of 2,3:22,23-dioxidosqualenes with recombinant squalene cyclase and the mechanistic insight into the polycyclization reactions. | 2007 | Org. Biomol. Chem. | pmid:17315066 |
Hess BA | Formation of the C ring in the lanosterol biosynthesis from squalene. | 2003 | Org. Lett. | pmid:12529131 |
Tanaka H et al. | Enzymatic formation of indole-containing unnatural cyclic polyprenoids by bacterial squalene:hopene cyclase. | 2005 | Org. Lett. | pmid:16354088 |
Tanaka H et al. | 1-methylidenesqualene and 25-methylidenesqualene as active-site probes for bacterial squalene:hopene cyclase. | 2004 | Org. Lett. | pmid:14986979 |
Hoshino T et al. | β-Amyrin biosynthesis: the critical role of steric volume at C-19 of 2,3-oxidosqualene for its correct folding to generate the pentacyclic scaffold. | 2014 | Org. Lett. | pmid:24960408 |
Morimoto Y et al. | Biomimetic epoxide-opening cascades of oxasqualenoids triggered by hydrolysis of the terminal epoxide. | 2013 | Org. Lett. | pmid:23721415 |
Lodeiro S et al. | A putative precursor of isomalabaricane triterpenoids from lanosterol synthase mutants. | 2006 | Org. Lett. | pmid:16435854 |
Winne JM et al. | Application of the B-alkyl suzuki-miyaura cross-coupling reaction to the stereoselective synthesis of analogues of (3S)-oxidosqualene. | 2006 | Org. Lett. | pmid:17020310 |
Segura MJ et al. | Arabidopsis thaliana LUP1 converts oxidosqualene to multiple triterpene alcohols and a triterpene diol. | 2000 | Org. Lett. | pmid:10930257 |
Xiong Z et al. | A short total synthesis of (+)-omaezakianol via an epoxide-initiated cationic cascade reaction. | 2010 | Org. Lett. | pmid:20218639 |
Yang P et al. | Two concise enantioselective total syntheses of (-)-glabrescol implicate alternative biosynthetic pathways starting from squalene. | 2012 | Org. Lett. | pmid:22817611 |
Hess BA and Smentek L | Concerted nature of AB ring formation in the enzymatic cyclization of squalene to hopenes. | 2004 | Org. Lett. | pmid:15151397 |
Hoshino T and Ohashi S | Importance of the methyl group at C10 of squalene for hopene biosynthesis and novel carbocyclic skeletons with 6/5 + 5/5 + (6) ring system(s). | 2002 | Org. Lett. | pmid:12123374 |
Liu YT et al. | Protein engineering of Saccharomyces cerevisiae oxidosqualene-lanosterol cyclase into parkeol synthase. | 2012 | Org. Lett. | pmid:23043506 |
Burkhart CN et al. | Cerumen composition by flash pyrolysis-gas chromatography/mass spectrometry. | 2001 | Otol. Neurotol. | pmid:11698786 |
Elnaiem DA et al. | Chemical factors controlling oviposition of Lutzomyia longipalpis (Diptera: Psychodidae). | 1991 | Parassitologia | pmid:1841210 |
Bouissou H et al. | [Cutaneous cholesterol and phospholipids in atherosclerosis]. | 1976 | Paroi Arterielle | pmid:1012738 |
Saint-Léger D | [Normal and pathologic sebaceous function. Research in a shallow milieu?]. | 2003 | Pathol. Biol. | pmid:14567194 |