关于dl α-生育酚和DL α-生育酚

mickle.wang13

讨论一个很较真、很无聊的问题，经常看到有资料里标dl α-生育酚，也有资料里是DL α-生育酚，个人认为大写和小写的含义是不一样的，但是问了好多人，都说这个无所谓，没有什么关系，大家怎么看？

首席搬运工

我也想了解一下，我个人感觉是一样的。

hay_ye

大小写是没区别的,D后面那个L有没有是关键,有L的是人工合成的,没L的是天然的

davidzheng1122

没什么区别啊，dl指的是旋光性，反正你那个都是人工合成的VE

shhcs

Vitamin E: Tocopherols & Tocotrienols

生育酚

Research use only. Do not administer it to human.
2109          α-Tocotrienol    25 mg  98+% TLC/98+% GC
2110          β-Tocotrienol    25 mg  98+% TLC/98+% GC
2111          γ- Tocotrienol    25 mg  98+% TLC/98+% GC
2112          δ-Tocotrienol    25 mg  98+% TLC/98+% GC

Contents:
d-α-tocopherol, 98.5+% [CAS 59-02-9] 1 vial x 250 mg
d-β-tocopherol, 98.5+% [CAS 148-03-8] 1 vial x 250 mg
d-γ-tocopherol, 98.5+% [CAS 54-28-4] 1 vial x 250 mg
d-δ-tocopherol, 98.5+% [CAS 119-13-1] 1 vial x 250 mg
2,2,5,7,8-Pentamethyl-6-hydroxychroman (PMC), 99.0+% [CAS 950-99-2] 1 vial x 250 mg
Note: PMC is used as the internal standard for HPLC analysis of tocopherol, but not for GC analysis.
Storage condition:
Each vial is aluminum-packed with an oxygen adsorbent. One opening the vials, store the reagent under inert gas in a refrigerator in the dark. Under such conditions, the reagents are stable for 6 months.
Instruction for use (Preparation of each solution)
Weigh 50 ~ 100 mg of each reagent by chemical balance, to the nearest 0.1mg.
Add ethanol or hexane to dissolve the reagent to the final concentration of 1 mg vitamin homologue/mL as the stock solution. The stock solution in tightly capped vials are stable at 5 degrees C for a month.
The standard solutions for each homologue can be prepared by dilution the stock solution just before use.

α β γ δ -  三烯生育酚 标准品

1072                     rac-α-Tocopherol 50 mg  95+% TLC/98+% GC
1071                     rac-β-Tocopherol 50 mg  95+% TLC/98+% GC
1073                     rac-γ-Tocopherol  50 mg  95+% TLC/98+% GC
1790                     δ-Tocopherol        50 mg   95+% TLC/98+% GC
1074           rac-5,7-Dimethyltocol    50 mg  95+% TLC/98+% GC
1797                      Tocol                      50 mg  95+% TLC/98+% GC

References:
1. Ahn, K., et al. (2007) J Biol Chem. 282:809-820
2. Kannappan, R., et al. (2010) J Biol Chem. 285:33520
3. Tan, B., (2005) The Journal of the American Neutricutical Association 8(1):35
4. Kannappan, R., et al. (2012) Genes Nutr. 7:43-52
5. Mangialasche, F., et al. (2012) Neurobiol. Aging 33(10):2282-2290
6. Patel, V., et al. (2011) Indian J Exp Biol. 49(10):732-738
7. Vasanthi, HR., et al. (2011) Curr Pharm Des. 17(21):2170-2175

