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Query: CAS:151-18-8 (BAPN)
 130 document(s) hit in 31,850,051 MEDLINE articles (0.00 seconds)

A previously unknown hydroxylated polyamine has been recovered from Pseudomonas acidovorans 29. It has been identified as 2-hydroxyspermidine, N4-(3-aminopropyl)-1,4-diaminobutane-2-ol, by its chromatographic behavior, electrophoretic mobility, and reaction with metaperiodate. It can be synthesized enzymatically from 2-hydroxyputrescine by cell-free preparations from Escherichia coli or P. acidovorans 29 which contain propylamine transferase. It is interesting to note that the naturally occurring compound is the 2-hydroxyspermidine and not the 3-hydroxyspermidine, N1-(3-aminopropyl)-1,4-diaminobutane-2-ol, indicating that the propylamine transferase reacts preferentially with the amine distal to the hydroxyl group. A mixture of 2- and 3-hydroxyspermidines and hydroxyspermine was synthesized by reacting acrylonitrile with 2-hydroxyspermidine and catalytic reduction of the products with hydrogen. N-(gamma-aminopropyl)-beta-alanine, used to help identify the hydroxyspermidines, was synthesized from N-(3-aminopropyl)-3-aminopropanenitrile by hydrolysis with 10% NaOH.
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PMID:Newly discovered polyamine, 2-hydroxyspermidine, in Pseudomonas acidovorans. 69 77

Deep, constant, extensive atherosclerosis can be experimentally induced on rats that are atheroresistant. Two main factors are involved in this experimentation; parietal alteration following chronic intoxication with BAPN (9 weeks) and a metabolic factor with hyperlipidic diet, but this metabolic damage should be sustained for a long time (40 weeks).
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PMID:[Chronic lathyrism, prolonged hyperlipidic diet, and atheroma in the rat]. 78 4

To establish a repetitive measurement, aortic galactosyl transferase activity has been studied with a specific exogenous acceptor, collagen. Reactions were realized with an acellular biosynthesis mixture containing, collagen (3-4 mg/ml) an aliquot of enzymatic extract preparation (105000 g supernatant (2-3 mg/ml of proteins), UDP (14C) galactose (300 pM/ml). Galactose incorporation into collagen required Mn++ (2.5. 10-3M), incubation temperature of 37 degrees C and pH =7,75. Under such conditions a reproducible assay of aortic collagen galactosyl transferase was possible. After submitting rabbits to a chronic lathyric intoxication and/or to an hypercholesterolimic diet, galactosyl transferase activity was measured in rabbit aortic wall. Enzymatic activity was increased for rabbits under treatment, and the increase was directly proportional to the length of treatment (BAPN associated with cholesterolemic diet).
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PMID:Galactosyl transferase assay. Application to experimental atherosclerosis. 79 8

Beta-Aminopropionitrile (BAPN) retarded or suppressed epithelial changes in the medial edge of the palatal process in later stages of gestation in rats. Programmed cell death did not follow the usual pattern, and only a few lysosomes were observed on day 18 of gestation. The sensitivity of the medial epithelium to BAPN appeared to be different in various areas of the palatal epithelium; the epithelium on the anterior region of the palatal process was hypertrophied and keratinized, while posteriorly the medial or neighboring epithelium was very thin and, in neonatal rats, the covering was absent. A basal lamina was distinct in the anterior region and indistinct or fragmented posteriorly. Collagen fibers did not develop adjacent to the basal lamina, and an amorphous material was scattered throughout the mesenchymal tissue. These findings suggest that BAPN decreases the "connecting capacity" between mesenchyme and epithelium, and results in a modification of epithelial changes.
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PMID:Ultrastructural changes in rat palatal epithelium after beta-aminopropionitrile. 115 81

Experimental amyloidosis was induced in mice with repeated injections of complete Freund's adjuvant (CFA) reinforced with bacterial vaccine. BAPN administered in a mixture with CFA or on its own before the injection of CFA reduced the incidence of amyloidosis. The reduction in the incidence of amyloidosis following the administration of BAPN may be due to its inhibitory effect on the oxidative deamination of amino acids, which presumably inhibit cross-linking of amyloid fibrils or interfere with metabolic pathways which involve the formations of mucopolysaccharide formation. It is suggested that the defective formation of the mucopolysaccharide-amyloid protein complex inhibits amyloid deposition and induces the activity of beta glucuronidase observed in the present study. The reduced incidence of amyloidosis following BAPN adminsitration cannot be due to lysosomal enzyme degradation of the amyloid as the activity of cathepsin D and acid phosphatase is decreased during this process.
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PMID:The effect of beta aminoproprionitrile (BAPN) on experimental amyloidosis. 121 27

