Disease relevance of Orthovanilline

• In contrast, the vanillin study primarily showcases which non-native pathways need to be added into Escherichia coli [1].
• A gene encoding a novel enoyl-SCoA hydratase/lyase enzyme for the hydration and nonoxidative cleavage of feruloyl-SCoA to vanillin and acetyl-SCoA was isolated and characterized from a strain of Pseudomonas fluorescens [2].
• The olfactory threshold for vanillin was lower in migraine sufferers than in controls [3].
• Production of vanillic acid from vanillin by resting cells of Serratia marcescens [4].
• The conversions of vanillic acid and O-benzylvanillic acid to vanillin were examined by using whole cells and enzyme preparations of Nocardia sp. strain NRRL 5646 [5].

Psychiatry related information on Orthovanilline

• The influence of early experience with vanillin on food preference later in life [6].
• In olfaction, it is not possible to determine which nostril is being stimulated, i.e., lateralize, when a pure olfactory substance, e.g., phenylethyl alcohol or vanillin, is administered into one nostril, and, simultaneously, an odorless, solvent blank into the contralateral nostril [7].

High impact information on Orthovanilline

• Rheologic evaluation (pO2 scan Ektacytometry) of vanillin-reacted HbS erythrocytes shows a dose-dependent inhibition of deoxygenation-induced cell sickling [8].
• Doubly recombinant resting E. coli cells efficiently reduce vanillic acid to vanillin [9].
• In particular, 2,4-dihydroxybenzaldehyde and o-vanillin, at concentrations of 5 mM, produced 2- to 3-fold reductions in the P50 (partial pressure of oxygen at half-saturation) of sickle hemoglobin in whole blood [10].
• In Pseudomonas strains, the metabolic pathway from eugenol via ferulic acid to vanillin has been characterised at the enzymic and molecular genetic levels [11].
• In addition, the bi- and tri-heterocyclic coumarins and 1-azacoumarins with benzofuran, furan and thiazole ring systems along with biocompatible fragments like vanillin have shown remarkable potency as anti-inflammatory agents in animal models [12].

Chemical compound and disease context of Orthovanilline

• The 5.2-kb BamHI-EcoRI fragment in this cosmid conferred the transformation activity of ferulic acid to vanillin on Escherichia coli host cells [13].
• A two-step batch fermentation-bioconversion of vanillin (4-hydroxy-3-methoxybenzaldehyde) to vanillic acid (4-hydroxy-3-methoxybenzoic acid) was developed, utilizing whole cells of Streptomyces viridosporus T7A [14].
• Nitrate enhanced the vanillin- and vanillate-dependent growth of Clostridium thermoaceticum [15].
• Mutations induced by N-methyl-N'-nitro-N-nitrosoguanidine (MNNG) were strongly enhanced in the presence of o-vanillin in E. coli B [16].
• The 1.8 A resolution structure of hydroxycinnamoyl-coenzyme A hydratase-lyase (HCHL) from Pseudomonas fluorescens, an enzyme that catalyses the transformation of feruloyl-coenzyme A to vanillin [17].

Biological context of Orthovanilline

• Each OR appears to recognize odorants based on similarities in molecular structures such that mOR-EG, a mouse OR, binds eugenol, vanillin, and some other structurally related odorants [18].
• Mutants of this strain which were impaired in the catabolism of vanillin but retained the ability to utilize eugenol or protocatechuate were obtained after nitrosoguanidine mutagenesis [19].
• Like vanillin, p-HBA also inhibits iron-dependent lipid peroxidation in rat brain homogenate, microsomes and mitochondria [20].
• The effects of vanillin on H2O2-induced chromosome aberrations were also examined [21].
• The first step is devoted to the identification of the underlying reaction structure and the development of a validated mass balance model for the growth of P. cinnabarinus and the biotransformation of vanillic acid into vanillin [22].

Anatomical context of Orthovanilline

• To obtain OERPs, stimulants were chosen to stimulate specifically the olfactory nerve (2.1 ppm vanillin, 0.8 ppm H2S) [23].
• Smelling of vanillin activated bilaterally the amygdala and piriform cortex [24].
• These altered dormancy and tetrazolium uptake properties were related to defects in the pigmentation of the endothelium and its neighboring crushed parenchymatic layers, as determined by vanillin staining and microscopic observations [25].
• In contrast to vanillin, which solely activates the olfactory cortex, acetone engages predominantly trigeminal projections from the nasal mucosa [24].
• Suppression of mitomycin C-induced micronuclei in mouse bone marrow cells by post-treatment with vanillin [26].

Associations of Orthovanilline with other chemical compounds

• Deviations with respect to a statistical distribution of 13C have been detected in the case of acetic acid and vanillin [27].
• In addition, pyridoxal hydrochloride and o-vanillin served as electron donors for sulfate reduction [28].
• HPLC analysis of the products of the reaction between 1 and Cl(3)COO(.) revealed the formation of higher concentrations of ferulic acid (7), along with vanillin (6) [29].
• HCHL is a member of the crotonase superfamily and catalyses the hydration of the acyl-CoA thioester of ferulic acid [3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoic acid] and the subsequent retro-aldol cleavage of the hydrated intermediate to yield vanillin (4-hydroxy-3-methoxy-benzaldehyde) [17].
• Regarding the MNNG-induced frameshifts at the A.T base pair, the +1(A.T) frameshift was much more enhanced by o-vanillin than the -1(A.T) frameshift [30].

Gene context of Orthovanilline

• Post-replication repair and recombination in uvrA umuC strains of Escherichia coli are enhanced by vanillin, an antimutagenic compound [31].
• These findings suggest that the antimutagenic effect of vanillin is the result of enhancement of a recA-dependent, error-free, pathway of post-replication repair [31].
• Effects of vanillin on UV killing of umuC mutant strains of E. coli were investigated in order to analyze the antimutagenic role of vanillin in mutagenesis [31].
• These results show that vanillin is able to inhibit mutation at the CD59 locus and modify toxicity in a mutagen-specific manner [32].
• The vanillin-induced potentiation of H(2)O(2) toxicity is shown not to involve inhibition of catalase or glutathione peroxidase [32].

Analytical, diagnostic and therapeutic context of Orthovanilline

• We have determined by high performance liquid chromatography that vanillin reacts covalently with sickle hemoglobin (HbS) both in solution and in intact red blood cells [8].
• Attempts to introduce vanillin production into other organisms by genetic engineering have begun [11].
• Determination of vanillin and related flavor compounds in cocoa drink by capillary electrophoresis [33].
• Gas chromatography measurements showed that, even at 23 degrees C, the saturated vapor concentrations of the undetected stimuli, except vanillin, were well above the respective calculated nasal pungency threshold (NPT) from an equation that, in the past, had accurately described and predicted NPTs [34].
• Female mice were injected intraperitoneally with ethylnitrosourea (ENU) on the 10th day of pregnancy and received 3 successive oral administrations of vanillin [35].

References