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Literature summary for 1.14.14.51 extracted from

  • Hamada, H.; Kondo, Y.; Ishihara, K.; Nakajima, N.; Kurihara, R.; Hirata, T.
    Stereoselective biotransformation of limonene and limonene oxide by cyanobacterium, Synechococcus sp. PCC 7942 (2003), J. Biosci. Bioeng., 96, 581-584.
    View publication on PubMed
Search for more literature for 1.14.14.51

Protein Variants

Protein Variants Comment Organism
additional information repetitive production of carveol from limonene was achieved using Ca2+ alginate-immobilized cyanobacterial cells Synechococcus sp.

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(S)-limonene + NADPH + H+ + O2 Synechococcus sp. convertion of (S)-limonene to cis- and trans-carveols in cells in 11% and 9% yields, respectively, after 6 h. The cells discriminate the (R) and (S) stereoisomers of the limonene and hydroxylate regioselectively at the 6-position of the (R) form (-)-trans-carveol + NADP+ + H2O
-
 ?
(S)-limonene + NADPH + H+ + O2 Synechococcus sp. PCC 7942 convertion of (S)-limonene to cis- and trans-carveols in cells in 11% and 9% yields, respectively, after 6 h. The cells discriminate the (R) and (S) stereoisomers of the limonene and hydroxylate regioselectively at the 6-position of the (R) form (-)-trans-carveol + NADP+ + H2O
-
 ?
additional information Synechococcus sp. (S)-limonene is hydroxylated stereo- and regioselectively at its allylic position of the endocyclic C=C double bond by the cyanobacterial cells to its corresponding alcohol. The cells also show the ability for the enantio- and stereoselective cleavage of the epoxide group of (1S,2R,4R)-limonene oxide to give (1S,2S,4R)-limonene-1,2-diol. Biotransformation of (+)-limonene oxide produces (1S,2S,4R)-limonene-1,2-diol and (1S,4R)-limonene-1-ol-2-one in 32% and 16% yields, respectively, and (1R,2S,4R)-limonene oxide is recovered ?
-
 ?
additional information Synechococcus sp. PCC 7942 (S)-limonene is hydroxylated stereo- and regioselectively at its allylic position of the endocyclic C=C double bond by the cyanobacterial cells to its corresponding alcohol. The cells also show the ability for the enantio- and stereoselective cleavage of the epoxide group of (1S,2R,4R)-limonene oxide to give (1S,2S,4R)-limonene-1,2-diol. Biotransformation of (+)-limonene oxide produces (1S,2S,4R)-limonene-1,2-diol and (1S,4R)-limonene-1-ol-2-one in 32% and 16% yields, respectively, and (1R,2S,4R)-limonene oxide is recovered ?
-
 ?

Organism

Organism UniProt Comment Textmining
Synechococcus sp.
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-
-
Synechococcus sp. PCC 7942
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(S)-limonene + NADPH + H+ + O2
-
 Synechococcus sp. (-)-trans-carveol + NADP+ + H2O
-
 ?
(S)-limonene + NADPH + H+ + O2 convertion of (S)-limonene to cis- and trans-carveols in cells in 11% and 9% yields, respectively, after 6 h. The cells discriminate the (R) and (S) stereoisomers of the limonene and hydroxylate regioselectively at the 6-position of the (R) form Synechococcus sp. (-)-trans-carveol + NADP+ + H2O
-
 ?
(S)-limonene + NADPH + H+ + O2
-
 Synechococcus sp. PCC 7942 (-)-trans-carveol + NADP+ + H2O
-
 ?
(S)-limonene + NADPH + H+ + O2 convertion of (S)-limonene to cis- and trans-carveols in cells in 11% and 9% yields, respectively, after 6 h. The cells discriminate the (R) and (S) stereoisomers of the limonene and hydroxylate regioselectively at the 6-position of the (R) form Synechococcus sp. PCC 7942 (-)-trans-carveol + NADP+ + H2O
-
 ?
additional information (S)-limonene is hydroxylated stereo- and regioselectively at its allylic position of the endocyclic C=C double bond by the cyanobacterial cells to its corresponding alcohol. The cells also show the ability for the enantio- and stereoselective cleavage of the epoxide group of (1S,2R,4R)-limonene oxide to give (1S,2S,4R)-limonene-1,2-diol. Biotransformation of (+)-limonene oxide produces (1S,2S,4R)-limonene-1,2-diol and (1S,4R)-limonene-1-ol-2-one in 32% and 16% yields, respectively, and (1R,2S,4R)-limonene oxide is recovered Synechococcus sp. ?
-
 ?
additional information no activity with (R)-limonene Synechococcus sp. ?
-
 ?
additional information (S)-limonene is hydroxylated stereo- and regioselectively at its allylic position of the endocyclic C=C double bond by the cyanobacterial cells to its corresponding alcohol. The cells also show the ability for the enantio- and stereoselective cleavage of the epoxide group of (1S,2R,4R)-limonene oxide to give (1S,2S,4R)-limonene-1,2-diol. Biotransformation of (+)-limonene oxide produces (1S,2S,4R)-limonene-1,2-diol and (1S,4R)-limonene-1-ol-2-one in 32% and 16% yields, respectively, and (1R,2S,4R)-limonene oxide is recovered Synechococcus sp. PCC 7942 ?
-
 ?
additional information no activity with (R)-limonene Synechococcus sp. PCC 7942 ?
-
 ?

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
25
-
 assay at Synechococcus sp.

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.1
-
 assay at Synechococcus sp.

Cofactor

Cofactor Comment Organism Structure
NADPH
-
 Synechococcus sp.