A new naturally occurring erythromycin: erythromycin F.

Martin, Jerry R.; Devault, R. Larry; Sinclair, Arthur C.; Stanaszek, Ruth S.; Johnson, Paulette

doi:10.7164/antibiotics.35.426

Cited by 27 publications

(9 citation statements)

References 4 publications

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“…Secondary standards of EE, 23 EF, 24 EANO, 25 NdMeEA, 26 PsEAEN, 27,28 AEA, 29 and EAEN 30 were prepared according to procedures found in literature. Reference substances EB and EC were obtained from the European Pharmacopoeia Laboratory.…”

Section: Samples and Sample Preparationmentioning

confidence: 99%

Investigation of unknown related substances in commercial erythromycin samples with liquid chromatography/mass spectrometry

Govaerts

Chepkwony

Schepdael

et al. 2000

Rapid Commun. Mass Spectrom.

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A selective reversed phase liquid chromatography/mass spectrometry (LC/MS(n)) method is described for the identification of erythromycin impurities and related substances in commercial erythromycin samples. Mass spectral data are acquired on a LCQ ion trap mass spectrometer equipped with an electrospray interface operated in positive ion mode. The LCQ is ideally suited for identification of impurities and related substances because it provides on-line LC/MS(n) capability. Compared with UV detection, this hyphenated LC/MS(n) technique provides as a main advantage efficient identification of novel substances without time-consuming isolation and purification procedures. Using this method four novel related substances were identified in commercial samples.

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Section: Samples and Sample Preparationmentioning

confidence: 99%

Investigation of unknown related substances in commercial erythromycin samples with liquid chromatography/mass spectrometry

Govaerts

Chepkwony

Schepdael

et al. 2000

Rapid Commun. Mass Spectrom.

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“…Reference substances EB and EC were obtained from the European Pharmacopoeia Laboratory (Strasbourg, France). Pure EA [17], EE [18], EF [19], NdMeEA [20], AEA [21], PsEAEN [22,23] and EAEN [24] were prepared in accordance with procedures found in the literature. An impure sample containing ED and mainly EA, as verified by thin-layer chromatography, was also available [25].…”

Section: Reagents Materials and Samplesmentioning

confidence: 99%

Liquid chromatographic determination of erythromycins in fermentation broth

et al. 2001

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Key WardsColumn liquid chromatography Fermentation E ryth romycin SummaryA simple and sensitive isocratic LC method is described for the determination of erythromycins in fermentation broths.A simple technique utilizing acetone-methyl ethyl ketone, 1:1, as extraction solvent was coupled with suitable chromatographic conditions -compounds were separated on a 250 mm x 4.6 mm i.d., 5 I~m, reversed-phase column at 65 ~ with acetonitrile-0.2 M K2HPO4 pH 7.0-water, 35:5:60 (v/v), as mobile phase at a flow rate of 1.0 mL min 1. UV detection was performed at 215 nm. Separation of erythromycin F from polar components of the fermentation liquid was sufficient. E rythromycins A, B, C, D, and E, and N-desmethylerythromycin A were also separated, as were known decomposition products of erythromycin A and several unknown components. The method is suitable for monitoring the progress of erythromycin fermentation.

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“…Whereas the formation of erythromycin A from erythromycin C by methylation at C-3" has been demonstrated clearly, the formation of erythromycin A from erythromycin B has been less certain, with conflicting reports in the literature (7). Erythromycins E and F are derived from erythromycin A and are present in only minor amounts (13,14). The major product and most biologically active molecule is erythromycin A.…”

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confidence: 99%

Mutation and cloning of eryG, the structural gene for erythromycin O-methyltransferase from Saccharopolyspora erythraea, and expression of eryG in Escherichia coli

et al. 1990

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A mutant strain derived by chemical mutagenesis of Saccharopolyspora erythraea (formerly known as Streptomyces erythreus) was isolated that accumulated erythromycin C and, to a lesser extent, its precursor, erythromycin D, with little or no production of erythromycin A or erythromycin B (the 3"-O-methylation products of erythromycin C and D, respectively). This mutant lacked detectable erythromycin O-methyltransferase activity with erythromycin C, erythromycin D, or the analogs 2-norerythromycin C and 2-norerythromycin D as substrates. A 4.5-kilobase DNA fragment from S. erythraea originating approximately 5 kilobases from the erythromycin resistance gene ermE was identified that regenerated the parental phenotype and restored erythromycin O-methyltransferase activity when transformed into the erythromycin O-methyltransferase-negative mutant. Erythromycin O-methyltransferase activity was detected when the 4.5-kiobase fragment was fused to the lacZ promoter and introduced into Escherichia coli. The activity was dependent on the orientation of the DNA relative to lacZ. We have designated this genotype eryG in agreement with Weber et al. (J. M. Weber, B. Schoner, and R. Losick, Gene 75:235-241, 1989). It thus appears that a single enzyme catalyzes all of the 3"-O-methylation reactions of the erythromycin biosynthetic pathway in S. erythraea and that eryG codes for the structural gene of this enzyme.

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A new naturally occurring erythromycin: erythromycin F.

Cited by 27 publications

References 4 publications

Investigation of unknown related substances in commercial erythromycin samples with liquid chromatography/mass spectrometry

Investigation of unknown related substances in commercial erythromycin samples with liquid chromatography/mass spectrometry

Liquid chromatographic determination of erythromycins in fermentation broth

Mutation and cloning of eryG, the structural gene for erythromycin O-methyltransferase from Saccharopolyspora erythraea, and expression of eryG in Escherichia coli

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