Transformation of 7-(4-Hydroxyphenylacetamido)cephalosporanic Acid into a New Cephalosporin Antibiotic, 7-[1-Oxaspiro(2.5)octa-6-oxo-4, 7-diene-2-carboxamido]ceph-alosporanic Acid, by Laccase

Hitosi Agematu; Kaichiro Kominato; Norio Shibamoto; Takeo Yoshioka; Hiroshi Nishida; Rokuro Okamoto; Takashi Shin; Sawao Murao

doi:10.1271/bbb.57.1387

Bioscience, Biotechnology, and Biochemistry

Online ISSN : 1347-6947
Print ISSN : 0916-8451

Transformation of 7-(4-Hydroxyphenylacetamido)cephalosporanic Acid into a New Cephalosporin Antibiotic, 7-[1-Oxaspiro(2.5)octa-6-oxo-4, 7-diene-2-carboxamido]ceph-alosporanic Acid, by Laccase

Hitosi Agematu, Kaichiro Kominato, Norio Shibamoto, Takeo Yoshioka, Hiroshi Nishida, Rokuro Okamoto, Takashi Shin, Sawao Murao

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JOURNAL FREE ACCESS

1993 Volume 57 Issue 8 Pages 1387-1388

DOI https://doi.org/10.1271/bbb.57.1387

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Abstract

7-(4-Hydroxyphenylacetamido)cephalosporanic acid (1) was transformed into 7-[1-oxaspiro(2.5)octa-6-oxo-4, 7-diene-2-carbox-amido]cephalosporanic acid (2) by laccase-catalyzed phenolic oxidation. 2 consisted of two diastereomers, named CXL-1 and CXL-2. CXL-2 was 10-30 times more active than CXL-1, although less active than 1.

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