Cellocidin
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| Category | Antibiotics |
| Catalog number | BBF-00753 |
| CAS | 543-21-5 |
| Molecular Weight | 112.09 |
| Molecular Formula | C4H4N2O2 |
| Purity | >98% by HPLC |
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Description
It is produced by the strain of Streptomyces chibaensis. It can resist gram-positive bacteria and negative bacteria (individual). It has a broad antibacterial, antifungal and antitumor profile due to its ability to react with endogenous thiols like cysteine and glutathione.
Specification
| Related CAS | 73663-83-9 (hemihydrate) |
| Synonyms | Aquamycin; Butynesiamide; Lenamycin; ACETYLENEDICARBOXAMIDE; 2-Butynediamide; Lenamycin; Renamycin; Acetylene dicarboxamide; Acetylenedicarboxylic acid diamide; Acetylendicarbonsaeureamide |
| Storage | −20 °C |
| IUPAC Name | but-2-ynediamide |
| Canonical SMILES | C(#CC(=O)N)C(=O)N |
| InChI | InChI=1S/C4H4N2O2/c5-3(7)1-2-4(6)8/h(H2,5,7)(H2,6,8) |
| InChI Key | JBTGHKUTYAMZEZ-UHFFFAOYSA-N |
| Source | Synthetic |
Properties
| Appearance | White Crystal |
| Antibiotic Activity Spectrum | Gram-positive bacteria; Gram-negative bacteria |
| Boiling Point | 294.0 °C at 760 mmHg |
| Melting Point | 216-218 °C(dec.) |
| Density | 1.41 g/cm3 |
| Solubility | Soluble in Sodium Hydroxide, Ethanol, Methanol, DMF, DMSO |
Reference Reading
1. In silico analysis of antiviral phytochemicals efficacy against Epstein-Barr virus glycoprotein H
Anupam Nath Jha, Hem Chandra Jha, Shweta Jakhmola, Zaved Hazarika J Biomol Struct Dyn . 2022 Aug;40(12):5372-5385. doi: 10.1080/07391102.2020.1871074.
Epstein-Barr virus is a tumor-associated, enveloped virus with glycoprotein receptor gHgL on its surface. gH attaches to epithelial or B cells and mediates internalization. Till date, no specific anti-EBV FDA approved drug is available. Targeting gH may aid in designing virus-specific therapeutics and reducing the drug induced complications in host. We investigated the influence of antiviral phytochemicals on gH using computational approaches. Through molecular docking, we performed binding energy analysis of cellocidin, bruceantin, EGCG, formononetin and sesquiterpene lactones with gH DII/DIII interface, crucial for gH functions. Further, to cause any perturbations in the protein function, the molecules must bind stably to gH. Bruceantin and EGCG interacted with high affinities to gH. Simulation of these two molecules revealed stable binding with gH throughout 100 ns moreover, van der Waal interactions stabilized overall binding. Mutation of amino acids like V265, L269, L315, I423, I459, L474 and F475 involved in stable binding to gH was predicted deleterious to protein function. We obtained no difference in RMSD between these two ligands and minor deviations in the RMSF were noticed compared to gH. Conclusively, our study provided insights into the potential of bruceantin and EGCG to target gH. Different amino acids are involved in binding of each ligand to gH, engagement of certain amino acids may affect the virus binding with epithelial or B cells. The interaction of the ligand with gH may trap it in its native conformation or induce structural flexibility thereby inhibiting the interaction with host receptors or other glycoproteins.Communicated by Ramaswamy H. Sarma.
2. Selective and potent in vitro antitrypanosomal activities of ten microbial metabolites
Miyuki Namatame, Kazuro Shiomi, Satoshi Omura, Toshiaki Furusawa, Rokuro Masuma, Aki Ishiyama, Aki Nishihara, Haruki Yamada, Kazuhiko Otoguro, Yoko Takahashi J Antibiot (Tokyo) . 2008 Jun;61(6):372-8. doi: 10.1038/ja.2008.52.
More than 400 compounds isolated from soil microorganisms, and catalogued in the antibiotic library of the Kitasato Institute for Life Sciences, were screened against African trypanosomes. Ten compounds were found to have selective and potent antitrypanosomal activity in vitro: aureothin, cellocidin, destomycin A, echinomycin, hedamycin, irumamycin, LL-Z 1272beta, O-methylnanaomycin A, venturicidin A and virustomycin A. Results of the in vitro assays using the GUTat 3.1 strain of Trypanosomal brucei brucei and the STIB900 strain of T. b. rhodesiense are presented. Cytotoxicity was determined using a human MRC-5 cell line. This is the first report of antitrypanosomal activities of the 10 microbial metabolites listed above.
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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 ╳
