Biosynthesis of l-[15N]aspartic acid and l-[15N]alanine by immobilized bacteria

Kahana, Zvi E.; Lapidot, Aviva

doi:10.1016/0003-2697(82)90532-2

Cited by 10 publications

(1 citation statement)

References 15 publications

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“…Immobilized microorganisms have successfully been introduced into the production of amino acids in a technical scale (Fukui and Tanaka, 1982;Izumi et al, 1978), and have also been used for the synthesis of labelled amino acids (Kahana and Lapidot, 1982). Stable isotopes labelled amino acids have been administered for enzyme regulation studies in man (Clarke and Bier, 1982), and are also useful for rapid diagnosis of protein turnover and metabolic diseases (Faust et al, 1982;.…”

Section: Introductionmentioning

confidence: 99%

Conversion of L-phenylalanine to L-tyrosine by immobilized bacteria

1983

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Section: Introductionmentioning

confidence: 99%

Conversion of L-phenylalanine to L-tyrosine by immobilized bacteria

1983

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Studies on the Biosynthesis of Tabtoxin (Wildfire Toxin). Origin of the Carbonyl C‐Atom of the β‐Lactam Moiety from the C₁‐Pool

Müller

Hädener

Tamm

1987

Helvetica Chimica Acta

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Re‐isolation of Pseudomonas tabaci strain NCPPB 2730 from its host, the tobacco plant, led to an activation of the bacteria in order to produce the β‐lactam dipeptide tabtoxin (Wildfire toxin, 1). Incorporation of several 14C‐labelled amino acids as well as L‐[methyl‐13C]methionine, L‐[1,2‐13C2]‐ and L‐[3,4‐13C2]aspartate, rac ‐[1,2‐13C2]glycerol, and [1,2‐13C2]acetate into isotabtoxion (2) demonstrated that the building blocks of tabtoxin (1) are L‐threonine, L‐aspartate, the Me group of L‐methionine and a C2‐unit derived from the C3‐pool (Fig. 3). The Me group of L‐methionine provides the carbonyl C‐atom of the β‐lactam moiety. These findings represent a novel pathway in β‐lactam biosynthesis. Mechanistic aspects with respect to the β‐lactam ring formation are discussed. A biradical 16 is proposed as an intermediate during the cyclization of a N‐formyl‐α‐amino ketone 15.

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Studies on the Biosynthesis of Spirostaphylotrichin A

Sandmeier

Tamm

1989

Helvetica Chimica Acta

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Incorporation of 14C‐labelled acetate and amino acids as well as of [1‐13C]‐, [2‐13C]‐, and [1,2‐13C2] acetate, L‐[methyl13C] methionine, [2,3‐13C2] succinate, and L‐[2,3‐13C2] aspartate into spirostaphylotrichin A (1) by Staphylotrichum coccosporum demonstrates that the building blocks of 1 are 5 units of acetate/malonate, 1 unit of methionine, and a C4‐dicarboxylic acid. The latter is most likely aspartate and derived from the citric‐acid cycle. Using [2‐13C, 2‐2H3] acetate as a precursor, the starter unit of the polyketide chain was identified.

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Biosynthesis of l-[15N]aspartic acid and l-[15N]alanine by immobilized bacteria

Cited by 10 publications

References 15 publications

Conversion of L-phenylalanine to L-tyrosine by immobilized bacteria

Conversion of L-phenylalanine to L-tyrosine by immobilized bacteria

Studies on the Biosynthesis of Tabtoxin (Wildfire Toxin). Origin of the Carbonyl C‐Atom of the β‐Lactam Moiety from the C₁‐Pool

Studies on the Biosynthesis of Spirostaphylotrichin A

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Biosynthesis of l-[15N]aspartic acid and l-[15N]alanine by immobilized bacteria

Cited by 10 publications

References 15 publications

Conversion of L-phenylalanine to L-tyrosine by immobilized bacteria

Conversion of L-phenylalanine to L-tyrosine by immobilized bacteria

Studies on the Biosynthesis of Tabtoxin (Wildfire Toxin). Origin of the Carbonyl C‐Atom of the β‐Lactam Moiety from the C1‐Pool

Studies on the Biosynthesis of Spirostaphylotrichin A

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Studies on the Biosynthesis of Tabtoxin (Wildfire Toxin). Origin of the Carbonyl C‐Atom of the β‐Lactam Moiety from the C₁‐Pool