Synthesis of Penicillin: 6-Aminopenicillanic Acid in Penicillin Fermentations

@article{Batchelor1959SynthesisOP,
  title={Synthesis of Penicillin: 6-Aminopenicillanic Acid in Penicillin Fermentations},
  author={F. R. Batchelor and Frank Peter Doyle and John Herbert Charles Nayler and George Newbolt Rolinson},
  journal={Nature},
  year={1959},
  volume={183},
  pages={257-258}
}
THE work reported here stemmed from the experiments described in an earlier communication1 on p-aminobenzylpenicillin, in which discrepancies were observed between chemical and biological methods of penicillin assay when a precursor was omitted from penicillin fermentations. 
View on Springer
ncbi.nlm.nih.gov
328 Citations
Highly Influential Citations
3
Background Citations
19
Methods Citations
2
Results Citations
1

Topics from this paper

328 Citations

Citation Type

Citation Type

A Method for isolating Bacteria capable of producing 6-Aminopenicillanic Acid from Benzylpenicillin
TLDR
The isolation of 6-aminopenicillanic acid (I) from a submerged culture of Penicillium chrysogenum and its preparation by the microbial hydrolysis of benzylpenicillin (II) was discussed. Expand
Production of 6-Aminopenicillanic Acid by Dermatophytes
TLDR
This work has reported on production of 6-APA by certain species of Cephalosporium and Emericellopsis and on its formation both by fermentation and by microbial hydrolysis. Expand
Absorption and Excretion of Four Penicillins: Penicillin G, Penicillin V, Phenethicillin and Phenylmercaptomethyl Penicillin.
THE first of the semisynthetic penicillins to be prepared and exploited for clinical use after the isolation of pure 6-aminopenicillanic acid from penicillin fermentations1 is the potassium salt of...
Comparative Studies of Penicillinase Induction in Microorganisms by Natural and Semi- Synthetic Penicillins
Author Institution: Department of Chemistry and Department of Biological Chemistry of the College of Medicine, University of Cincinnati, Cincinnati 21
Bacterial Penicillin Amidase
Sakaguchi and Murao1 reported on the presence of an enzyme in the mycelium of Penicillium chrysogenum and Aspergillus oryzae which would split penicillin G (I) into phenylacetic acid (II) and… Expand
Degradation of penicillin G and three semisynthetic penicillins by Bacillus cereus and Staphylococcus aureus penicillinase.
An in vivo procedure is described for determining the relative sensitivities of potassium penicillin G and three semisynthetic penicillins to degradation by Bacillus cereus and Staphylococcus aureu...
An efficient nonenzymatic conversion of benzylpenicillin to 6‐aminopenicillanic acid
An efficient procedure for the chemical conversion of benzylpenicillin to 6-aminopenicillanic acid is described. The selective cleavage of the amide bond has been accomplished by treating the silyl… Expand
Chemistry and Biosynthesis of Penicillins and Cephalosporins
It has now been more than 50 years since Fleming’s legendary observations on the inhibition of bacterial growth by Penicillium notatum laid the foundations of modern antibiotic chemotherapy.
Penicillin Amidase from Coliforms: its Extraction and some Characteristics
TLDR
It is shown that the penicillin-splitting amidase from Streptomyces lavendulaedescribed by Batchelor, Chain, Richards and Rolinson is a substrate for acylase-like reactions in E. coli. Expand
SYNTHESIS OF PENICILLINS FOR TRACER STUDIES
The synthesis of Penicillin K, Penicillin X, Penicillin F and its dihydro derivative, and C/sup 14/-labeled benzylpenicillin are described, starting from preparations containing 6aminopenlcillanic… Expand
...
1
2
3
4
5
...

References

SHOWING 1-3 OF 3 REFERENCES
Penicillin Derivatives of p-Aminobenzyl-penicillin
TLDR
The work reported here was carried out in order to obtain p-aminobenzylpenicillin for use as the parent compound of a series of derivatives. Expand
THE SYNTHESIS OF SUBSTITUTED PENICILLINS AND SIMPLER STRUCTURAL ANALOGS. VII. THE CYCLIZATION OF A PENICILLOATE DERIVATIVE TO METHYL PHTHALIMIDOPENICILLANATE
The chemistry of penicillin