bacterioruberin
(2S,2'S)-,3',4,4'-tetradehydro-1,1',2,2'-tetrahydro-1,1'-dihydroxy-2,2'-bis(3-hydroxy-3-methyl butyl)-psi,psi-carotene
 
Notes:
c(50) carotenoid pigment.
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CAS Number: 32719-43-0Picture of molecule3D/inchi
Nikkaji Web: J171.221G
XlogP3-AA: 13.70 (est)
Molecular Weight: 741.15252000
Formula: C50 H76 O4
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Category: natural substances and extractives
 
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 1.86e-013 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
 None found
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for bacterioruberin usage levels up to:
 not for fragrance use.
 
Recommendation for bacterioruberin flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
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EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 6441558
National Institute of Allergy and Infectious Diseases: Data
 (5S,6E,8E,10E,12E,14E,16E,18E,20E,22E,24E,26E,28E,30E,32S)-5,32-bis(2-hydroxypropan-2-yl)-2,8,12,16,21,25,29,35-octamethylhexatriaconta-6,8,10,12,14,16,18,20,22,24,26,28,30-tridecaene-2,35-diol
Chemidplus: 0032719430
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References:
 (5S,6E,8E,10E,12E,14E,16E,18E,20E,22E,24E,26E,28E,30E,32S)-5,32-bis(2-hydroxypropan-2-yl)-2,8,12,16,21,25,29,35-octamethylhexatriaconta-6,8,10,12,14,16,18,20,22,24,26,28,30-tridecaene-2,35-diol
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 6441558
Pubchem (sid): 135126581
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
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(IUPAC): Periodic Table of the Elements
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HMDB (The Human Metabolome Database): Search
VCF-Online: VCF Volatile Compounds in Food
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Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 found in nature
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Synonyms:
(5S,6E,8E,10E,12E,14E,16E,18E,20E,22E,24E,26E,28E,30E,32S)-5,32-bis(2-hydroxypropan-2-yl)-2,8,12,16,21,25,29,35-octamethylhexatriaconta-6,8,10,12,14,16,18,20,22,24,26,28,30-tridecaene-2,35-diol
(2S,2'S)-,3',4,4'-tetradehydro-1,1',2,2'-tetrahydro-1,1'-dihydroxy-2,2'-bis(3-hydroxy-3-methyl butyl)-psi,psi-carotene
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Articles:
PubMed: Complete biosynthetic pathway of the C50 carotenoid bacterioruberin from lycopene in the extremely halophilic archaeon Haloarcula japonica.
PubMed: Estimation of bacterioruberin by Raman spectroscopy during the growth of halophilic archaeon Haloarcula marismortui.
PubMed: Probing the Cl--pumping photocycle of pharaonis halorhodopsin: Examinations with bacterioruberin, an intrinsic dye, and membrane potential-induced modulation of the photocycle.
PubMed: Bacterioruberin and salinixanthin carotenoids of extremely halophilic Archaea and Bacteria: a Raman spectroscopic study.
PubMed: Bacterioopsin-mediated regulation of bacterioruberin biosynthesis in Halobacterium salinarum.
PubMed: Characteristics of halorhodopsin-bacterioruberin complex from Natronomonas pharaonis membrane in the solubilized system.
PubMed: Conjugated Cofactor Enables Efficient Temperature-Independent Electronic Transport Across ∼6 nm Long Halorhodopsin.
PubMed: Structural role of bacterioruberin in the trimeric structure of archaerhodopsin-2.
PubMed: Protective roles of bacterioruberin and intracellular KCl in the resistance of Halobacterium salinarium against DNA-damaging agents.
PubMed: Identification of carotenoids from the extremely halophilic archaeon Haloarcula japonica.
PubMed: Photocurrent generation by adsorption of two main pigments of Halobacterium salinarum on TiO2 nanostructured electrode.
PubMed: Retention of the 4-pro-R hydrogen atom of mevalonate at C-2,2' of bacterioruberin in Halobacterium halobium.
PubMed: Mass production of C50 carotenoids by Haloferax mediterranei in using extruded rice bran and starch under optimal conductivity of brined medium.
PubMed: Analysis of Carotenoid Production by Halorubrum sp. TBZ126; an Extremely Halophilic Archeon from Urmia Lake.
