ChemicalBook CAS DataBase List (S)-(-)-LIMONENE

(S)-(-)-LIMONENE synthesis

5synthesis methods

Product Name:(S)-(-)-LIMONENE
CAS Number:5989-54-8
Molecular formula:C10H16
Molecular Weight:136.23

d-Limonene may be obtained by steam distillation of citrus peels and pulp resulting from the production of juice and cold pressed oils, or from deterpenation of citrus oils; it is sometimes redistilled.

763-10-0
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5989-54-8
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$11.00/5mL

Yield:5989-54-8 96 %Chromat.

Reaction Conditions:

with Mentha spicata S-limonene synthase;magnesium chloride;D,L-dithiothreitol in hexane;glycerol; pH=7 at 37; for 0.666667 h;Mechanism;Enzymatic reaction;chemoselective reaction;Reagent/catalyst;

Steps:

5.4. The GC-MS assay
General procedure: The reaction system in a total volume of 400 μl contains 25 mM Mopso (pH 7.0), 15 mM MgCl2, 1.0 mM DTT, 10% (v/v) glycerol, 68.5 μM GPP and 2 μg S-limonene synthase. The reaction was performed at 37 °C for 40 min. To trap the limonene, 400 ml hexane was added on top of the reaction mixture and vortexed for 30 min. The mixture was centrifuged to separate the organic layer. 1 μl of hexane containing the analytes was analyzed by GC-MS (ThermoTrace GC Ultra& ISQ). The sample was injected into a HP-88 column 100mx250μMx0.20μM thickness (Agilent). Helium (ultra purity) at a flow rate 1.0 ml/min was used as a carrier gas. The oven temperature was first kept constant at 50 °C for 1 min, and then increased to 130 °C at the increment of 3 °C/min, then increased to 220 °C at the increment of 50 C/min, and finally held at thistemperature for 5 min. The injector and transfer line temperatureswere set at 250 C. Monoterpenes were identified from mass spectra and GC retention times by comparing with available authentic standards (S-limonene, α-pinene and β-pinene) and spectra in libraries (α-phellandrene, β-phellandrene and sabinene). The proportion of each product was based on the ratio of the relative peak abundance. The relative activity is calculated by dividing the total peak area for terpene products of one particular enzyme by that of the wild type limonene synthase.

References:

Xu, Jinkun;Ai, Ying;Wang, Jianhui;Xu, Jingwei;Zhang, Yongkang;Yang, Dong [Phytochemistry,2017,vol. 137,p. 34 - 41]

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