C2659

Chromomycin A₃

from Streptomyces griseus, ≥95% (HPLC), powder, RNA synthesis inhibitor

• Synonym(e): Aburamycin B, CMA₃, NSC 58514
• Empirische Formel (Hill-System): C₅₇H₈₂O₂₆
• CAS-Nummer: 7059-24-7
• Molekulargewicht: 1183.25
• EG-Nummer: 230-348-0
• MDL-Nummer: MFCD00043151
• UNSPSC-Code: 41106305
• PubChem Substanz-ID: 24892514
• NACRES: NA.77

Eigenschaften

• Produktbezeichnung: Chromomycin A₃, ≥95% (HPLC)
• Qualitätsniveau: 200
• Assay: ≥95% (HPLC)
• Form: powder
• Wirkungsspektrum von Antibiotika: Gram-positive bacteria; fungi; neoplastics
• Wirkungsweise: DNA synthesis | interferes
• Lagertemp.: −20°C
• SMILES String: CO[C@H]1[C@@H](O)CC(O[C@H]1C)O[C@H]2CC(O[C@@H](C)[C@H]2OC(C)=O)Oc3cc4cc5C[C@@H]([C@@H](OC)C(=O)[C@@H](O)[C@H](C)O)[C@H](OC6C[C@@H](OC7C[C@H](OC8C[C@](C)(O)[C@@H](OC(C)=O)[C@H](C)O8)[C@@H](O)[C@H](C)O7)[C@H](O)[C@@H](C)O6)C(=O)c5c(O)c4c(O)c3C
• InChI: 1S/C57H82O26/c1-21-34(79-40-19-37(53(26(6)75-40)77-28(8)59)82-38-16-33(61)52(70-11)25(5)74-38)15-31-13-30-14-32(54(71-12)51(68)46(63)22(2)58)55(50(67)44(30)49(66)43(31)45(21)62)83-41-18-35(47(64)24(4)73-41)80-39-17-36(48(65)23(3)72-39)81-42-20-57(10,69)56(27(7)76-42)78-29(9)60/h13,15,22-27,32-33,35-42,46-48,52-56,58,61-66,69H,14,16-20H2,1-12H3/t22-,23-,24+,25-,26-,27-,32-,33-,35+,36-,37-,38?,39?,40?,41?,42?,46-,47+,48-,52+,53+,54+,55-,56-,57-/m0/s1
• InChIKey: ZYVSOIYQKUDENJ-MTPXVABGSA-N

Beschreibung

Allgemeine Beschreibung

Chemical structure: aureolic acid

Anwendung

Chromomycin A3 from Streptomyces griseus has been used as a reagent in flow sorting.[1] It has also been used to stain spermatozoa to evaluate the sperm nuclear chromatin integrity.[2]

Biochem./physiol. Wirkung

Chromomycin A3 from Streptomyces griseus is an antibiotic exhibiting anti-bacterial, anti-fungal and antitumor activities.[3] It serves as a fluorescent DNA stain.[4] It is useful for the detection of protamine deficiency in sperm chromatin. The compound blocks macromolecule synthesis by a specific, reversible interaction with DNA in the presence of bivalent metal ions. Binding to DNA minor groove mediates an efficient competitive inhibition of DNA gyrase and significantly affects topoisomerase II activity.

Leistungsmerkmale und Vorteile

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Sicherheitshinweise

• Piktogramme: GHS06
• Signalwort: Danger
• H-Sätze: H300
• P-Sätze: P264 - P270 - P301 + P310 - P405 - P501
• Gefahreneinstufungen: Acute Tox. 1 Oral
• Lagerklassenschlüssel: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges