Disease relevance of HSDB 189

• In similar manner, the aldehyde group introduced by selective periodate oxidation into the partially O-deacylated lipopolysaccharide of Vibrio anguillarum was conjugated to 1,6-hexanediamine, converted into the corresponding isothiocyanate and covalently attached to bovine serum albumin [1].
• Toxicity of hexamethylenediamine [2].

Psychiatry related information on HSDB 189

• OBJECTIVES: To study inhalation and dermal exposure to hexamethylene diisocyanate (HDI) and its oligomers as well as personal protection equipment (PPE) use during task performance in conjunction with urinary hexamethylene diamine (HDA) in car body repair shop workers and industrial spray painters [3].

High impact information on HSDB 189

• Cadaverine (1,5-diaminopentane) and 1,6-diaminohexane were the most potent inhibitors of ornithine decarboxylase among the amines tested [4].
• Bovine serum albumin (BSA) and IgG were fluorescently labelled and were either cationized by conjugation with hexamethylenediamine or anionized by succinylation [5].
• By treating the PMMA surface of the microchannel on the microfluidic device with PEI, 10 times more active antibodies can be bound to the microchannel surface as compared to those without treatment or treated with the small amine-bearing molecule, hexamethylenediamine (HMD) [6].
• The nonspecific adsorption due to the electrostatic interaction between the polynucleotide and the residual amino groups on the particle surface via the amination with hexamethylenediamine was significant and could only be reduced by using a high salt (NaCl) concentration [7].
• 1,6-Hexanediamine, commonly used as an internal standard, is unsuitable for the quantification of spermidine and spermine in red blood cells because their percentage recoveries are significantly different (100% for 1,6-hexanediamine, and 70% for spermidine and spermine) [8].

Biological context of HSDB 189

• Chromatographic determination of amines in biological fluids with special reference to the biological monitoring of isocyanates and amines. IV. Determination of 1,6-hexamethylenediamine in human urine using capillary gas chromatography and selective ion monitoring [9].
• To obtain a quantitative correlation between the physicochemical properties of amidated bovine serum albumin (BSA) and their tissue distribution characteristics for the development of targeted delivery of proteins, BSA was amidated with hexamethylenediamine (HMD) or ethylenediamine (ED) to obtain cationized BSAs [10].
• Without catalysts, the reaction was very slow (less than 1% in 10 min at 30 degrees C) while the addition of simple carboxylic-acid-containing neutral buffers markedly catalyses the formation of 1,6-diaminohexane as the known hydrolysis product [11].
• The industrial chemical 1,6-Hexane Diamine, or hexamethylenediamine (HMD), has an acute oral LD50 of 980 mg kg-1 in rats [12].
• Subchronic inhalation toxicity of hexamethylenediamine in rats [13].

Anatomical context of HSDB 189

• A series of these microcapsules with poly(hexamethyleneterephthalamide) membranes was prepared by interfacial polymerization with an 8-fold variation of hexamethylenediamine concentration in the aqueous emulsion phase [14].
• The acute neurotoxicity of a homologous series of diamines (ethylenediamine to 1,6-diaminohexane) was tested by injection into the lateral ventricle of conscious rats, documented as changes in behavior and electroencephalogram (EEG) [15].

Associations of HSDB 189 with other chemical compounds

• Samples were analyzed for a metabolite of HDI, hexamethylene diamine (HDA), by gas chromatography-mass spectrometry (GC-MS) [16].
• A cyclic imine intermediate in the in vitro metabolic conversion of 1,6-diaminohexane to 6-aminohexanoic acid and caprolactam [17].
• 1. 3,4,5,6-Tetrahydro-2H-azepine is an intermediate in the enzyme-catalyzed conversion of 1,6-diaminohexane to 6-aminohexanoic acid and its corresponding lactam, caprolactam, by mammalian liver aldehyde oxidase [17].
• The LD50 values for tetraethyl lead, methomyl and hexamethylenediamine were essentially the same in both fasted and non-fasted rats [18].
• These microbeads were modified by immobilization of a spacer-arm (hexamethylene diamine (HMDA)) and protein A. The optimal values for modifications were as follows: sodium periodate concentration, 1.0 mgml(-1); HMDA concentration, 4 mgml(-1); and glutaraldehyde concentration, 0.070 microgml(-1) [19].

Gene context of HSDB 189

• 3. The results indicate that the cell differentiating agent hexamethylene bisacetamide is converted into 1,6-diaminohexane, and its metabolism therefore involves diamine oxidase [17].
• Incubation of serum serpin (alpha-1-antitrypsin) with 5 mM 1,6-diaminohexane causes significant loss of heterozygotic inhibitor activity [20].
• However, both TEM and SEM data indicated structural differences when lower concentrations of hexamethylenediamine were used, there being a more uniform formation to give a distinct outer membrane layer (18-45 nm) visible on cross-section and appearing as a smooth outer surface [21].
• Hexamethylendiamine (HMDA; CAS No. 124-09-4; 6055-52-3 for the dihydrochloride salt) is moderately toxic following acute doses/exposures with oral lethal doses in rats ranging from 750 to 1500 mg/kg [2].
• The urinary level of HDA, in samples collected immediately after the end of the exposures, was on average 0.02 mmol/mol creatinine (range 0.01-0.03 mmol/mol creatinine) [22].

Analytical, diagnostic and therapeutic context of HSDB 189

• Native bovine IgG molecules were cationized by covalent coupling of hexamethylenediamine and the isoelectric point was raised to greater than 10.7 based on isoelectric focusing studies [23].
• We prepared positively charged SWNTs (SWNTs+) using 1,6-diaminohexane which was demonstrated by transmission electron microscopy equipped with energy-dispersive X-ray spectroscopy and atomic force microscope [24].
• The BET surface area of AC(micro)-At largely decreased by immobilization of ethylenediamine (EDA) and hexamethylenediamine (HMDA) [25].
• Following oral administration of 1,6-[14C]diaminohexane (hexamethylenediamine, HMDA) to male Fischer-344 rats, approx. 20% of the administered dose was recovered as 14CO2 after 72 h [26].
• The sensitivity of detection of homologous DNA with a probe to which biotin was attached via a hexamethylenediamine linker is about one-tenth of that achieved overnight by autoradiography with the corresponding 32P-labeled probe [27].

References