2-3-oxidosqualene and propylene

2-3-oxidosqualene has been researched along with propylene* in 1 studies

Other Studies

1 other study(ies) available for 2-3-oxidosqualene and propylene

Article	Year
Squalene-hopene cyclase: final deprotonation reaction, conformational analysis for the cyclization of (3R,S)-2,3-oxidosqualene and further evidence for the requirement of an isopropylidene moiety both for initiation of the polycyclization cascade and for Organic & biomolecular chemistry, 2004, May-21, Volume: 2, Issue:10 To provide insight into the polycyclization mechanism of squalene by squalene-hopene cyclase (SHC) from Alicyclobacilus acidocaldarius, some analogs of nor- and bisnorsqualenes were synthesized including the deuterium-labeled squalenes and incubated with the wild-type SHC, leading to the following inferences. (1) The deprotonation reaction for the introduction of the double bond of the hopene skeleton occurs exclusively from the Z-methyl group on the terminal double bond of squalene. (2) 3R-Oxidosqualene was folded in a boat conformation for the A-ring construction, while the 3S-form was in a chair structure. (3) The terminal two methyl groups are indispensable both for the formation of the 5-membered E-ring of the hopene skeleton and for the initiation of the polycyclization cascade, but the terminal Z-methyl group has a more crucial role for the construction of the 5-membered E-ring than the E-methyl group. (4) Some of the novel terpene skeletons, 36, 37, 39 and 40, were created from the analogs employed in this investigation. Topics: Alkenes; Binding Sites; Bridged-Ring Compounds; Chromatography, Gas; Cyclization; Deuterium; Gram-Positive Bacteria; Intramolecular Transferases; Magnetic Resonance Spectroscopy; Models, Chemical; Models, Molecular; Molecular Conformation; Molecular Structure; Polycyclic Compounds; Recombinant Proteins; Squalene; Stereoisomerism; Structure-Activity Relationship; Triterpenes; Water	2004

Article

Year

Squalene-hopene cyclase: final deprotonation reaction, conformational analysis for the cyclization of (3R,S)-2,3-oxidosqualene and further evidence for the requirement of an isopropylidene moiety both for initiation of the polycyclization cascade and for

Organic & biomolecular chemistry, 2004, May-21, Volume: 2, Issue:10

To provide insight into the polycyclization mechanism of squalene by squalene-hopene cyclase (SHC) from Alicyclobacilus acidocaldarius, some analogs of nor- and bisnorsqualenes were synthesized including the deuterium-labeled squalenes and incubated with the wild-type SHC, leading to the following inferences. (1) The deprotonation reaction for the introduction of the double bond of the hopene skeleton occurs exclusively from the Z-methyl group on the terminal double bond of squalene. (2) 3R-Oxidosqualene was folded in a boat conformation for the A-ring construction, while the 3S-form was in a chair structure. (3) The terminal two methyl groups are indispensable both for the formation of the 5-membered E-ring of the hopene skeleton and for the initiation of the polycyclization cascade, but the terminal Z-methyl group has a more crucial role for the construction of the 5-membered E-ring than the E-methyl group. (4) Some of the novel terpene skeletons, 36, 37, 39 and 40, were created from the analogs employed in this investigation.

Topics: Alkenes; Binding Sites; Bridged-Ring Compounds; Chromatography, Gas; Cyclization; Deuterium; Gram-Positive Bacteria; Intramolecular Transferases; Magnetic Resonance Spectroscopy; Models, Chemical; Models, Molecular; Molecular Conformation; Molecular Structure; Polycyclic Compounds; Recombinant Proteins; Squalene; Stereoisomerism; Structure-Activity Relationship; Triterpenes; Water

2004