PubMed: Novel expression and characterization of a light driven proton pump archaerhodopsin 4 in a Halobacterium salinarum strain.
PubMed: Cation binding to halorhodopsin.
PubMed: Carotenoids from Haloarchaea and Their Potential in Biotechnology.
PubMed: Retention of the 4-pro-R hydrogen atom of mevalonate at C-2,2' of bacterioruberin in Halobacterium halobium.
PubMed: Bacterial carotenoids. XXXIX. C 50 -carotenoids. 10. Bacterioruberin mono- and diglucoside.
PubMed: Bacterial carotenoids. 31. C50-carotenoids 5. Carotenoids of Halobacterium salinarium, especially bacterioruberin.
PubMed: Bacterial carotenoids. XXVI. C50-carotenoids. 2. Bacterioruberin.
PubMed: [Syntheses in the carotinoid series. 21. Synthesis of 2,2'-diketo-spirilloxanthin (P 518) and 2,2'-diketo-bacterioruberin].
PubMed: Identification of lipophilic bioproduct portfolio from bioreactor samples of extreme halophilic archaea with HPLC-MS/MS.
PubMed: Occurrence of viable, red-pigmented haloarchaea in the plumage of captive flamingoes.
PubMed: Halophilic archaea on Earth and in space: growth and survival under extreme conditions.
PubMed: Crystal structure of Cruxrhodopsin-3 from Haloarcula vallismortis.
PubMed: Haloferax chudinovii sp. nov., a halophilic archaeon from Permian potassium salt deposits.
PubMed: Homotrimer formation and dissociation of pharaonis halorhodopsin in detergent system.
PubMed: The light-activated proton pump Bop I of the archaeon Haloquadratum walsbyi.
PubMed: Identification of carotenoids with high antioxidant capacity produced by extremophile microorganisms.
PubMed: Lipids of Haloferax alexandrinus strain TM(T): an extremely halophilic canthaxanthin-producing archaeon.
PubMed: Carotenoids' production from halophilic bacteria.
PubMed: Crystal structure of the light-driven chloride pump halorhodopsin from Natronomonas pharaonis.
PubMed: Induced chirality of the light-harvesting carotenoid salinixanthin and its interaction with the retinal of xanthorhodopsin.
PubMed: Expression of the bop gene cluster of Halobacterium halobium is induced by low oxygen tension and by light.
PubMed: Effects of light and low oxygen tension on pigment biosynthesis in Halobacterium salinarum, revealed by a novel method to quantify both retinal and carotenoids.
PubMed: Influence of nutritive factors on C50 carotenoids production by Haloferax mediterranei ATCC 33500 with two-stage cultivation.
PubMed: Studies of the biosynthesis of C50 carotenoids in Halobacterium cutirubrum.
PubMed: Effect of nicotine on biosynthesis of C50 carotenoids in Halobacterium cutirubrum.
PubMed: Carotenoid analysis of halophilic archaea by resonance Raman spectroscopy.
PubMed: Adaptive response of Haloferax mediterranei to low concentrations of NaCl (< 20%) in the growth medium.
PubMed: Effect of glycerol on carotenogenesis in the extreme halophile, Halobacterium cutirubrum.
PubMed: Functions of carotenoids in xanthorhodopsin and archaerhodopsin, from action spectra of photoinhibition of cell respiration.
PubMed: Isolation and characterization of C50-carotenoid pigments and other polar isoprenoids from Halobacterium cutirubrum.
PubMed: Lipids of the ultra-thin square halophilic archaeon Haloquadratum walsbyi.
PubMed: Study of methanol-induced phenotypic changes in a novel strain of Acinetobacter lwoffii.
PubMed: SRP19 is a dispensable component of the signal recognition particle in Archaea.
PubMed: Physiological responses of the halophilic archaeon Halobacterium sp. strain NRC1 to desiccation and gamma irradiation.
PubMed: Carotenoid accumulation in the psychrotrophic bacterium Arthrobacter agilis in response to thermal and salt stress.
PubMed: Characterization of plasmids in halobacteria.
PubMed: A halorhodopsin-overproducing mutant isolated from an extremely haloalkaliphilic archaeon Natronomonas pharaonis.
PubMed: The bacterial aetiology of rosy discoloration of ancient wall paintings.
PubMed: Expression of carotenoid pigments of haloarchaeal cultures exposed to aniline.
PubMed: Australian Halobacteria and their retinal-protein ion pumps.
PubMed: Genetic variability in Halobacterium halobium.
PubMed: Improved isolation procedures for the purple membrane of Halobacterium halobium.
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