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Merck

T3634

Sigma-Aldrich

(+)-α-生育酚

from vegetable oil, Type V, ~1000 IU/g

别名:

2,5,7,8-四甲基-2-(4′,8′,12′-三甲基十三烷基)-6-苯并二氢吡喃醇, 5,7,8-三甲基母育酚, D-α 生育酚, 维生素E

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About This Item

经验公式(希尔记法):
C29H50O2
CAS号:
分子量:
430.71
Beilstein:
4712525
EC 号:
MDL编号:
UNSPSC代码:
12352205
eCl@ss:
34058016
PubChem化学物质编号:
NACRES:
NA.79
价格与库存信息目前不能提供

生物来源

vegetable oil

质量水平

类型

Type V

表单

viscous liquid

比活

~1000 IU/g

颜色

clear yellow to red

折射率

n20/D 1.505 (lit.)

沸点

200-220 °C/0.1 mmHg (lit.)

密度

0.95 g/mL at 25 °C (lit.)

储存温度

−20°C

SMILES字符串

CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCc2c(C)c(O)c(C)c(C)c2O1

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

InChI key

GVJHHUAWPYXKBD-IEOSBIPESA-N

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一般描述

α-生育酚是通过γ-生育酚甲基转移酶从γ生育酚合成而来。[1]它是人体血浆中维生素E的主要形式。它存在于葵花籽油中。[2]

应用

(+)-α-生育酚用于:
  • 作为幼年海鲡鱼的食品补充剂[3]
  • 评估其对双酚A诱导的大鼠氧化应激的保护作用[4]
  • 测试其在雌激素介导的乳癌大鼠中的化学预防功效[5]

生化/生理作用

α-生育酚是集胞藻属PCC 6803株光合作用中必不可少的。[1]补充α-生育酚可减少脂质过氧化和血小板聚集。它可抑制蛋白激酶C,并可能在基因调控中发挥关键作用。[6]
生育酚(TCP)(维生素E)是手性有机分子的系列(α、β、γ和δ),其手性有机分子的苯酚部分的甲基化程度不同。 生育酚是脂溶性抗氧化剂,可保护细胞膜免受氧化损伤。α-生育酚是人类优先吸收的生育酚形式。 生育酚的各种异构体和类似物在体内具有相反和分化的调节活性。

包装

在氩中封装在安瓿中。

其他说明

混合组份(α、β、γ、δ)异构体。

质量

每克约含670mg D-α-生育酚。非-α 含量通常为5-35mg/g

注意

受空气氧化。

物理属性

该产品可与氯仿或乙醇混溶。它几乎不溶于水,但可与醚、丙酮和植物油混溶。它对碱性条件不稳定。

储存分类代码

10 - Combustible liquids

WGK

WGK 1

闪点(°F)

230.0 °F - closed cup

闪点(°C)

110 °C - closed cup

个人防护装备

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Taro Sakamoto et al.
Journal of clinical biochemistry and nutrition, 66(2), 116-123 (2020-04-02)
Glutathione peroxidase 4 (GPx4) is a unique antioxidant enzyme that directly reduces the phospholipid hydroperoxides (PLOOH) generated in biomembranes using glutathione as the reductant. We have previously reported that the Caenorhabditis elegans gpx-quad mutant, which lacks all homologous genes of
Influence of alpha-tocopherol and alpha-lipoic acid on bisphenol-A-induced oxidative damage in liver and ovarian tissue of rats
Avci B, et al.
Toxicology and Industrial Health, 32(8), 1381-1390 (2016)
alpha-Tocopherol is essential for acquired chill-light tolerance in the cyanobacterium Synechocystis sp. strain PCC 6803
Yang Y, et al.
Journal of Bacteriology, 190(5), 1554-1560 (2008)
Dietary alanyl-glutamine and vitamin E supplements could considerably promote the expression of GPx and PPARalpha genes, antioxidation, feed utilization, growth, and improve composition of juvenile cobia
Ding Z, et al.
Aquaculture (Amsterdam, Netherlands), 470(6), 95-102 (2017)
Differential gene regulation and tumor-inhibitory activities of alpha-, delta-, and gamma-tocopherols in estrogen-mediated mammary carcinogenesis
Gupta S, et al.
Cancer Prevention Research (Philadelphia, Pa.), 10(12), 694-703 (2017)

商品

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

抗氧化剂可保护生物系统免受含氧自由基和氧化还原过渡金属离子(如铁、铜和镉)引起的氧化损伤。

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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