Disease relevance of Dodecanol

• Effect of monolauryl succinate, lauryl alcohol and succinic acid on hemolysis and liver mitochondrial lysis in vitro in chicks [1].
• Addition of octanoic, decanoic, or dodecanoic acids (as K(+) salts) to the broth (100 mg L(-1)) markedly increased the production of the corresponding alcohols by E. coli, ranging from a 13-fold increase for decanol to a 51-fold increase for dodecanol [2].
• The fatty alcohols (decanol, undecanol and lauryl alcohol), which showed greater permeation of melatonin, also produced greater TEWL, skin blood flow and erythema [3].
• Alcohols comprising 1-octanol, 1-decanol, and 1-dodecanol occurred as products from enteric Gram negative bacteria, which included Citrobacter, Enterobacter, Klebsiella, Salmonella, and Shigella [4].

High impact information on Dodecanol

• When a group of Rana pipiens tadpoles were treated with dodecanol, half were anesthetized by 4.7 microM (free aqueos concentration), and the corresponding concentration in the tissues was found to be 0.4 mmol per kg wet weight [5].
• Antagonist potency declined from 1-dodecanol (C12) to 1-tridecanol (C13), and 1-tetradecanol (C14) and 1-pentadecanol (C15) were inactive [6].
• Monolithic materials were prepared in capillaries by in situ polymerization of acrylamide, glycidyl methacrylate, and N,N'-methylenebisacrylamide in the presence of 1,4-butanediol, dodecanol, and DMSO as porogens [7].
• These aliphatic components are the bioluminescence reaction substrate, tetradecanal or other long-chain aldehyde, its carboxylic acid product, or dodecanol used as a stabilizer of the luciferase peroxyflavin [8].
• Products of alkane hydroxylase activity like 1-dodecanol prevent induction of alkM expression. alkM is expressed only in stationary phase, suggesting its dependence on at least one other regulatory mechanism [9].

Chemical compound and disease context of Dodecanol

• The most active compound is 1-dodecanol, followed by 1,2-dodecanediol and the C10 benzylidene acetal, which show 50% hemolysis at 15, 99 and 151 microM, respectively, at 37 degrees C. A few lysolecithins and longer chain cis-unsaturated alcohols were studied for comparison purposes, and were found to be more active than 1-dodecanol [10].

Biological context of Dodecanol

• The crosslinked crystals were then used to catalyze the esterification of (R,S)-ibuprofen with dodecanol in octane at various water activities [11].
• Azone and lauryl alcohol, a possible decomposition product of DDAIP, were used as standard enhancers for comparison [12].
• Frog liver microsomes catalyzed the hydroxylation of 1-dodecanol into the corresponding omega- and (omega-1)-hydroxy derivatives [13].
• It was concluded that the percutaneous absorption of DDA from microemulsions was enhanced with increasing the lauryl alcohol and water contents, and with decreasing the Labrasol:ethanol mixing ratio in the formulation [14].
• No significative difference between LD50 was found when 1-dodecanol was injected in recently hatched adult R. prolixus (1-4 h old) nor in older adults (24 h old) [15].

Anatomical context of Dodecanol

• 1. The effects of n-alcohols (ethanol to dodecanol) and anaesthetics on strychnine-sensitive glycine receptors were studied in Xenopus oocytes expressing homomeric alpha 1 or alpha 2 glycine receptor subunits, with the two electrode voltage-clamp recording technique [16].
• Omega- and (omega-1)-hydroxylation of 1-dodecanol by frog liver microsomes [13].
• The effective resistance of the intestinal unstirred water layer was measured with lauryl alcohol, and in control rats this resistance was lowest in the ileum, highest in the colon, and of intermediate value in the jejunum [17].
• The results on partitioning coefficients in the n-octanol/buffer system were confirmed using an in vitro transport model with artificial (dodecanol collodium membrane) and biological membranes (Charles-River guinea pig) [18].
• Analyzing lungs and trachea for the dodecyl alcohol indicated 25.6 micrograms/g, 27.1 microbrams/g, and 23.1 micrograms/g for rats caged individually, in threes, or in sevens, respectively [19].

Associations of Dodecanol with other chemical compounds

• Mixtures of sodium dodecyl sulfate/dodecanol at the air/water interface by computer simulations [20].
• The influence of esterification reactions on the surface chemistry and colloid stability of hydroxyapatite (HAP) was studied by aging nanophase HAP in dodecyl alcohol at elevated temperatures (115 degrees C and 190 degrees C) [21].
• Metabolic conversions of benzoic acid, camphor, 1,8-cineol, cinnamic acid, p-coumaric acid, coumarin, cumene, 1,12-dodecanediol, 1-dodecanol, 4-ethoxybenzoic acid, and 7-ethoxycoumarin were observed with P. chrysosporium for the first time [22].
• Phosphodiester oligodeoxyribonucleotides linked to an intercalating agent or a dodecanol tail or both complementary to the 12th codon region of Ha-ras mRNA were compared with the unmodified oligonucleotides of the same size and sequence with respect to their ability to induce RNaseH cleavage and antisense activity in cell culture [23].
• Inclusion complexes of V-amylose with undecanoic acid and dodecanol at atomic resolution: X-ray structures with cycloamylose containing 26 D-glucoses (cyclohexaicosaose) as host [24].

Gene context of Dodecanol

• Dodecanol-tolerant strains were prepared from the wild type strain H222 as well as the acyl-CoA oxidase deleted (deltaPOX2, POX3, POX5) strain MTLY35 [25].
• Dodecyl alcohol modified HAP exhibited a larger TGA mass loss upon heating (up to 4.8%) compared to untreated HAP (2.5-3.2wt%) [21].
• 0. The formation of omega-hydroxydodecanol was more sharply inhibited by CO than was the formation of (omega-1)-hydroxydodecanol, implying that more than one cytochrome P-450 was involved in the hydroxylation of 1-dodecanol and that CO has a higher affinity for the P-450 catalyzing the omega-hydroxylation [13].
• Surface modification of hydroxyapatite. Part I. Dodecyl alcohol [21].
• SDS synthesis is a relatively simple process involving the sulfation of 1-dodecanol followed by neutralization with a cation source [26].

Analytical, diagnostic and therapeutic context of Dodecanol

• Adsorption and surface rheology of n-dodecanol at the water/air interface [27].
• The diunsaturated C12 alcohol (Z,Z)-dodeca-3,6-dien-1-ol (dodecadienol) has been characterized by GC-MS and FTIR as a novel releaser pheromone in termites [28].
• This paper deals with searching of HPLC chromatographic conditions for determination and separation of Transkarbam 12 (T 12) and its two main degradation products (omega-aminocaproic acid and dodecylalcohol) [29].
• The interaction of surfactants sodium dodecyl sulfate (SDS), cetyl trimethyl ammonium chloride (CTAC) and lauryl alcohol ethoxylated (12 mol ethylene oxide) (LAE-12OE) was evaluated on the stratum corneum (SC) of shed snake skins from Bothrops jararaca, used as model membrane, and thermal characterized by differential scanning calorimetry (DSC) [30].

References