Neocopiamycin A
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| Category | Antibiotics |
| Catalog number | BBF-02111 |
| CAS | 89989-28-6 |
| Molecular Weight | 1044.31 |
| Molecular Formula | C53H93N3O17 |
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Description
Neocopiamycin A is produced by the strain of Str. hygroscopicus var. crystallogenes. It is broad-spectrum resistant to gram-positive bacteria, yeast and filamentous fungi.
Specification
| Synonyms | Neocopiamycin |
| IUPAC Name | 3-[[(10Z,16E)-13-[(E)-12-(diaminomethylideneamino)-4-methyldodec-8-en-2-yl]-5,7,9,19,21,23,27,29,30,31-decahydroxy-8,12,18,22,26-pentamethyl-15-oxo-14,33-dioxabicyclo[27.3.1]tritriaconta-10,16-dien-3-yl]oxy]-3-oxopropanoic acid |
| Canonical SMILES | CC1CCC(C(C(CC(C(C=CC(=O)OC(C(C=CC(C(C(CC(CC(CC2CC(C(C(O2)(CC1O)O)O)O)OC(=O)CC(=O)O)O)O)C)O)C)C(C)CC(C)CCCC=CCCCN=C(N)N)C)O)O)C)O |
| InChI | InChI=1S/C53H93N3O17/c1-30(14-12-10-8-9-11-13-21-56-52(54)55)22-34(5)50-33(4)16-19-41(59)35(6)43(61)24-37(57)23-38(71-49(68)28-47(65)66)25-39-26-45(63)51(69)53(70,73-39)29-46(64)32(3)15-18-40(58)36(7)44(62)27-42(60)31(2)17-20-48(67)72-50/h8-9,16-17,19-20,30-46,50-51,57-64,69-70H,10-15,18,21-29H2,1-7H3,(H,65,66)(H4,54,55,56)/b9-8+,19-16-,20-17+ |
| InChI Key | GZWCSBWYVZFWGF-QVYWFGRKSA-N |
Properties
| Appearance | Colorless Hygroscopic Powder |
| Antibiotic Activity Spectrum | Gram-positive bacteria; yeast; fungi |
| Boiling Point | 1138.1°C at 760 mmHg |
| Melting Point | 134-137°C |
| Density | 1.29 g/cm3 |
Reference Reading
1. Isolation of neocopiamycin A from Streptomyces hygroscopicus var. crystallogenes, the copiamycin source
T Arai, J Uno, I Horimi, K Fukushima J Antibiot (Tokyo). 1984 Feb;37(2):103-9. doi: 10.7164/antibiotics.37.103.
Fermentation of Streptomyces hygroscopicus var. crystallogenes, the copiamycin source, yielded several minor components with antifungal activity. One of these minor components, neocopiamycin A, was isolated and characterized. The structure of neocopiamycin A was determined as N-demethylcopiamycin on the basis of spectroscopic evidence. The antibiotic was found to be more active against Gram-positive bacteria and fungi but less toxic than copiamycin.
2. Actinomycetes from the Red Sea Sponge Coscinoderma mathewsi: Isolation, Diversity, and Potential for Bioactive Compounds Discovery
Yara I Shamikh, Aliaa A El Shamy, Yasser Gaber, Usama Ramadan Abdelmohsen, Hashem A Madkour, Hannes Horn, Hossam M Hassan, Abeer H Elmaidomy, Dalal Hussien M Alkhalifah, Wael N Hozzein Microorganisms. 2020 May 23;8(5):783. doi: 10.3390/microorganisms8050783.
The diversity of actinomycetes associated with the marine sponge Coscinoderma mathewsi collected from Hurghada (Egypt) was studied. Twenty-three actinomycetes were separated and identified based on the 16S rDNA gene sequence analysis. Out of them, three isolates were classified as novel species of the genera Micromonospora, Nocardia, and Gordonia. Genome sequencing of actinomycete strains has revealed many silent biosynthetic gene clusters and has shown their exceptional capacity for the production of secondary metabolites, not observed under classical cultivation conditions. Therefore, the effect of mycolic-acid-containing bacteria or mycolic acid on the biosynthesis of cryptic natural products was investigated. Sponge-derived actinomycete Micromonospora sp. UA17 was co-cultured using liquid fermentation with two mycolic acid-containing actinomycetes (Gordonia sp. UA19 and Nocardia sp. UA 23), or supplemented with pure mycolic acid. LC-HRESIMS data were analyzed to compare natural production across all crude extracts. Micromonospora sp. UA17 was rich with isotetracenone, indolocarbazole, and anthracycline analogs. Some co-culture extracts showed metabolites such as a chlorocardicin, neocopiamycin A, and chicamycin B that were not found in the respective monocultures, suggesting a mycolic acid effect on the induction of cryptic natural product biosynthetic pathways. The antibacterial, antifungal, and antiparasitic activities for the different cultures extracts were also tested.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
