Merck + Co., Inc.

Jean S Kahan

Frederick M Kahan

Robert T Goegelman

Sebastian Hernandez

Edward O Stapley

Patrick J Cassidy

The antibiotic thienamycin is active against both gram-positive and gram-negative bacteria. The antibiotic is produced by growing a newly-found and hitherto undescribed species of Streptomyces on suitable fermentation media.

Culture of Streptomyces cattleya

This invention relates to two new antibiotics, desacetyl 890A.sub.1 and desacetyl 890A.sub.3, active against both gram-positive and gram-negative bacteria, which are produced by treating 890A.sub.1 and 890A.sub.3, respectively, with an N-acetylthienamycin amidohydrolase produced by a soil microorganism isolated by enrichment techniques. This invention also relates to the process whereby N-acetylated structures of the thienamycin class of antibiotics such as N-acetyl thienamycin can be enzymatically deacetylated.

Process for enzymatic deacylation of antibiotics

This invention relates to the new antibiotic, desacetyl 890A.sub.10, active against both gram-positive and gram-negative bacteria, which is produced by treating 890A.sub.10 with an N-acetyl-890A.sub.10 amidohydrolase produced by a soil microorganism isolated by enrichment techniques. This invention also relates to the process by which 890A.sub.10 is enzymatically deacetylated.

Process for producing antibiotic desacetyl 890A.sub.10

The antibiotic N-acetyl thienamycin and its non-toxic pharmaceutically acceptable salts are active against both gram-positive and gram-negative bacteria. The antiobiotic is produced by growing a species of Streptomyces on suitable fermentation media or alternatively by acetylation of thienamycin.

Acetylthienamycin production

Disclosed is a process for enzymatically cleaving the acyl group from N-acyl-6-substituted-2-substituted-1-carbadethiapen-2-em-3-carboxylic acids. The acylated substrate and the deacylated product are antibiotics.

Process for deacylating

The antibiotic N-acetyl thienamycin and its non-toxic pharmaceutically acceptable salts are active against both gram-positive and gram-negative bacteria. The antibiotic is produced by growing a species of Streptomyces on suitable fermentation media or alternatively by acetylation of thienamycin.

N-acetyl thienamycin

Antibiotic N-acetyl-dehydro-thienamycin is active against both gram-positive and gram-negative bacteria. The antibiotic is produced by growing a species of Streptomyces in suitable fermentation media.

Antibiotic N-acetyl-dehydro-thienamycin

A method is disclosed for cleaving N-acyl-thienamycin compounds to yield thienamycin. The new method disclosed herein utilizes enzymes which are penicillin amidohydrolases to treat the starting compounds resulting in the antibiotic thienamycin.

Enzymatic cleavage of N-acyl-thienamycins

The disclosed invention is directed to a process for preparing N-acyl-thienamycins from thienamycin and the appropriate acyl group by reacting the same in the presence of certain penicillin amidohydrolases capable of producing N-acyl thienamycins.

Growing community of inventors

Rahway, NJ, United States of America

Jean S Kahan