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I9657

Sigma-Aldrich

Ionomycin from Streptomyces conglobatus

≥98% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C41H72O9
CAS Number:
Molecular Weight:
709.00
Beilstein:
3642126
MDL number:
UNSPSC Code:
51102829
PubChem Substance ID:
NACRES:
NA.85

biological source

Streptomyces conglobatus

Quality Level

Assay

≥98% (HPLC)

solubility

acetonitrile: 10 mg/mL

antibiotic activity spectrum

Gram-positive bacteria

Mode of action

cell membrane | interferes

storage temp.

−20°C

SMILES string

C[C@H](CCC(O)=O)C[C@H](C)C[C@H](C)C(=O)\C=C(/O)[C@H](C)C[C@H](C)C\C=C\[C@@H](C)[C@@H](O)[C@@H](C)[C@@H](O)C[C@@H]1CC[C@](C)(O1)[C@H]2CC[C@](C)(O2)[C@@H](C)O

InChI

1S/C41H72O9/c1-25(21-29(5)34(43)24-35(44)30(6)22-27(3)20-26(2)14-15-38(46)47)12-11-13-28(4)39(48)31(7)36(45)23-33-16-18-41(10,49-33)37-17-19-40(9,50-37)32(8)42/h11,13,24-33,36-37,39,42-43,45,48H,12,14-23H2,1-10H3,(H,46,47)/b13-11+,34-24-/t25-,26-,27+,28-,29-,30+,31+,32-,33+,36+,37-,39-,40+,41+/m1/s1

InChI key

PGHMRUGBZOYCAA-ADZNBVRBSA-N

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Application

Ionomycin from Streptomyces conglobatus has been used:
  • in magnesium-ionomycin treatment experiments
  • as a supplement in calcium-free Dulbecco′s modified Eagle medium (DMEM) for ionophore treatment
  • in the restimulation of peripheral blood mononuclear cells (PBMCs) to analyze cytokine production using flow cytometry (FCM)
  • as a calcium ionophore to treat oocytes to perform intracytoplasmic sperm injection (ICSI) combined with assisted oocyte activation (AOA)

Biochem/physiol Actions

Ionomycin is a polyether antibiotic and an ionophore produced by the bacterium Streptomyces conglobatus. This Ca2+ ionophore is more effective than A23187 as a mobile ion carrier for Ca2+. It is non-fluorescent. It induces apoptotic degeneration of embryonic cortical neurons. Ionomycin has been shown to induce central demyelination, inhibit adrenal bovine TREK-1 channels, and regulate cell division of mature human B cells. It is used to study the effects of calcium flux on endoplasmic reticulum (ER) stress, mitochondrial stress, and intrinsic apoptosis mechanisms. It also stimulates the intracellular production of cytokines, interferon, perforin, interleukin-2 (IL-2), and IL-4 usually in conjunction with PMA.
Ionomycin is highly specific for divalent cations. It may have antiproliferative effects on the human bladder cancer cell line both in vitro and in vivo. Ionomycin functions as an apoptosis inducer which was suggested to act by activation of a latent, calcium-responsive endonuclease.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Lauren M Sparks et al.
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Davina Bonte et al.
Fertility and sterility, 112(2), 266-274 (2019-05-28)
To investigate the extent to which assisted oocyte activation (AOA) improves clinical outcomes in patients diagnosed with oocyte activation deficiencies (OADs). Retrospective cohort study comparing AOA cycles and previous intracytoplasmic sperm injection (ICSI) cycles in couples experiencing low or total
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Ye Tian et al.
BMC women's health, 20(1), 246-246 (2020-11-06)
Fertilization failure after intracytoplasmic sperm injection continues to affect couples and the etiology is not well-understood. We characterized a couple with 2-year history of primary unexplained infertility. Three different assisted reproduction attempts (IVF + rescue ICSI, ICSI and ICSI-AOA) showed repeated fertilization
Meiye Wu et al.
PloS one, 8(1), e55044-e55044 (2013-02-06)
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