Bogazkaya, Anna M. et al. published their research in Beilstein Journal of Organic Chemistry in 2014 | CAS: 37905-02-5

(2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate (cas: 37905-02-5) belongs to esters. Volatile esters with characteristic odours are used in synthetic flavours, perfumes, and cosmetics. Certain volatile esters are used as solvents for lacquers, paints, and varnishes. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Recommanded Product: (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate

Selective allylic hydroxylation of acyclic terpenoids by CYP154E1 from Thermobifida fusca YX was written by Bogazkaya, Anna M.;von Buehler, Clemens J.;Kriening, Sebastian;Busch, Alexandrine;Seifert, Alexander;Pleiss, Juergen;Laschat, Sabine;Urlacher, Vlada B.. And the article was included in Beilstein Journal of Organic Chemistry in 2014.Recommanded Product: (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate The following contents are mentioned in the article:

Allylic alcs. are valuable precursors in the synthesis of pharmaceutical intermediates, agrochems. and natural products. Regioselective oxidation of parental alkenes is a challenging task for chem. catalysts and requires several steps including protection and deprotection. Many cytochrome P 450 enzymes are known to catalyze selective allylic hydroxylation under mild conditions. Here, we describe CYP154E1 from Thermobifida fusca YX that enables this type of oxidation Several acyclic terpenoids were tested as possible substrates for CYP154E1, and the regio- and chemo-selectivity of their oxidation was investigated. Using a previously established bioinformatics approach we identified position 286 in the active site of CYP154E1 which is putatively involved in substrate binding and thereby might have an effect on enzyme selectivity. To tune regio- and chemo-selectivity of the enzyme three mutants at position 286 were constructed and used for substrate oxidation All formed products were analyzed with GC-MS and identified using chem. synthesized authentic samples and known compounds as references Best regioselectivity towards geraniol and nerol was observed with the wild type enzyme mainly leading to 8-hydroxy derivatives (8-hydroxygeraniol or 8-hydroxynerol) with high selectivity (100% and 96% resp.). Highest selectivities during the oxidation of geranylacetone and nerylacetone were observed with the following variants: V286F led mainly to 7-hydroxygeranylacetone (60% of the total product) and V286A produced predominantly 12-hydroxynerylacetone (75% of total product). Thus, CYP154E1 and its mutants expand the tool-box for allylic hydroxylation in synthetic chem. This study involved multiple reactions and reactants, such as (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate (cas: 37905-02-5Recommanded Product: (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate).

(2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate (cas: 37905-02-5) belongs to esters. Volatile esters with characteristic odours are used in synthetic flavours, perfumes, and cosmetics. Certain volatile esters are used as solvents for lacquers, paints, and varnishes. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Recommanded Product: (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics