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57668

D-α-Tocopherol polyethylene glycol 1000 succinate

BioXtra, water soluble vitamin E conjugate

Synonym(s):

D-α-Tocopherol polyethylene glycol succinate, TPGS, Vitamin E polyethylene glycol succinate, Vitamin E-TPGS

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5 g

Available to ship TODAYfromMILWAUKEE

$104.00
25 g

Available to ship TODAYfromMILWAUKEE

$365.00

About This Item

CAS Number:
9002-96-4
NACRES:
NA.79
eCl@ss:
34058007
UNSPSC Code:
12352205
MDL number:
MFCD00146616

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biological source

synthetic

Quality Segment

200

product line

BioXtra

form

powder, crystals or chunks

composition

α-tocopherol, ≥25%

concentration

≥25% (ALPHA TOCOPHEROL)

color

white to light brown

mp

>36 °C

solubility

H2O: 1 g/10 mL, clear to faintly turbid, colorless to faintly yellow

cation traces

Al: ≤5 mg/kg, Ba: ≤5 mg/kg, Bi: ≤5 mg/kg, Ca: ≤5 mg/kg, Cd: ≤5 mg/kg, Co: ≤5 mg/kg, Cr: ≤5 mg/kg, Cu: ≤5 mg/kg, Fe: ≤5 mg/kg, K: ≤50 mg/kg, Li: ≤5 mg/kg, Mg: ≤5 mg/kg, Mn: ≤5 mg/kg, Mo: ≤5 mg/kg, Na: ≤50 mg/kg, Ni: ≤5 mg/kg, Pb: ≤5 mg/kg, Sr: ≤5 mg/kg, Zn: ≤5 mg/kg

storage temp.

2-8°C

SMILES string

CC1=C(C(=C(C2=C1OC(CC2)(C)CCCC(C)CCCC(C)CCCC(C)C)C)OC(=O)CCC(=O)OCCO)C

InChI

1S/C35H58O6/c1-24(2)12-9-13-25(3)14-10-15-26(4)16-11-20-35(8)21-19-30-29(7)33(27(5)28(6)34(30)41-35)40-32(38)18-17-31(37)39-23-22-36/h24-26,36H,9-23H2,1-8H3

InChI key

AOBORMOPSGHCAX-UHFFFAOYSA-N

General description

Tocofersolan, also known as Vitamin E-TPGS, is a nonionic surfactant and a synthetic polyethylene glycol derivative of α-tocopherol, commonly known as vitamin E. This water-soluble amphipathic formulation consists of d-alpha-tocopherol succinate coupled to polyethylene glycol (PEG) 1000 through a succinate linker. Its amphipathic nature enables the formation of micelles, facilitating uptake into enterocytes, even in the absence of bile salts. Upon hydrolysis, fat-soluble d-alpha-tocopherol is released. Tocofersolan significantly improves the absorption of d-alpha-tocopherol compared to free administration.

Moreover, Tocofersolan acts as an inhibitor of P-glycoprotein (P-gp or MDR1) substrate-induced ATPase activity in cell-free assays. It has demonstrated efficacy against resistant K562 cells by binding to urokinase-type plasminogen activator, a crucial enzyme for cancer cell migration and invasion. Additionally, Tocofersolan inhibits tyrosine kinase, a key player in cancer cell development, offering potential applications in metabolomics and biochemical research. Its ability to enhance the absorption of water-insoluble agents and other fat-soluble vitamins positions it as a promising compound for formulation and drug delivery research.

Application

D-α-Tocopherol polyethylene glycol 1000 succinate has been used as an emulsifier in the preparation of Poly(lactic-co-glycolic acid) (PLGA) particle as synthetic DNA carriers by double emulsion (w1/o/w2) and nanoprecipitation method.
D-α-Tocopherol polyethylene glycol 1000 is a versatile compound that finds application in cell biology, metabolomics, biochemical and drug delivery research.

Biochem/physiol Actions

Tocopherols (TCP) (vitamin E) are a series (α, α, α and α) of chiral organic molecules that vary in their degree of methylation of the phenol moiety of the chromanol ring. Tocopherols are lipid soluble anti-oxidants that protect cell membranes from oxidative damage. α-Tocopherol is the form of tocopherol preferentially absorbed by homo sapiens.

