αトコフェロール
- 関
- See Tocopherol
WordNet
- first in order of importance; "the alpha male in the group of chimpanzees"; "the alpha star in a constellation is the brightest or main star"
- the 1st letter of the Greek alphabet
- the beginning of a series or sequence; "the Alpha and Omega, the first and the last, the beginning and the end"--Revelations
- early testing stage of a software or hardware product; "alpha version"
- any high mountain
PrepTutorEJDIC
- アルファ(ギリシア語アルファベットの第1字A,α;英語のA,aに相当) / アルファ星(星座の主星)
- 高山,高峰
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2014/12/09 02:43:11」(JST)
[Wiki en表示]
α-Tocopherol[1] |
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IUPAC name
(2R)-2,5,7,8-Tetramethyl-2-[(4R,8R)-(4,8,12-trimethyltridecyl)]-6-chromanol
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Identifiers |
CAS number |
59-02-9 Y |
PubChem |
14985 |
ChemSpider |
14265 Y |
UNII |
N9PR3490H9 Y |
EC number |
200-412-2 |
DrugBank |
DB00163 |
ChEBI |
CHEBI:18145 Y |
ChEMBL |
CHEMBL47 Y |
ATC code |
A11HA03 |
Jmol-3D images |
Image 1
Image 2 |
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Oc2c(c(c1O[C@](CCc1c2C)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C)C
Cc1c(c2c(c(c1O)C)CC[C@@](O2)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C
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InChI=1S/C29H50O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h20-22,30H,9-19H2,1-8H3/t21-,22-,29-/m1/s1 Y
Key: GVJHHUAWPYXKBD-IEOSBIPESA-N Y
InChI=1/C29H50O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h20-22,30H,9-19H2,1-8H3/t21-,22-,29-/m1/s1
Key: GVJHHUAWPYXKBD-IEOSBIPEBS
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Properties |
Molecular formula |
C29H50O2 |
Molar mass |
430.71 g/mol |
Appearance |
yellow-brown viscous liquid |
Density |
0.950 g/cm3 |
Melting point |
2.5 to 3.5 °C (36.5 to 38.3 °F; 275.6 to 276.6 K) |
Boiling point |
200 to 220 °C (392 to 428 °F; 473 to 493 K) at 0.1 mmHg |
Hazards |
NFPA 704 |
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa) |
Y (verify) (what is: Y/N?) |
Infobox references |
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α-Tocopherol is a type of tocopherol or vitamin E. It has E number "E307".
α-Tocopherol is a form of vitamin E that is preferentially absorbed and accumulated in humans.[2] The measurement of "vitamin E" activity in international units (IU) was based on fertility enhancement by the prevention of spontaneous abortions in pregnant rats relative to alpha-tocopherol.
There are three stereocenters in alpha-tocopherol, so this is a chiral molecule.[3] The eight stereoisomers of alpha-tocopherol differ in the arrangement of groups around these stereocenters. In the image of RRR-alpha-tocopherol, all three stereocenters are in the R form. However, if the middle of the three stereocenters were changed (so the hydrogen was now pointing down and the methyl group pointing up), this would become the structure of RSR-alpha-tocopherol. RSR-alpha-tocopherol and RRR-alpha-tocopherol are diastereomers of each other. These stereoisomers can also be named in an alternative older nomenclature, where the stereocenters are either in the d or l form.[4]
1 IU of tocopherol is defined as ⅔ milligrams of RRR-alpha-tocopherol (formerly named d-alpha-tocopherol or sometimes ddd-alpha-tocopherol). 1 IU is also defined as 1 milligram of an equal mix of the eight stereoisomers, which is a racemic mixture called all-rac-alpha-tocopheryl acetate. This mix of stereoisomers is often called dl-alpha-tocopheryl acetate, even though it is more precisely dl,dl,dl-alpha-tocopheryl acetate). However, 1 IU of this racemic mixture is not now considered equivalent to 1 IU of natural (RRR) α-tocopherol, and the Institute of Medicine and the USDA now convert IU's of the racemic mixture to milligrams of equivalent RRR using 1 IU racemic mixture = 0.45 "milligrams α-tocopherol".[5]
References
- ^ Merck Index, 11th Edition, 9931.
