Biosynthesis of Streptomycin. I. Studies with C-14-Labeled Glycine and Acetate<sup>1</sup>

Numerof, Paul; Gordon, Maxwell; Virgona, Angelo; O’Brien, Edward P.

doi:10.1021/ja01634a045

Cited by 18 publications

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“…Hunter and Hockeiihull (1955), in a study of the incorporation of labeled glucose, demonstrated that the labeled carbon is equally distributed throughout the streptomycin molecule with the exception of the guanidino groups, which carried much less CI4; this is consistent with the earlier finding that this carbon is derived from CO2. The carbon of labeled acetate likewise is incorporated only into the guanidino groups, whereas the glycine carbon was detected in both, the guainidino groups and L-glucosamine (Numerof et al, 1954). Silverman and Rieder (1960) studied the formation of the L-glucosaminie from C-1-and C-6-labeled n-glucose.…”

Section: Biosynthesis Of Streptomycinmentioning

confidence: 99%

“…From these findings it is difficult to conclude whether these 2-, 3-, or 4-carbon compounds are involved t Not determined. in the biosynthesis of streptomycin. The only acid which was studied in isotopic experiments is acetate; in this case it could be shown that its carbon is incorporated only into the guanidino groups, most probably after oxidation to CO2 and fixation of this end product (Numerof et al, 1954). In experiments with resting cells, however, acetate gave the same yield as glucose.…”

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Studies on the Biosynthesis of Streptomycin

Majumdar¹,

Kutzner²

1962

Applied Microbiology

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1962. iMyo-inositol, especially in combination with arginine, enhances streptomycin production. Compounds which show structural relationship with myo-inositol are ineffective. Myo-inositol decreases the incorporation of CI4-glucose into streptomycin, particularly into streptidine. This effect suggests that myo-inositol is a precursor of the streptidine ring. Methionine stimulates antibiotic production in a synthetic medium but proves to be unfavorable in a complex medium. The y-and S-isomers of hexachlorocyclohexane inihibit streptomycin formation. The formation of streptomycin by washed mycelium was studied. Essentially the same results were here obtained as with growing cultures.

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Section: Biosynthesis Of Streptomycinmentioning

confidence: 99%

Section: 'mentioning

confidence: 99%

Studies on the Biosynthesis of Streptomycin

Majumdar¹,

Kutzner²

1962

Applied Microbiology

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“…Recent work (Numerof, Gordon, Virgona & O'Brien, 1954) has indicated that streptomycin can be elaborated by Streptomyce8 griseu8 with D-glucose as sole carbon source. The radioactive labels of added [14C]glycine and acetate were significantly incorporated only in the guanidine side chains.…”

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Actinomycete metabolism. Incorporation of 14C-labelled compounds into streptomycin

Hunter¹,

Hockenhull²

1955

Biochemical Journal

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“…5). The mechanism of its formation from D-glucose, which is the precursor of this moiety (NUMEROF et al, 1954;HUNTER and HOCKENHULL, 1955), is of considerable interest. Three mechanisms of formation from D-glucose can be postulated: 1. formyl addition at carbon 3 of a pentose precursor derived from glucose, 2. fission of the glucose molecule and reassembly of the fragments in such a manner as to form a formyl deoxypentose, and 3. an intramolecular carbon-carbon rearrangement of glucose either prior to or after a reduction reaction at carbon 6.…”

Section: Biosynthesis Of Streptosementioning

confidence: 99%

Biosynthesis

1967

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All rights, especially that of translation into f oreign 1anguages, reserved. It is also forbidden to reproduce this book, either who1e or in part, by photomechanical means (photostat, microfilm and/or microcard) or by other procedure without written pennission from Springcr-Vcrlag Berlin Heide1bCig GmbH. DedicationFor most areas of scientific pursuit, there is usually that rare investigator who has the imagination to conceive ideas, who has faith in his visions, and who has the ability to critically test his concepts in the laboratory. Almost invariably, this scientist also inspires younger men to enthusiastically enter into his research program. To him should go the accolades and the recognitions of the esteem in which he is held. As only a small part of this esteem, we wish to dedicate these books to Professor SELMAN A. W AKSMAN in appreciation of his leadership and contributions in all facets of antibiotic research. PrefaceThe idea for publishing these books on the mechanism of action and on the biosynthesis of antibiotics was born of frustration in our attempts to keep abreast of the literature. Gone were the years when we were able to keep a bibliography on antibiotics and feel confident that we could find everything that was being published on this sUbject. These fields of investigation were moving forward so rapidly and were encompassing so wide a range of specialized areas in microbiology and chemistry that it was almost impossible to keep abreast of developments. In our naivete and enthusiasm, however, we were unaware that we were toying with an idea that might enmesh us, that we were creating an entity with a life of its own, that we were letting loose a Golom who instead of being our servant would be our master.That we set up ideals for these books is obvious; they would be current guides to developments and information in the areas of mechanism of action and biosynthesis of antibiotics. For almost every subject, we wished to enlist the aid of an investigator who himself had played a part in determining the nature of the phenomena that were being discussed. One concept for the books was that they include only antibiotics for which a definitive, well-documented mechanism of action or biosynthetic pathway was known. Yet, such an approach would not entirely serve the purpose we projected, for it would not encompass all of the information available in these fields of antibiotic investigations and blind searches for the original literature would still have to be made. We therefore chose to include any and all antibiotics about which some pertinent information had been published. It was obvious even at the start that such a compilation, integration, and analysis of information could never be complete unless scientific investigations ceased at the moment the last manuscript was submitted-an end that was neither desirable nor possible. An addendum was therefore included at the end of the volume and left open for the addition of new information until the last pages of the regular articles had been printed.The...

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Biosynthesis of Streptomycin. I. Studies with C-14-Labeled Glycine and Acetate¹

Cited by 18 publications

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Studies on the Biosynthesis of Streptomycin

Studies on the Biosynthesis of Streptomycin

Actinomycete metabolism. Incorporation of 14C-labelled compounds into streptomycin

Biosynthesis

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Biosynthesis of Streptomycin. I. Studies with C-14-Labeled Glycine and Acetate1

Cited by 18 publications

References 0 publications

Studies on the Biosynthesis of Streptomycin

Studies on the Biosynthesis of Streptomycin

Actinomycete metabolism. Incorporation of 14C-labelled compounds into streptomycin

Biosynthesis

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Biosynthesis of Streptomycin. I. Studies with C-14-Labeled Glycine and Acetate¹