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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:
56092-81-0
Molecular Weight:
709.00
Beilstein/REAXYS Number:
3642126
MDL number:
MFCD06798385
UNSPSC Code:
51101500
PubChem Substance ID:
24896159
NACRES:
NA.85

biological source

Streptomyces conglobatus

Quality Level

300

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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