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Technology Process of Chromomycin A3 from Streptomyces griseus

Chromomycin A3 from Streptomyces griseus

Base Information
  • Chemical Name:Chromomycin A3 from Streptomyces griseus
  • CAS No.:7059-24-7
  • Molecular Formula:C57H82 O26
  • Molecular Weight:1183.39
  • Hs Code.:29419090
  • European Community (EC) Number:230-348-0
  • Metabolomics Workbench ID:55005
  • NCI Thesaurus Code:C895
  • Wikidata:Q105386461
  • Wikipedia:Chromomycin_A3
  • Mol file:7059-24-7.mol
Chromomycin A3 from Streptomyces griseus

Synonyms:Chromomycin A3;Toyomicin;Toyomycin

Suppliers and Price of Chromomycin A3 from Streptomyces griseus
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • Usbiological
  • Chromomycin A3
  • 1mg
  • $ 327.00
  • Usbiological
  • Chromomycin a3 from streptomyces griseus
  • 2mg
  • $ 475.00
  • TRC
  • ChromomycinA3
  • 1mg
  • $ 205.00
  • Sigma-Aldrich
  • Chromomycin A - CAS 7059-24-7 - Calbiochem
  • 10mg
  • $ 250.67
  • Sigma-Aldrich
  • Chromomycin A3 from Streptomyces griseus ≥95% (HPLC)
  • 5mg
  • $ 249.00
  • Sigma-Aldrich
  • Chromomycin A3 from Streptomyces griseus ≥95% (HPLC)
  • 10mg
  • $ 416.00
  • ChemScene
  • ChromomycinA3 ≥99.0%
  • 50mg
  • $ 1022.00
  • ChemScene
  • ChromomycinA3 ≥99.0%
  • 10mg
  • $ 319.00
  • ChemScene
  • ChromomycinA3 ≥99.0%
  • 25mg
  • $ 639.00
  • Cayman Chemical
  • Chromomycin A3 ≥98%
  • 5mg
  • $ 130.00
Total 29 raw suppliers
Chemical Property of Chromomycin A3 from Streptomyces griseus
Chemical Property:
  • Vapor Pressure:0mmHg at 25°C 
  • Melting Point:185℃ 
  • Refractive Index:1.6500 (estimate) 
  • Boiling Point:1147.6°C at 760 mmHg 
  • PKA:4.54±0.60(Predicted) 
  • Flash Point:311.1°C 
  • PSA：359.34000 
  • Density:1.43g/cm3 
  • LogP:1.54640 
  • Storage Temp.:2-8°C 
  • Solubility.:Soluble in ethanol, DMSO, and ethyl acetate (10 mg/ml). 
  • XLogP3:2.3
  • Hydrogen Bond Donor Count:8
  • Hydrogen Bond Acceptor Count:26
  • Rotatable Bond Count:20
  • Exact Mass:1182.50943272
  • Heavy Atom Count:83
  • Complexity:2190
Purity/Quality:

99%, *data from raw suppliers

Chromomycin A3 *data from reagent suppliers

Safty Information:
  • Pictogram(s): T+,T 
  • Hazard Codes:T+,T 
  • Statements: 61-28 
  • Safety Statements: 53-28-36/37/39-45 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Canonical SMILES:CC1C(C(CC(O1)OC2C(CC3=C(C2=O)C(=C4C(=C3)C=C(C(=C4O)C)OC5CC(C(C(O5)C)OC(=O)C)OC6CC(C(C(O6)C)OC)O)O)C(C(=O)C(C(C)O)O)OC)OC7CC(C(C(O7)C)O)OC8CC(C(C(O8)C)OC(=O)C)(C)O)O
  • Isomeric SMILES:C[C@@H]1[C@H]([C@@H](CC(O1)O[C@H]2[C@@H](CC3=C(C2=O)C(=C4C(=C3)C=C(C(=C4O)C)OC5C[C@@H]([C@@H]([C@@H](O5)C)OC(=O)C)OC6C[C@@H]([C@@H]([C@@H](O6)C)OC)O)O)[C@H](C(=O)[C@H]([C@H](C)O)O)OC)OC7C[C@@H]([C@H]([C@@H](O7)C)O)OC8C[C@]([C@H]([C@@H](O8)C)OC(=O)C)(C)O)O
  • General Description Chromomycin A3 (CMA3), also known as Toyomycin or Aburamycin B, is a GC-selective antitumor antibiotic that binds to the minor groove of DNA in a Mg2+-dependent manner, forming dimeric complexes. Its structure includes a chromophore linked to a trisaccharide moiety, which plays a key role in DNA recognition and binding. Studies have shown that simplified analogs of CMA3, featuring alkyl chains instead of the trisaccharide, can retain DNA-binding affinity by forming Mg2+-coordinated dimers, with the 3(S) isomer exhibiting particularly strong interactions. This suggests that the trisaccharide can be functionally replaced by simpler structural motifs while maintaining DNA-binding properties, paving the way for the development of novel, potent DNA-targeting agents.
Refernces

New DNA binding ligands as a model of chromomycin A3

10.1016/j.bmcl.2004.07.043

The research focuses on developing new DNA-binding ligands modeled after Chromomycin A3 (CRA3), a potent antitumor antibiotic known for binding in the minor groove of GC-rich regions of duplex DNA. The new ligands were designed to mimic CRA3's structure, particularly its trisaccharide part, using a simple alkyl group attached to the chromophore. The study successfully demonstrated that these new ligands form Mg2+-coordinated dimer complexes, exhibiting DNA-binding affinity. The synthesis involved several steps, including [4+2] cycloaddition, aldol reaction, deprotection, dehydroxylation, and hydrogenation. The ligands' Mg2+-binding properties were investigated using UV spectra, and their DNA-binding affinity was evaluated through a competitive displacement assay with ethidium bromide (ETBr) and self-complementary DNA duplexes. The experiments showed that the alkyl chain in the new ligands contributes significantly to the formation of dimer complexes and DNA binding, with the 3(S) isomer showing high affinity to DNA in the presence of MgCl2. The study concluded that the simple alkyl chain can mimic some roles of the trisaccharide part for Mg2+-dimer complex formation and Mg2+-mediated DNA binding, and further efforts are underway to develop stronger DNA-binding ligands based on this model.

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