     Vitamin E consists of four tocopherols and four tocotrienols that demonstrate important and far reaching biological activities.  These essential lipids contain a common chromanol ring and either a saturated (tocopherol) or unsaturated (tocotrienol) side chain.  The eight common vitamin E isoforms (α-, β-, γ-, and δ-tocopherols and α-, β-, γ-, and δ-tocotrienols) are differentiated based on the number and position of methyl groups on the chromanol ring and the presence of a saturated or unsaturated side chain (figure 1 (pg. 2)).  The vitamin E vitamers are commonly found in vegetables, fruits, seeds, nuts, grains and oils, where they exist in various ratios with each other.  The unsaturated side chain in tocotrienols gives them physical properties different from tocopherols, such as an increased ability to cross the cell membrane bilayer (1).  Vitamin E has become well known for its role as an antioxidant, in lowering cholesterol and other lipids, as a neuroprotective and anti-cancer agent, and in cardiovascular disease protection.  Most vitamin E supplements contain (and many studies use) only α-tocopherol; however, several of the above biological effects are mostly or exclusively found in the other vitamers, making it critical for them to be included in future research.  Indeed, the tocotrienols in general may have greater physiological functions than tocopherols (2) and may even be inhibited by an unbalanced excess of α-tocopherol supplements (3).
    Scientists at the MD Anderson Cancer Center wrote an excellent article entitled “Tocotrienols fight cancer by targeting multiple cell signaling pathways” (4).  Here it is suggested that since tumor cells result from dysregulation of multiple genes a drug is needed that will also target multiple genes.  Tocotrienols affect numerous pathways linked with tumorigenesis and thus have potential in both the prevention and treatment of cancer as an active and mild anti-cancer drug.
     A recent report from the Karolinska Institute in Sweden described the neuroprotective activity of tocopherols and tocotrienols (5).  It is indicated that low plasma tocopherol and tocotrienol levels are associated with an increased incidence of mild cognitive impairment and Alzheimer’s disease.  Another report indicates that α-tocotrienol is the most potent neuroprotective form of vitamin E, inhibiting 12-LOX, c-Src, and PLA2, up-regulating MRP1, and inducing arteriogenesis through induction of TIMP1 and decreased activation of MMP2 (6).

     Another beneficial function of tocopherols and tocotrienols is their role in preventing cardiovascular disease.  The tocotrienols particularly have gained eminence recently due to an increased understanding of their antioxidant effects.  Cardioprotective effects of tocotrienols include antagonizing the oxidation of low density lipoproteins, anti-atherosclerotic properties, inhibiting platelet aggregation and monocytes adhesion, and preventing smooth muscle proliferation (7).
    Since its discovery, vitamin E has been shown to be a versatile and potent component of biological systems.  α-Tocopherol has received much praise over the years due to its remarkable functions; now the less prevalent tocopherols and tocotrienols are starting to gain recognition as indispensable components of the vitamin E family.  As Kannappan et al. point out more than 25,000 studies have been conducted on tocopherol while very few studies have considered the role of tocotrienols (4).  
But this is sure to change as more scientists become aware that “The multitargeted role of tocotrienols in most degenerative diseases proves it to be an ideal candidate as a nutraceutical/pharmaceutical agent for useful exploitation” (7).  Matreya is pleased to introduce the full line of highly purified Tocopherols and Tocotrienols along with Tocols as internal standard markers.  We have the capability to produce these compounds in multigram sizes to accommodate your research.

母育酚            
dl-Tocol        250mg    /  4562元
97+ %

流冷石

hay_ye 发表于 2011-7-15 17:21
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这个D是旋光性吗？

spany007

分子的旋光性而已，大小写意思一样。

devilzen

人工合成的Ve是没有旋光性的，D就是表示旋光性的意思，所以代表天然。
α、β、 γ、 δ，是VE的几种天然异构体，不同的异构体生物活性是不一样的，α是活性最高的一种异构体。

毓熙兮兮

d-α-生育酚与dl-α-生育酚的区别？

变幻tt

毓熙兮兮 发表于 2018-3-16 16:06
d-α-生育酚与dl-α-生育酚的区别？

d-α-生育酚是天然的，dl-α-生育酚是人工合成的。活性有区别1mg dl-α-生育酚=0.74 mg d-α-生育酚