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D-α-Tocopherol polyethylene glycol 1000 succinate

SIGMA/57668 - BioXtra, water soluble vitamin E conjugate

Synonym: D-α-Tocopherol polyethylene glycol succinate; TPGS; Vitamin E polyethylene glycol succinate; Vitamin E-TPGS

CAS Number: 9002-96-4
MDL Number: MFCD00146616
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-57668-5G 5 g
$88.90
1/EA
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45-57668-25G 25 g
$310.00
1/EA
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biological source synthetic
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
color white to light brown
composition α-tocopherol, ≥25%
concentration ≥25% (ALPHA TOCOPHEROL)
form powder, crystals or chunks
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
mp >36 °C
product line BioXtra
Quality Level 200 
SMILES string CC1=C(C(=C(C2=C1OC(CC2)(C)CCCC(C)CCCC(C)CCCC(C)C)C)OC(=O)CCC(=O)OCCO)C
solubility H2O: 1 g/10 mL, clear to faintly turbid, colorless to faintly yellow
storage temp. 2-8°C
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.
Application: 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: 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.
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.
Features and Benefits: • Can be used in Metabolomics and Biochemical research
• High-quality compound suitable for multiple research applications

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.
Other Notes: For additional information on our range of Biochemicals , please complete this form .
RIDADR NONH for all modes of transport
WGK Germany WGK 2
Flash Point(F) 392.0 °F
Flash Point(C) > 200 °C
mp >36 °C
Storage Temp. 2-8°C
UNSPSC 12352205

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