200,000+ products from a single source!

sales@angenechem.com

Home > Other Building Blocks > 126-29-4

126-29-4

126-29-4 | β,β-Carotene-3,3'-diol, 5,6:5',6'-diepoxy-5,5',6,6'-tetrahydro-, (3S,3'S,5R,5'R,6S,6'S)-

CAS No: 126-29-4 Catalog No: AG000QO2 MDL No:

Product Description

Catalog Number:
AG000QO2
Chemical Name:
β,β-Carotene-3,3'-diol, 5,6:5',6'-diepoxy-5,5',6,6'-tetrahydro-, (3S,3'S,5R,5'R,6S,6'S)-
CAS Number:
126-29-4
IUPAC Name:
(1R,3S,6S)-6-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol
InChI:
InChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-23-39-35(5,6)25-33(41)27-37(39,9)43-39)15-11-12-16-30(2)18-14-20-32(4)22-24-40-36(7,8)26-34(42)28-38(40,10)44-40/h11-24,33-34,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t33-,34-,37+,38+,39-,40-/m0/s1
InChI Key:
SZCBXWMUOPQSOX-WVJDLNGLSA-N
UNII:
51C926029A

Properties

Complexity:
1270  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
6  
Defined Bond Stereocenter Count:
9  
Exact Mass:
600.418g/mol
Formal Charge:
0
Heavy Atom Count:
44  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
600.884g/mol
Monoisotopic Mass:
600.418g/mol
Rotatable Bond Count:
10  
Topological Polar Surface Area:
65.5A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
9.8  