Tocopherol polyethylene glycol 1000 succinate (TPGS) may be used to create biodegradable polymers and antioxidant surfactants.
TPGS exerts anti-tumor activity in MCF-7 and breast cancer cells by downregulating anti-apoptotic proteins.
TPGS finds its application as an emulsifier in the preparation of poly(lactic-co-glycolic acid) (PLGA) particles for DNA labelling, produces particles of uniform size, high encapsulation efficiency, increases hydrophilicity and prevents aggregation of particles.
D-α-Tocopherol polyethylene glycol 1000 succinate (TPGS) also known as vitamin E TPGS, is a therapeutic agent for vitamin E deficiency in children, administered during chronic childhood cholestasis. TPGS exerts anti-tumor activity in MCF-7 and breast cancer cells by downregulating anti-apoptotic proteins. TPGS finds its application as an emulsifier in the preparation of poly(lactic-co-glycolic acid) (PLGA) particles for DNA labelling, produces particles of uniform size, high encapsulation efficiency, increases hydrophilicity and prevents aggregation of particles.

Features and Benefits

  • Can be used in Metabolomics and Biochemical research
  • High-quality compound suitable for multiple research applications

Other Notes

For additional information on our range of Biochemicals, please complete this form.

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This Item
T325190669T3376
D-α-Tocopherol polyethylene glycol 1000 succinate BioXtra, water soluble vitamin E conjugate

Sigma-Aldrich

57668

D-α-Tocopherol polyethylene glycol 1000 succinate

(±)-α-Tocopherol synthetic, ≥96% (HPLC)

Sigma-Aldrich

T3251

(±)-α-Tocopherol

(±)-α-Tocopherol tested according to Ph. Eur.

Sigma-Aldrich

90669

(±)-α-Tocopherol

DL-α-Tocopherol acetate ≥96% (HPLC)

Sigma-Aldrich

T3376

DL-α-Tocopherol acetate

description

BioXtra, water soluble vitamin E conjugate

description

synthetic, ≥96% (HPLC)

description

tested according to Ph. Eur.

description

≥96% (HPLC)

biological source

synthetic

biological source

synthetic

biological source

synthetic

biological source

synthetic (organic)

concentration

≥25% (ALPHA TOCOPHEROL)

concentration

-

concentration

-

concentration

-

form

powder, crystals or chunks

form

liquid

form

liquid

form

viscous liquid

solubility

H2O: 1 g/10 mL, clear to faintly turbid, colorless to faintly yellow

solubility

H2O: insoluble, acetone: miscible, chloroform: miscible, vegetable oils: miscible, ethanol: miscible

solubility

-

solubility

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

cation traces

Pb: ≤5 mg/kg, Mg: ≤5 mg/kg, Mo: ≤5 mg/kg, Cu: ≤5 mg/kg, Ba: ≤5 mg/kg, Bi: ≤5 mg/kg, Fe: ≤5 mg/kg, Mn: ≤5 mg/kg, Ni: ≤5 mg/kg, Co: ≤5 mg/kg, Li: ≤5 mg/kg, K: ≤50 mg/kg, Ca: ≤5 mg/kg, Zn: ≤5 mg/kg, Sr: ≤5 mg/kg, Cr: ≤5 mg/kg, Cd: ≤5 mg/kg, Na: ≤50 mg/kg, Al: ≤5 mg/kg

cation traces

-

cation traces

-

cation traces

-

Storage Class

11 - Combustible Solids

flash_point_f

>392.0 °F

flash_point_c

> 200 °C

ppe

Eyeshields, Gloves, type N95 (US)

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Questions

1–4 of 4 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/418/501/product-dating-information-06-25-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

      Helpful?

  3. what is the molecular formula of this product

    1 answer

    1. The exact molecular weight of the product is not determined. The number in the description of the product "1000" refers to the approximate molecular weight of the PEG tail. The molecular weight of D-α-Tocopherol succinate is 530.78.

      Helpful?

  4. Hello, I would like to know how to correctly handle this product: is it required (due to possible inhomogeneity) to melt the entire bottle before dispensing or it is not the case? also, how many melting cycles are safe to be performed?

    1 answer

    1. This product is listed as a waxy solid. Most lots are released as chunks which can be weighed up without melting. However, if small, precise amounts are required, melting to liquify is suitable. The Tocopherol in this complex is esterified and quite stable, however it may be best to aliquot working volumes to minimize reheating. The density at 45 °C is 1.06 g/mL. See the image below to review published information on the thermal stability with repeated heat cycles.

      Helpful?

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