Fumaramidmycin
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| Category | Antibiotics |
| Catalog number | BBF-01852 |
| CAS | 57687-92-0 |
| Molecular Weight | 232.23 |
| Molecular Formula | C12H12N2O3 |
| Purity | ≥98% |
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Description
An antibiotic originally isolated from Streptomyces kurssanovii NR-7GG1. It has the activity against gram-positive bacteria and negative bacteria (individual).
Specification
| Synonyms | Antibiotic C 9154; trans-N-(Phenylacetyl)-2-butenediamide; Ro 09-0049; N1-(2-phenylacetyl)fumaramide |
| IUPAC Name | (E)-N'-(2-phenylacetyl)but-2-enediamide |
| Canonical SMILES | C1=CC=C(C=C1)CC(=O)NC(=O)C=CC(=O)N |
| InChI | InChI=1S/C12H12N2O3/c13-10(15)6-7-11(16)14-12(17)8-9-4-2-1-3-5-9/h1-7H,8H2,(H2,13,15)(H,14,16,17)/b7-6+ |
| InChI Key | RPPKWABVORYKHA-VOTSOKGWSA-N |
Properties
| Appearance | Colorless Crystalline |
| Antibiotic Activity Spectrum | Gram-positive bacteria; Gram-negative bacteria |
| Boiling Point | 510.8°C at 760 mmHg |
| Melting Point | 202-203°C |
| Density | 1.25 g/cm3 |
| Solubility | Soluble in DMF, DMSO |
Reference Reading
1. A new antibiotic, fumaramidmycin. II. Isolation, structure and syntheses
Y Suhara, H B Maruyama, Y Koto, Y Miyasaka, K Yokose J Antibiot (Tokyo). 1975 Sep;28(9):648-55. doi: 10.7164/antibiotics.28.648.
A new antibiotic fumaramidmycin produced by Streptomyces kurssanovii NR-7GG1 was isolated as colorless crystals. The structure was shown to be N-(phenylacetyl) fumaramide. Starting from fumaramic acid, fumaramidmycin has been synthesized in good yield, in which the key stage involves N-acylated imino ether formation followed by mild acid hydrolysis. Five analogues of fumaramidmycin have also been prepared.
2. A new antibiotic, fumaramidmycin I. Production, biological properties and characterization of producer strain
H B Maruyama, Y Suhara, J Suzuki-Watanabe, Y Maeshima, N Shimizu J Antibiot (Tokyo). 1975 Sep;28(9):636-47. doi: 10.7164/antibiotics.28.636.
A new antibiotic, fumaramidmycin, has been isolated from a streptomycete NR-7GG1 which was characterized and named Streptomyces kurssanovii. The strain produced the antibiotic only when grown on agar plates but not in the submerged culture broth, where the contact with the vegetative mycelia appears to cause the inactivation of the antibiotic. The antibiotic shows an antimicrobial activity against both Gram-positive and Gram-negative bacteria.
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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 ╳
