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E2758 Sigma-Aldrich

β-Estradiol

BioReagent, powder, suitable for cell culture

Synonym: 1,3,5-Estratriene-3,17β-diol, 17β-Estradiol, 3,17β-Dihydroxy-1,3,5(10)-estratriene, Dihydrofolliculin

  • CAS Number 50-28-2

  • Empirical Formula (Hill Notation) C18H24O2

  • Molecular Weight 272.38

  •  Beilstein/REAXYS Number 1914275

  •  EC Number 200-023-8

  •  MDL number MFCD00003693

  •  PubChem Substance ID 24894483

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Properties

Related Categories Cell Biology, Cell Culture, Cell Signaling and Neuroscience, Cytokines, Growth Factors and Hormones, Estrogen,
InChI Key   VOXZDWNPVJITMN-ZBRFXRBCSA-N
product line   BioReagent
form   powder
mp   176-180 °C (lit.)
suitability   suitable for cell culture
Gene Information   human ... ESR1(2099), ESR2(2100), ESRRA(2101), ESRRB(2103), GPER(2852), SERPINA6(866)
mouse ... Esr1(13982), Esr2(13983), Esrra(26379)
rat ... Afp(24177), Ar(24208), Esr1(24890), Esr2(25149), Shbg(24775)

Description

General description

β-Estradiol or estradiol-17 β (E2) is secreted majorly by the large preovulatory follicles in the ovary. In addition, estradiol can be synthesized de novo from cholesterol have androgens synthesized from cholesterol. The aromatization of androgen by enzyme aromatase (P450arom) results in the β-estradiol production.

Application

β-Estradiol is used to study cell differentiation and transformations (tumorigenicity).

β-Estradiol has been used:
• as a component of Dulbecco′s modified Eagle medium (DMEM) for culturing mammary tumor cells
• as a oestrogenic compound for testing neuroprotective effects
• as a component of medium199 for culturing oocytes

Packaging

1, 5 g in glass bottle

250 mg in glass bottle

Biochem/physiol Actions

The major estrogen secreted by the premenopausal ovary. Estrogens direct the development of the female phenotype in embryogenesis and during puberty by regulating gene transcription and, thus, protein synthesis. It also induces the production of gonadotropins which, in turn, induce ovulation. Exposure to estradiol increases breast cancer incidence and proliferation.

β-Estradiol (E2) is a major premenopausal hormone in women and is essential for spermiogenesis, sperm maturation and motility in men. Cultured bone marrow stem cells (BMSCs) have ability to synthesize E2 and could be exploited for treating estrogen deficiency. It mediates physiological functions through estrogen receptor (ER) α and ERβ.

Physical form

powder-RT; stock-frozen in working aliquots, avoid repeated freeze/thaw

Reconstitution

To prepare a 20 μg/ml stock solution, add 1 ml absolute ethanol to 1 mg β-estradiol; gently swirl to dissolve; add 49 ml sterile medium while mixing.

Safety & Documentation

Safety Information

Symbol 
GHS08  GHS08
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
RTECS 
KG2975000

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Pipette Controller from Brand

Cell Culture Guide
Protocols & Articles

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