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HomeProduct name listQUINOMYCIN A

QUINOMYCIN A

Synonym(s):Echinomycin Streptomyces sp. - CAS 512-64-1 - Calbiochem;NSC-13502, Quinomycin A;Quinomycin A

  • CAS NO.:512-64-1
  • Empirical Formula: C51H64N12O12S2
  • Molecular Weight: 1101.26
  • MDL number: MFCD00156105
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-07-14 17:45:39
QUINOMYCIN A Structural

What is QUINOMYCIN A?

Description

Hypoxia-inducible factor-1 (HIF-1) is a transcription factor that controls genes involved in glycolysis, angiogenesis, migration, and invasion. Echinomycin is a cell-permeable inhibitor of HIF-1-mediated gene transcription. It acts by intercalating into DNA in a sequence-specific manner, blocking the binding of either HIF-1α or HIF-1β to the hypoxia-responsive element. Echinomycin reversibly inhibits hypoxia-induced HIF-1 transcription activity in U215 cells with an EC50 value of 1.2 nM. It inhibits hypoxia-induced expression of vascular endothelial growth factor, blocking angiogenesis and altering excitatory synaptic transmission in hippocampal neurons. Echinomycin also impairs expression of survivin, enhancing the sensitivity of multiple myeloma cells to melphalan.

The Uses of QUINOMYCIN A

Quiniomycin A is a cyclic depsipeptide metabolite. Quinomycin A has broad activity against bacteria, fungi and viruses, and has found application as an antitumour agent. Quinomycin A acts by bifunctional intercalation of nucleic acids. Recent research has shown quinomycin A to be an extremely potent inhibitor of hypoxia-inducible factor-1 (HIF-1). This transcription factor plays an essential role in tumour progression and metastasis.

The Uses of QUINOMYCIN A

Quinomycin A is a cyclic depsipeptide metabolite. Quinomycin A has broad activity against bacteria, fungi and viruses, and has found application as an antitumor agent. Quinomycin A acts by bifunctional intercalation of nucleic acids. Recent research has shown quinomycin A to be an extremely potent inhibitor of hypoxia-inducible factor-1 (HIF-1). This transcription factor plays an essential role in tumor progression and metastasis.

The Uses of QUINOMYCIN A

Echinomycin has been used for inhibition of hypoxia-inducible factor 1.

What are the applications of Application

Quinomycin A is an inhibitor of HIF

Biochem/physiol Actions

Echinomycin is an antitumor antibiotic and potent hypoxia inducible factor 1α (HIF-1α) inhibitor. It binds to DNA via bifunctional intercalation, blocking the binding of HIF-1α, a transcription factor important in tumor growth. Echinomycin selectively eliminated cancer stem cells in a study with mouse lymphoma and human AML xenogeneic models, eradicating the lymphomas. Recently, echinomycin was also found to act as an antibiotic adjuvant having synergistic effects with novobiocin in gram negative bacteria.

storage

Store at -20°C

References

1) Kong?et al.?(2005),?Echinomycin, a small-molecule inhibitor of hypoxia-inducible factor-1 DNA-binding activity; Cancer Res.,?65?9047 2) Wang?et al. (2014),?Echinomycin protects mice against relapsed acute myeloid leukemia without adverse effect on hematopoietic stem cells; Blood,?124?1127 3) Wang?et al. (2011),?Targeting HIF1α eliminates cancer stem cells in hematological malignancies; Cell Stem Cell.,?8?399 4) Li?et al. (2015),?Hypoxia-inducible factor-1α regulates the expression of L-type voltage-dependent Ca(2+) channels in PC12 cells under hypoxia; Cell Stress Chaperones,?20?507

Properties of QUINOMYCIN A

Melting point: 217-218℃
alpha  D20 -310° (c = 0.86 in chloroform)
Boiling point: 1427.2±65.0 °C(Predicted)
Density  1.0964 (rough estimate)
refractive index  1.6700 (estimate)
storage temp.  -20°C
solubility  Soluble in DMSO (up to 5 mg/ml)
form  White solid
pka 9.38±0.70(Predicted)
color  white to beige
Merck  13,3531
Stability: Stable for 1 year as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months

Safety information for QUINOMYCIN A

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
ghs
Health Hazard
GHS08
GHS Hazard Statements H361:Reproductive toxicity
Precautionary Statement Codes P201:Obtain special instructions before use.
P202:Do not handle until all safety precautions have been read and understood.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

Computed Descriptors for QUINOMYCIN A

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