Biphenomycin A
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| Category | Antibiotics |
| Catalog number | BBF-00150 |
| CAS | 100296-21-7 |
| Molecular Weight | 488.49 |
| Molecular Formula | C23H28N4O8 |
| Purity | >98% |
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Description
Biphenomycin is an antibiotic produced by Streptomyces griseorubiginosus No. 43798 and Streptomyces filipinensis. Biphenomycin A has activity against gram-positive bacteria.
Specification
| Related CAS | 95485-50-0 |
| Storage | Store at -20°C |
| IUPAC Name | (7R,8S,11S,14S)-14-amino-11-[(2R)-3-amino-2-hydroxypropyl]-5,7,17-trihydroxy-10,13-dioxo-9,12-diazatricyclo[14.3.1.12,6]henicosa-1(20),2(21),3,5,16,18-hexaene-8-carboxylic acid |
| Canonical SMILES | C1C(C(=O)NC(C(=O)NC(C(C2=C(C=CC(=C2)C3=CC1=C(C=C3)O)O)O)C(=O)O)CC(CN)O)N |
| InChI | InChI=1S/C23H28N4O8/c24-9-13(28)8-16-22(33)27-19(23(34)35)20(31)14-6-11(2-4-18(14)30)10-1-3-17(29)12(5-10)7-15(25)21(32)26-16/h1-6,13,15-16,19-20,28-31H,7-9,24-25H2,(H,26,32)(H,27,33)(H,34,35)/t13-,15+,16+,19+,20-/m1/s1 |
| InChI Key | WLDNIJQYEWSPFC-FUCXWFLUSA-N |
Properties
| Appearance | Colorless needle Crystal |
| Antibiotic Activity Spectrum | Gram-positive bacteria; Gram-negative bacteria |
| Boiling Point | 1006.7°C at 760 mmHg |
| Melting Point | 205-208°C(dec.) |
| Density | 1.417 g/cm3 |
| Solubility | Soluble in water |
Reference Reading
1. Monomer release from orthodontic retentions: An in vitro study
Chloé Pelourde, Raoul Bationo, Marie-José Boileau, Jacques Colat-Parros, Fabienne Jordana Am J Orthod Dentofacial Orthop. 2018 Feb;153(2):248-254. doi: 10.1016/j.ajodo.2017.06.021.
Introduction: The adhesives used to bond orthodontic retentions are low-loaded composite resins with a resinous matrix containing bisphenol A diglycidyl ether dimethacrylate synthesized from bisphenol A (BPA), fluidizers such as triethylene glycol dimethacrylate (TEGDMA) and hydrophilic polymers such as hydroxyethylmethacrylate. BPA disrupts the endocrine balance, and TEGDMA has high risks for human health: eg, allergies and cytotoxicity. The aim of this study was to evaluate in vitro the release of monomers from orthodontic bonded retentions. Methods: A reproducible model of bonded retentions was carried out using calibrated molds. We analyzed the release of monomers by gas phase chromatography coupled with mass spectrometry. Results: This model allowed us to qualitatively and quantitatively evaluate the in-vitro release of monomers from orthodontic adhesives. The quantitative and qualitative analyses showed no BPA release above the 0.02 ppm detection limit. A greater release of TEGDMA was observed with Transbond LR (31.7 μg/mL) than with Transbond XT (13.12 μg/mL) (both, 3M Unitek, Monrovia, Calif). Other toxic components (iodobenzene, iodobiphenyl, triphenyl stibine, and so on) were also identified. Conclusions: Toxic and carcinogenic molecules not mentioned in the material safety data sheets were identified.
2. Biphenomycin A production by a mixed culture
M Ezaki, M Iwami, M Yamashita, T Komori, K Umehara, H Imanaka Appl Environ Microbiol. 1992 Dec;58(12):3879-82. doi: 10.1128/aem.58.12.3879-3882.1992.
Production of biphenomycin A by Streptomyces griseorubiginosus 43708 was stimulated by a mixed culture with a partner strain, Pseudomonas maltophilia 1928. This stimulatory effect on biphenomycin A accumulation by the mixed culture was caused by the enzyme activity which strain 1928 possessed. It is suggested that in a mixed culture strain 43708 produces a precursor of biphenomycin A in culture broth and that strain 1928 converts the precursor to biphenomycin A.
3. Biphenomycin C, a precursor of biphenomycin A in mixed culture
M Ezaki, N Shigematsu, M Yamashita, T Komori, K Umehara, H Imanaka J Antibiot (Tokyo). 1993 Jan;46(1):135-40. doi: 10.7164/antibiotics.46.135.
A precursor of biphenomycin A in mixed culture of Streptomyces griseorubiginosus No. 43708 with Pseudomonas maltophilia No. 1928 was isolated and characterized. The structure of the precursor, designated biphenomycin C was determined to be a peptide which is composed of biphenomycin A and arginylserine residue (Fig. 1), on the basis of chemical and spectroscopic evidence.
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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 ╳