Literature

Title Journal
Enhancement of non-photochemical quenching in the Bryophyte Physcomitrella patens during acclimation to salt and osmotic stress. Plant & cell physiology 20121001
Investigating the interaction between the violaxanthin cycle enzyme zeaxanthin epoxidase and the thylakoid membrane. Journal of photochemistry and photobiology. B, Biology 20120903
Violaxanthin de-epoxidase is rate-limiting for non-photochemical quenching under subsaturating light or during chilling in Arabidopsis. Plant physiology and biochemistry : PPB 20120901
Biosynthesis of fucoxanthin and diadinoxanthin and function of initial pathway genes in Phaeodactylum tricornutum. Journal of experimental botany 20120901
Efficient heterologous transformation of Chlamydomonas reinhardtii npq2 mutant with the zeaxanthin epoxidase gene isolated and characterized from Chlorella zofingiensis. Marine drugs 20120901
Isolation and characterization of a lycopene ε-cyclase gene of Chlorella (Chromochloris) zofingiensis. Regulation of the carotenogenic pathway by nitrogen and light. Marine drugs 20120901
Insights into the region responding to ΔpH change in major light harvesting complex. Journal of photochemistry and photobiology. B, Biology 20120604
Thermal degradation kinetics of neoxanthin, violaxanthin, and antheraxanthin in virgin olive oils. Journal of agricultural and food chemistry 20120523
A theoretical investigation of xanthophyll-protein hydrogen bonding in the photosystem II antenna. The journal of physical chemistry. B 20120412
Modeling of a violaxanthin-chlorophyll b chromophore pair in its LHCII environment using CAM-B3LYP. Journal of photochemistry and photobiology. B, Biology 20120402
Role of xanthophylls in light harvesting in green plants: a spectroscopic investigation of mutant LHCII and Lhcb pigment-protein complexes. The journal of physical chemistry. B 20120329
Morphology, ultrastructure and life cycle of Vitrella brassicaformis n. sp., n. gen., a novel chromerid from the Great Barrier Reef. Protist 20120301
Seasonal changes of violaxanthin cycle pigment de-epoxidation in wintergreen and evergreen plants. Acta biochimica Polonica 20120101
Violaxanthin and diadinoxanthin de-epoxidation in various model lipid systems. Acta biochimica Polonica 20120101
Zeaxanthin epoxidation - an in vitro approach. Acta biochimica Polonica 20120101
Identification of key residues for pH dependent activation of violaxanthin de-epoxidase from Arabidopsis thaliana. PloS one 20120101
Anti-inflammatory effects of violaxanthin isolated from microalga Chlorella ellipsoidea in RAW 264.7 macrophages. Biological & pharmaceutical bulletin 20120101
The xanthophyll cycle and antioxidative defense system are enhanced in the wheat hybrid subjected to high light stress. Journal of plant physiology 20111015
Changes in thylakoid membrane thickness associated with the reorganization of photosystem II light harvesting complexes during photoprotective energy dissipation. Plant signaling & behavior 20110901
Non-photochemical fluorescence quenching in Chromera velia is enabled by fast violaxanthin de-epoxidation. FEBS letters 20110623
Acclimation- and mutation-induced enhancement of PsbS levels affects the kinetics of non-photochemical quenching in Arabidopsis thaliana. Planta 20110601
Behavior of flavonols and carotenoids of minimally processed kale leaves during storage in passive modified atmosphere packaging. Journal of food science 20110301
Origin of absorption changes associated with photoprotective energy dissipation in the absence of zeaxanthin. The Journal of biological chemistry 20110107
Analysis of LhcSR3, a protein essential for feedback de-excitation in the green alga Chlamydomonas reinhardtii. PLoS biology 20110101
Photosystem II fluorescence lifetime imaging in avocado leaves: contributions of the lutein-epoxide and violaxanthin cycles to fluorescence quenching. Journal of photochemistry and photobiology. B, Biology 20110101
Utilizing the effective xanthophyll cycle for blooming of Ochromonas smithii and O. itoi (Chrysophyceae) on the snow surface. PloS one 20110101
Antiproliferative activity of violaxanthin isolated from bioguided fractionation of Dunaliella tertiolecta extracts. Marine drugs 20110101
Activation of violaxanthin cycle in darkness is a common response to different abiotic stresses: a case study in Pelvetia canaliculata. BMC plant biology 20110101
Dynamics of zeaxanthin binding to the photosystem II monomeric antenna protein Lhcb6 (CP24) and modulation of its photoprotection properties. Archives of biochemistry and biophysics 20101201
A theoretical investigation of the photophysical consequences of major plant light-harvesting complex aggregation within the photosynthetic membrane. The journal of physical chemistry. B 20101125
Regulation and function of xanthophyll cycle-dependent photoprotection in algae. Photosynthesis research 20101101
The photoprotective mechanisms in Secale cereale leaves under Cu and high light stress condition. Journal of photochemistry and photobiology. B, Biology 20101005
Carotenoid composition and vitamin A value in ají (Capsicum baccatum L.) and rocoto (C. pubescens R. & P.), 2 pepper species from the Andean region. Journal of food science 20101001
Insights into carotenoid dynamics in non-foliar photosynthetic tissues of avocado. Physiologia plantarum 20100901
Molecular factors controlling photosynthetic light harvesting by carotenoids. Accounts of chemical research 20100817
The main thylakoid membrane lipid monogalactosyldiacylglycerol (MGDG) promotes the de-epoxidation of violaxanthin associated with the light-harvesting complex of photosystem II (LHCII). Biochimica et biophysica acta 20100301
Low-light-induced violaxanthin de-epoxidation in shortly preheated leaves: uncoupling from Delta pH-dependent nonphotochemical quenching. Photochemistry and photobiology 20100101
Olefin metathesis in carotenoid synthesis. Organic & biomolecular chemistry 20091121
Adaptation of the obligate CAM plant Clusia alata to light stress: Metabolic responses. Journal of plant physiology 20091115
Antioxidant defences and oxidative damage in salt-treated olive plants under contrasting sunlight irradiance. Tree physiology 20090901
New transgenic line of Arabidopsis thaliana with partly disabled zeaxanthin epoxidase activity displays changed carotenoid composition, xanthophyll cycle activity and non-photochemical quenching kinetics. Journal of plant physiology 20090701
A structural basis for the pH-dependent xanthophyll cycle in Arabidopsis thaliana. The Plant cell 20090701
Properties of zeaxanthin and its radical cation bound to the minor light-harvesting complexes CP24, CP26 and CP29. Biochimica et biophysica acta 20090601
Excitation energy transfer and carotenoid radical cation formation in light harvesting complexes - a theoretical perspective. Biochimica et biophysica acta 20090601
Carotenoid composition of jackfruit (Artocarpus heterophyllus), determined by HPLC-PDA-MS/MS. Plant foods for human nutrition (Dordrecht, Netherlands) 20090601
Highly sensitive and accurate profiling of carotenoids by supercritical fluid chromatography coupled with mass spectrometry. Journal of separation science 20090501
Effects of zinc toxicity on sugar beet (Beta vulgaris L.) plants grown in hydroponics. Plant biology (Stuttgart, Germany) 20090501
Distribution and evolutionary trends of photoprotective isoprenoids (xanthophylls and tocopherols) within the plant kingdom. Physiologia plantarum 20090401
Light-induced change of configuration of the LHCII-bound xanthophyll (tentatively assigned to violaxanthin): a resonance Raman study. The journal of physical chemistry. B 20090226
De novo synthesis and degradation of Lx and V cycle pigments during shade and sun acclimation in avocado leaves. Plant physiology 20090201
Mechanism and regulation of the violaxanthin cycle: the role of antenna proteins and membrane lipids. Biochimica et biophysica acta 20090101
Antiproliferative effects of carotenoids extracted from Chlorella ellipsoidea and Chlorella vulgaris on human colon cancer cells. Journal of agricultural and food chemistry 20081126
Kinetic modeling of charge-transfer quenching in the CP29 minor complex. The journal of physical chemistry. B 20081023
A pronounced light-induced zeaxanthin formation accompanied by an unusually slight increase in non-photochemical quenching: a study with barley leaves treated with methyl viologen at moderate light. Journal of plant physiology 20081009
The role of lutein in the acclimation of higher plant chloroplast membranes to suboptimal conditions. Physiologia plantarum 20080901
Enhancing the carotenoid content of Brassica napus seeds by downregulating lycopene epsilon cyclase. Transgenic research 20080801
Architecture of a charge-transfer state regulating light harvesting in a plant antenna protein. Science (New York, N.Y.) 20080509
Short-term down-regulation of zeaxanthin epoxidation in Arabidopsis thaliana in response to photo-oxidative stress conditions. Biochimica et biophysica acta 20080501
Short- and long-term modulation of the lutein epoxide and violaxanthin cycles in two species of the Lauraceae: sweet bay laurel (Laurus nobilis L.) and avocado (Persea americana Mill.). Plant biology (Stuttgart, Germany) 20080501
The Lhcb protein and xanthophyll composition of the light harvesting antenna controls the DeltapH-dependency of non-photochemical quenching in Arabidopsis thaliana. FEBS letters 20080430
Dynamics of the xanthophyll cycle and non-radiative dissipation of absorbed light energy during exposure of Norway spruce to high irradiance. Journal of plant physiology 20080418
The influence of phase transitions in phosphatidylethanolamine models on the activity of violaxanthin de-epoxidase. Biochimica et biophysica acta 20080401
Simple replacement of violaxanthin by zeaxanthin in LHC-II does not cause chlorophyll fluorescence quenching. Journal of inorganic biochemistry 20080301
Pulsed EPR and DFT characterization of radicals produced by photo-oxidation of zeaxanthin and violaxanthin on silica-alumina. The journal of physical chemistry. B 20080214