- ^ Rigotti A (2007). "Absorption, transport, and tissue delivery of vitamin E". Mol. Aspects Med. 28 (5–6): 423–36. doi:10.1016/j.mam.2007.01.002. PMID 17320165.
- ^ Jensen SK, Lauridsen C (2007). "Alpha-tocopherol stereoisomers". Vitam. Horm. 76: 281–308. doi:10.1016/S0083-6729(07)76010-7. PMID 17628178.
- ^ Brigelius-Flohé R, Traber MG (1 July 1999). "Vitamin E: function and metabolism". FASEB J. 13 (10): 1145–55. PMID 10385606.
- ^ Composition of Foods Raw, Processed, Prepared USDA National Nutrient Database for Standard Reference, Release 20 USDA, February 2008
Vitamins (A11)
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Fat soluble |
A |
- α-Carotene
- β-Carotene
- Retinol#
- Tretinoin
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D |
- D2
- Ergosterol
- Ergocalciferol#
- D3
- 7-Dehydrocholesterol
- Previtamin D3
- Cholecalciferol
- 25-hydroxycholecalciferol
- Calcitriol (1,25-dihydroxycholecalciferol)
- Calcitroic acid
- D4
- D5
- D analogues
- Alfacalcidol
- Dihydrotachysterol
- Calcipotriol
- Tacalcitol
- Paricalcitol
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E |
- Tocopherol
- Tocotrienol
- Tocofersolan
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K |
- Naphthoquinone
- Phylloquinone (K1)
- Menaquinones (K2)
- Menadione (K3)‡
- Menadiol (K4)
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Water soluble |
B |
- B1
- B1 analogues
- Acefurtiamine
- Allithiamine
- Benfotiamine
- Fursultiamine
- Octotiamine
- Prosultiamine
- Sulbutiamine
- B2
- B3
- B5
- Pantothenic acid
- Dexpanthenol
- Pantethine
- B6
- Pyridoxine#, Pyridoxal phosphate
- Pyridoxamine
- B7
- B9
- Folic acid
- Dihydrofolic acid
- Folinic acid
- Levomefolic acid
- B12
- Cyanocobalamin
- Hydroxocobalamin
- Methylcobalamin
- Cobamamide
- Choline
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C |
- Ascorbic acid#
- Dehydroascorbic acid
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Combinations |
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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noco, nuvi, sysi/epon, met
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UpToDate Contents
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English Journal
- Concentration and stabilization of C20-22n-3 polyunsaturated fatty acid esters from the oil of Sardinella longiceps.
- Chakraborty K1, Joseph D2, Joseph D2.
- Food chemistry.Food Chem.2016 May 15;199:828-37. doi: 10.1016/j.foodchem.2015.12.082. Epub 2015 Dec 21.
- Methyl esters of C20-22n-3 polyunsaturated fatty acids derived from sardine oil triglycerides were concentrated to 86% purity with greater than 30% recovery by argentated chromatography. The synergistic effect of ethyl acetate fractions of seaweeds Kappaphycus alvarezii, Hypnea musciformis and Jania
- PMID 26776041
- Metal chelation, radical scavenging and inhibition of Aβ42 fibrillation by food constituents in relation to Alzheimer's disease.
- Chan S1, Kantham S1, Rao VM1, Palanivelu MK1, Pham HL1, Shaw PN1, McGeary RP2, Ross BP3.
- Food chemistry.Food Chem.2016 May 15;199:185-94. doi: 10.1016/j.foodchem.2015.11.118. Epub 2015 Nov 26.
- Various food constituents have been proposed as disease-modifying agents for Alzheimer's disease (AD), due to epidemiological evidence of their beneficial effects, and for their ability to ameliorate factors linked to AD pathogenesis, namely by: chelating iron, copper and zinc; scavenging reactive o
- PMID 26775960
- The role of ascorbate peroxidase, guaiacol peroxidase, and polysaccharides in cassava (Manihot esculenta Crantz) roots under postharvest physiological deterioration.
