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Dynemicin M

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Category Antibiotics
Catalog number BBF-01190
CAS 127003-54-7
Molecular Weight 529.49
Molecular Formula C29H23NO9
Purity ≥98%

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Capabilities & Facilities

Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

Fermentation Plant

Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product Description

It is produced by the strain of Micromonospora chersina sp. M 956-I and M. globosa. The cyclic enediyne part of enediyne antibiotics is cycled by Bergman to form aromatic diradicals, which quickly seize hydrogen atoms from the DNA skeleton and break the DNA strand, thus killing tumor cells.

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Synonyms (1R)-3,4,4a,13,14,14a-Hexahydro-4a,6,8,11,14a-pentahydroxy-3β-methoxy-1β-methyl-4,14-[1,2]benzenonaphtho[2,3-c]phenanthridine-2,7,12(1H)-trione
IUPAC Name (8R,9R,14S,17S,18R,20R)-1,4,6,8,17-pentahydroxy-20-methoxy-18-methyl-8,9,14,15-tetrahydro-8,14,9-(epibutane[1,1,4]triyl)anthra[1,2-b]benzo[f]azocine-5,16,19-trione
Appearance Blue Amorphous Powder
Antibiotic Activity Spectrum Neoplastics (Tumor)
Boiling Point 816.9 °C at 760 mmHg
Melting Point 238-240 °C
Density 1.67 g/cm3
Solubility Soluble in DMSO, DMF, Dioxane; Fairly soluble in Methanol, Ethanol, Isopropanol, Ethyl Acetate; Insoluble in Water, Hexane
1. Dynemicins O, P and Q: novel antibiotics related to dynemicin A isolation, characterization and biological activity
M Miyoshi-Saitoh, N Morisaki, Y Tokiwa, S Iwasaki, M Konishi, K Saitoh, T Oki J Antibiot (Tokyo). 1991 Oct;44(10):1037-44. doi: 10.7164/antibiotics.44.1037.
New antibiotics, dynemicins O (3), P (4) and Q (5), were isolated from the culture broth of Micromonospora chersina M956-1, the dynemicin A (1)-producing strain. An ethyl acetate extract of a tank culture was roughly separated by a column of Diaion SP-800 and was further purified by combining a variety of column chromatographies to afford a few mg of compounds 3, 4 and 5. Their structures, analyzed from the spectral data, had a bridging phenylene group, a vic-diol and an oxo group in place of the respective 1,5-diyn-3-ene bridge, the epoxide ring and the carboxyl group in dynemicin A. Their biological activities were evaluated against bacteria and tumor cells.
2. Cytotoxicity and DNA-binding property of non-diynene class of dynemicins and aza-anthraquinones
R Shirai, R Shimazawa, M Shichita, M Takahashi, Y Hashimoto, S Iwasaki Nucleic Acids Symp Ser. 1995;(34):151-2.
Dynemicin A is a potent antibacterial and antitumor antibiotic having a striking hybrid structure of both anthraquinone as a DNA intercalator and diynene as a DNA strand breaker. We have investigated the DNA-binding property and cytotoxicity of non-diynene class of dynemicins (H, L, M, O and Q) and several related synthetic tri- and pentacyclic aza-anthraquinones 1a-3a (R = H) and 1b-3b (R = CH3). Among them, dynemicin H, L, M, O, Q, 1a, 1b and 2b exhibited DNA-binding property. All non-diynene class of dynemicins investigated exhibited intercalative binding activity, however, synthetic aza-anthraquinones 1a-3a did not show such ability. Dynemicin H, Q, 2a, 2b and 3b showed cytotoxicity against HL-60 and K-562 cell lines.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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