The xanthophyll cycle pigments in Secale cereale leaves under combined Cd and high light stress conditions. Journal of photochemistry and photobiology. B, Biology 20080130
Laurdan fluorescence spectroscopy in the thylakoid bilayer: the effect of violaxanthin to zeaxanthin conversion on the galactolipid dominated lipid environment. Biochimica et biophysica acta 20080101
Occurrence of neoxanthin and lutein epoxide cycle in parasitic Cuscuta species. Acta biochimica Polonica 20080101
Dietary carotenoids in normal and pathological tissues of corpus uteri. Folia histochemica et cytobiologica 20080101
The importance of grana stacking for xanthophyll cycle-dependent NPQ in the thylakoid membranes of higher plants. Physiologia plantarum 20071101
Dynamics of violaxanthin and lutein epoxide xanthophyll cycles in Lauraceae tree species under field conditions. Tree physiology 20071001
Membrane curvature stress controls the maximal conversion of violaxanthin to zeaxanthin in the violaxanthin cycle--influence of alpha-tocopherol, cetylethers, linolenic acid, and temperature. Biochimica et biophysica acta 20070901
Elevated zeaxanthin bound to oligomeric LHCII enhances the resistance of Arabidopsis to photooxidative stress by a lipid-protective, antioxidant mechanism. The Journal of biological chemistry 20070803
Characterization of a beta-carotene hydroxylase of Adonis aestivalis and its expression in Arabidopsis thaliana. Planta 20070601
Fluorescence lifetime imaging microscopy of Chlamydomonas reinhardtii: non-photochemical quenching mutants and the effect of photosynthetic inhibitors on the slow chlorophyll fluorescence transient. Journal of microscopy 20070501
Carotenoid radical cations as a probe for the molecular mechanism of nonphotochemical quenching in oxygenic photosynthesis. The journal of physical chemistry. B 20070405
Amino sugars: new inhibitors of zeaxanthin epoxidase, a violaxanthin cycle enzyme. Journal of plant physiology 20070301
The Arabidopsis aba4-1 mutant reveals a specific function for neoxanthin in protection against photooxidative stress. The Plant cell 20070301
The roles of specific xanthophylls in light utilization. Planta 20070101
Femtosecond time-resolved transient absorption spectroscopy of xanthophylls. The journal of physical chemistry. B 20061116
Xanthophyll-induced aggregation of LHCII as a switch between light-harvesting and energy dissipation systems. Biochimica et biophysica acta 20061101
A two-photon excitation study on the role of carotenoid dark states in the regulation of plant photosynthesis. Photosynthesis research 20061101
De-epoxidation of violaxanthin in the minor antenna proteins of photosystem II, LHCB4, LHCB5, and LHCB6. The Journal of biological chemistry 20060804
Functional roles of the major chloroplast lipids in the violaxanthin cycle. Planta 20060801
Preferential inhibition of the lycopene epsilon-cyclase by the substituted triethylamine compound MPTA in higher plants. Journal of plant physiology 20060301
Evidence for a rebinding of antheraxanthin to the light-harvesting complex during the epoxidation reaction of the violaxanthin cycle. Journal of plant physiology 20060301
[Determination of carotenoids in flue-cured tobacco leaves during its growth by reversed-phase high performance liquid chromatography]. Se pu = Chinese journal of chromatography 20060301
Characterization of a nonphotochemical quenching-deficient Arabidopsis mutant possessing an intact PsbS protein, xanthophyll cycle and lumen acidification. Planta 20060201
Metabolic responses to water deficit in two Eucalyptus globulus clones with contrasting drought sensitivity. Tree physiology 20060201
Quantitative variations of individual carotenoids in relationship with the leaflet development of six species of the genus Ceratozamia (Cycads). Journal of plant physiology 20060201
The role of carotenoid cleavage dioxygenases in the regulation of carotenoid profiles during maturation in citrus fruit. Journal of experimental botany 20060101
Balance of xanthophylls molecular and protonated molecular ions in electrospray ionization. Journal of mass spectrometry : JMS 20050701
Herbicidal and antioxidant responses of transgenic rice overexpressing Myxococcus xanthus protoporphyrinogen oxidase. Plant physiology and biochemistry : PPB 20050501
Role of hexagonal structure-forming lipids in diadinoxanthin and violaxanthin solubilization and de-epoxidation. Biochemistry 20050315
Temperature-induced isomerization of violaxanthin in organic solvents and in light-harvesting complex II. Journal of photochemistry and photobiology. B, Biology 20050201
De-epoxidation of violaxanthin in light-harvesting complex I proteins. The Journal of biological chemistry 20040625
Violaxanthin de-epoxidase, the xanthophyll cycle enzyme, requires lipid inverted hexagonal structures for its activity. Biochemistry 20040420
Detection of unusual carotenoid esters in fresh mango (Mangifera indica L. cv. 'Kent'). Phytochemistry 20031001