- Uarrota VG1, Moresco R2, Schmidt EC3, Bouzon ZL3, da Costa Nunes E4, de Oliveira Neubert E4, Peruch LA4, Rocha M5, Maraschin M2.
- Food chemistry.Food Chem.2016 Apr 15;197(Pt A):737-46. doi: 10.1016/j.foodchem.2015.11.025. Epub 2015 Nov 6.
- This study aimed to investigate the role of ascorbate peroxidase (APX), guaiacol peroxidase (GPX), polysaccharides, and protein contents associated with the early events of postharvest physiological deterioration (PPD) in cassava roots. Increases in APX and GPX activity, as well as total protein con
- PMID 26617011
Japanese Journal
- Is Plasma Alpha-Tocopherol Associated with Electronegative LDL in Obese Adolescents?
- DA SILVA Isis Tande,MELLO Ana Paula de Queiroz,SANCHES Leticia Bertoldi [他],ABDALLA Dulcineia Saes Parra,DAMASCENO Nágila Raquel Teixeira
- Journal of Nutritional Science and Vitaminology 59(2), 100-107, 2013
- … Various studies have shown that plasma α-tocopherol (α-TP) can protect LDL against oxidation. …
- NAID 130003368154
- Intestinal Permeability, Vitamin A Absorption and Serum Alpha-Tocopherol in Gastrointestinal Stromal Tumor Patients Treated with Imatinib
- Melichar Bohuslav,Kasparova Marketa,Kalabova Hana [他],DVORAK Josef,HYSPLER Radomir,TICHA Alena,KRCMOVA Lenka,PLISEK Jiri,HOLECKOVA Petra,SOLICHOVA Dagmar
- Journal of nutritional science and vitaminology 56(6), 347-352, 2010-12-01
- … We have measured intestinal permeability (by determining absorption of lactulose, mannitol and xylose), vitamin A absorption and serum alpha-tocopherol in 16 patients with advanced/metastatic GIST treated with imatinib. … Lactulose/mannitol and lactulose/xylose ratios as well as parameters of vitamin A absorption did not change significantly during the treatment, but a significant decrease of alpha-tocopherol was observed. …
- NAID 10027415146
- Serum Retinol, Alpha-Tocopherol and Systemic Inflammatory Response in Metastatic Colorectal Carcinoma Patients Treated with Combination Chemotherapy and Cetuximab
- Melichar Bohuslav,Krcmova Lenka,Kalabova Hana [他],HOLECKOVA Petra,KASPAROVA Marketa,PLISEK Jiri,HYSPLER Radomir,STUDENTOVA Hana,SOLICHOVA Dagmar
- Journal of nutritional science and vitaminology 56(4), 222-226, 2010-08-01
- … The aim of the present study was to investigate the changes of serum retinol, alpha-tocopherol and C-reactive protein during the first month of treatment with cetuximab and chemotherapy. … Serum retinol and alpha-tocopherol were determined by high-performance liquid chromatography and serum C-reactive protein was determined using commercial kits. …
- NAID 10026569838
Related Links
- Alpha tocopherol is the strongest of several forms of tocopherol elements that scientists and nutritionists call "vitamin E" and are found naturally in a variety of foods. Some foods contain alpha tocopherol and others contain gamma ...
- 馬の用語事典 - α-トコフェロール (alpha-tocopherol)の用語解説 - 脂質やビタミンA、C、あるいはセレニウム含硫アミノ酸(システインやメチオニン)に対して抗酸化作用を示す脂溶性ビタミンであるビタミンE(トコフェロール:tocopherol)群の ...
Related Pictures
★リンクテーブル★
[★]
- 英
- alpha-tocopherol
- 関
- α-トコフェロール
-alpha-tocopherol
- 関
- See Tocopherol
[★]
- 英
- alpha-tocopherol
- 関
- αトコフェロール
[★]
α、アルファ
- 関
- alfa