Preparation of Hydroxylysine-epsilon-14C and Lysine-epsilon-14C.

Lindstedt, Sven; Rubinstein, Kurt; Jensen, Kai Arne; Schønfeldt, E.; Steensgaard, Inger; Rosenberg, Th.

doi:10.3891/acta.chem.scand.07-0340

Cited by 11 publications

(3 citation statements)

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“…Hydroxy-L-lysine was isolated from gelatin (8). A mixture of the four isomers of hydroxylysine was synthesized by the method of Linstedt (11). Hydroxylysine-6-4C was synthesized using K'4 CN.…”

Section: Methodsmentioning

confidence: 99%

Transport of Lysine and Hydroxylysine in Streptococcus faecalis

et al. 1972

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Data are presented which support the view that L-lysine is transported by two systems in Streptococcus faecalis. The system with the higher affinity for L-lysine appears to be specific for L-lysine among the common amino acids and to require an energy source. The second system transports both L-lysine and L-arginine and does not appear to require an energy source. Both of these systems will accept hydroxy-L-lysine as a substrate as shown by the energy requirement for hydroxy-L-lysine transport and by the inhibition of uptake by L-arginine as well as by L-lysine. The affinity of both systems appears to be considerably lower for hydroxy-L-lysine than for L-lysine. A mutant of S. faecalis which is resistant to the growth inhibitory action of hydroxy-L-lysine appears to differ from the parent strain by having a defective L-lysine-specific transport system. In this mutant, hydroxy-L-lysine is not readily transported via the L-lysinespecific system because of the mutation or via the second system because of the high concentration of L-arginine present in the growth medium. This overall lack of transport prevents hydroxy-L-lysine from reaching inhibitory levels within the cell.From the glucose-phosphate buffer con-180

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Section: Methodsmentioning

confidence: 99%

Transport of Lysine and Hydroxylysine in Streptococcus faecalis

et al. 1972

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“…Hydroxy-L-lysine was isolated from a gelatin hydrolysate (11). Hydroxylysine (DL plus allo-DL) was synthesized as described by Linstedt (19). [6-14C]hydroxylysine was synthesized by the same method using K'4CN, and the racemates were separated by ion-exchange chromatography (11).…”

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confidence: 99%

“…Each racemate was then resolved by the selective uptake of the L-isomer by S. faecalis (8). 2-Amino-5-hydroxyadipate (mixed isomers) was synthesized by hydrolysis of the cyanohydrin intermediate in hydroxylysine synthesis (19). 5-Amino-4-hydroxyvaleric acid was synthesized by the reduction of 5-aminolevulinate (29).…”

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confidence: 99%

Metabolism of 5-hydroxylysine in Pseudomonas fluorescens

Friede¹,

Henderson²

1976

J Bacteriol

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Hydroxylysine is metabolized via two routes by a Pseudomonas fluorescens strain as shown by the oxidation of selected intermediates. Hydroxy-ilysine is oxidized via a pathway analogous to the monooxygenase pathway for ilysine, and data suggest that at least some of the enzymes are those involved in the metabolism of ilysine. Hydroxy-Irlysine is also converted by a racemase to allohydroxy-D-lysine, which is then degraded via a pathway analogous to, but different from, that described for D-lysine, involving hydroxy-L-pipecolate, 2amino-5-hydroxyadipate, and 2-hydroxyglutarate. Data obtained with mutants unable to oxidize L-pipecolate suggest that the enzymes for the metabolism of hydroxy-L-pipecolate are distinct from those for L-pipecolate. Studies on nand Llysine degradation have shown that the previously described pathways for these compounds are present in this soil pseudomonad.

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Syntheses and uses of isotopically labelled cyanides

Pichat¹

1970

PATAI'S Chemistry of Functional Groups

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Preparation of Hydroxylysine-epsilon-14C and Lysine-epsilon-14C.

Cited by 11 publications

References 0 publications

Transport of Lysine and Hydroxylysine in Streptococcus faecalis

Transport of Lysine and Hydroxylysine in Streptococcus faecalis

Metabolism of 5-hydroxylysine in Pseudomonas fluorescens

Syntheses and uses of isotopically labelled cyanides

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