Functional analysis of beta- and epsilon-ring carotenoid hydroxylases in Arabidopsis. The Plant cell 20030601
Thermotropic phase behaviour of alpha-dipalmitoylphosphatidylcholine multibilayers is influenced to various extents by carotenoids containing different structural features--evidence from differential scanning calorimetry. Biochimica et biophysica acta 20030131
[Photosynthetic pigments of tomato under conditions of biotic stress and effects of furostanol glycosides]. Prikladnaia biokhimiia i mikrobiologiia 20030101
Alternative pathways of carotenoid biosynthesis in prokaryotes and eukaryotes. Doklady. Biochemistry and biophysics 20030101
Comparison of violaxanthin de-epoxidation from the stroma and lumen sides of isolated thylakoid membranes from Arabidopsis: implications for the mechanism of de-epoxidation. Planta 20021201
Carotenoids and carotenoid esters in potatoes (Solanum tuberosum L.): new insights into an ancient vegetable. Journal of agricultural and food chemistry 20021120
Molecular configuration of xanthophyll cycle carotenoids in photosystem II antenna complexes. The Journal of biological chemistry 20021108
Pigment binding of photosystem I light-harvesting proteins. The Journal of biological chemistry 20021004
Dynamics of chromophore binding to Lhc proteins in vivo and in vitro during operation of the xanthophyll cycle. The Journal of biological chemistry 20021004
Genetic engineering of a zeaxanthin-rich potato by antisense inactivation and co-suppression of carotenoid epoxidation. Metabolic engineering 20021001
Kinetics of violaxanthin de-epoxidation by violaxanthin de-epoxidase, a xanthophyll cycle enzyme, is regulated by membrane fluidity in model lipid bilayers. European journal of biochemistry 20020901
A major light-harvesting polypeptide of photosystem II functions in thermal dissipation. The Plant cell 20020801
Single and double knockouts of the genes for photosystem I subunits G, K, and H of Arabidopsis. Effects on photosystem I composition, photosynthetic electron flow, and state transitions. Plant physiology 20020601
Phytochrome and blue light-mediated stomatal opening in the orchid, paphiopedilum. Plant & cell physiology 20020601
Ascorbate deficiency can limit violaxanthin de-epoxidase activity in vivo. Plant physiology 20020301
Carotenoid S(1) state in a recombinant light-harvesting complex of Photosystem II. Biochemistry 20020115
Overexpression of violaxanthin de-epoxidase: properties of C-terminal deletions on activity and pH-dependent lipid binding. Planta 20020101
Comparative X-ray studies on the interaction of carotenoids with a model phosphatidylcholine membrane. Zeitschrift fur Naturforschung. C, Journal of biosciences 20020101
Specific effects of gamma-radiation on the fine structure of the photosynthetic apparatus: evaluation of the character of disturbances in vivo using high-order derivative spectrophotometry. Doklady. Biochemistry and biophysics 20020101
Physiology and xanthophyll cycle activity of Nannochloropsis gaditana. Biotechnology and bioengineering 20011005
Structure-reactivity relationship in the oxidation of carotenoid pigments of the pepper (Capsicum annuum L.). Journal of agricultural and food chemistry 20011001
The major antenna complex of photosystem II has a xanthophyll binding site not involved in light harvesting. The Journal of biological chemistry 20010921
Configuration and dynamics of xanthophylls in light-harvesting antennae of higher plants. Spectroscopic analysis of isolated light-harvesting complex of photosystem II and thylakoid membranes. The Journal of biological chemistry 20010706
The de-epoxidase and epoxidase reactions of Mantoniella squamata (Prasinophyceae) exhibit different substrate-specific reaction kinetics compared to spinach. Planta 20010701
De-epoxidation of violaxanthin after reconstitution into different carotenoid binding sites of light-harvesting complex II. The Journal of biological chemistry 20010622
Absence of lutein, violaxanthin and neoxanthin affects the functional chlorophyll antenna size of photosystem-II but not that of photosystem-I in the green alga Chlamydomonas reinhardtii. Plant & cell physiology 20010501
Photochemical behavior of xanthophylls in the recombinant photosystem II antenna complex, CP26. Biochemistry 20010206
Xanthophyll synthesis in diatoms: quantification of putative intermediates and comparison of pigment conversion kinetics with rate constants derived from a model. Planta 20010201
Effect of 13-cis violaxanthin on organization of light harvesting complex II in monomolecular layers. Biochimica et biophysica acta 20010119
Time-resolved fluorescence analysis of the recombinant photosystem II antenna complex CP29. Effects of zeaxanthin, pH and phosphorylation. European journal of biochemistry 20010101
Biochemical basis of color as an aesthetic quality in Citrus sinensis. Journal of agricultural and food chemistry 20010101

Related Products

© 2019 Angene International Limited. All rights Reserved.