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High performance liquid chromatography (HPLC) of natural products part VI. Sulfoxides of penicillin N and cephalosporin c and their role in biosynthesis of β-lactam antibiotics

✍ Scribed by S. Kukolja; R. D. Miller; D. C. Duckworth; D. E. Dorman; L. L. Huckstep; Norbert Neuss; S. W. Quenner


Publisher
John Wiley and Sons
Year
1984
Tongue
German
Weight
348 KB
Volume
67
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

Pure pencillin N α‐sulfoxide (1) and penicillin N β‐sulfoxide (2) were obtained by HPLC and tested as substrates for deacetoxycephalosporin C synthetase (DXCS). Neither one of the sulfoxides was utilized under conditions of conversion of penicillin N (8) to deacetoxycephalosporin C (9). The cephalosporin C α and β‐sulfoxides (3 and 4, resp.) were also prepared. Relative stabilities of the sulfoxides 3 and 4 are discussed by interpretation of the ^13^C‐NMR spectra.