beta-Aminopropionitrile (BAPN) is an inhibitor of the lysyl oxidase required for cross-link formation in collagen maturation. The efficacy of BAPN, alone or in association with the anti-schistosomal drug, praziquantel (PZQ), was primarily assessed by measuring the reduction in liver and intestinal egg loads in murine schistosomiasis mansoni. Depending on the treatment group (PZQ, BAPN, BAPN + PZQ), organ-specific effects were observed using microscope image analysis. Most notable was the relatively small size of granulomas in the livers of BAPN-treated mice, which contrasted with the relatively large size and irregular shape of the granulomas in the intestinal tissues of these mice. Mice treated with the combination of BAPN and PZQ had decreased liver and spleen weights, and a significant reduction in the number of eggs trapped in both the liver (86%) and the intestine (99.1%), compared with untreated mice and those given PZQ alone. The lowest number of living eggs/g of tissue in both the liver and intestine was recorded in the combined BAPN + PZQ-treated group. These results suggest that the concurren treatment of infected mice with PZQ and BAPN enhances the release of eggs trapped in the intestine and also results in a significant reduction of liver egg load. The mechanism by which BAPN reduces the number of liver granulomas in PZQ-treated mice is currently being investigated.
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PMID:Experimental schistosomiasis mansoni: modulation of granulomas by inhibition of collagen cross-link formation. Preliminary report. 130 5

Compounds causing neurolathyrism are putative aetiological agents in neurodegenerative disorders including amyotrophic lateral sclerosis. beta-Aminopropionitrile (BAPN) is one such compound. We have administered this lathyrogenic agent at a dose of 1 g/kg by the intraperitoneal route in experiments in adult Sprague-Dawley rats during a period of 10 weeks. The rats developed marked kyphoscoliosis, ataxia with paralysis and muscle wasting of the hind limbs. Vacuolation and loss of Purkinje cells developed, but no anterior horn cell degeneration was noted. Immunohistochemical studies of phosphorylated neurofilaments and the 72 kDa heat shock protein were normal and no intraneuronal ubiquitinated inclusions were seen. High-dose intraperitoneal BAPN in the rat causes Purkinje cell changes, but no other central nervous system abnormalities.
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PMID:Purkinje cell toxicity of beta-aminopropionitrile in the rat. 175 Jan 86

The urotoxicity and metabolism of N,N'-dimethylaminopropionitrile (DMAPN) were investigated in male Sprague-Dawley rats. Animals treated with 525 mg DMAPN/kg or equimolar doses of commercially available potential DMAPN metabolites showed varying levels of urinary retention. About 44% of the administered dose of DMAPN was excreted unchanged in 5 days. beta-Aminopropionitrile and cyanoacetic acid were identified as urinary metabolites. The urinary excretion of cyanoacetic acid was nonlinearly proportional to the volume of urine retained in the bladders. In vitro, the metabolism of DMAPN to cyanide, formaldehyde, and cyanoacetic acid was localized mostly in the microsomal fraction of liver, kidney, and urinary bladders. This reaction required NADPH and oxygen for maximal activity. Metabolism of DMAPN was increased in hepatic microsomes obtained from phenobarbital-treated rats (220% of control) and decreased following CoCl1 treatments (73% of controls). Addition of SKF 525-A to the incubation mixtures inhibited the metabolism of DMAPN to formaldehyde (47-64% of controls). Addition of sulfhydryl compounds (glutathione and cysteine) to the incubation mixtures did not affect the rate of these reactions. These findings indicate that DMAPN is primarily metabolized via a cytochrome P450-dependent mixed-function oxidase system and that the urotoxic effects of DMAPN may be related to this metabolism.
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PMID:The urotoxic effects of N,N'-dimethylaminopropionitrile. 2. In vivo and in vitro metabolism. 187 72

To understand the function of the periodontal ligament as a tooth support, stress-strain curves obtained from the transverse section of the mesial root of the rat mandibular first molar were analyzed following administration of BAPN, known as an inhibitor of collagen cross-linking. An experimental group of rats took drinking water containing 0.2% of BAPN ad libitum for 20 days. Radiographs of the transverse section of the molar root were processed by an image analyzer. Mechanical testing was performed by pushing the tooth out of the surrounding alveolar bone at a loading speed of 7 mm/min in an extrusive direction. Doses of BAPN ranged from 19 to 29 mg/100 g bw/day during the experimental period. By the analysis of stress-strain curves, it was found that the maximum shear stress, the elastic stiffness and the failure strain energy density decreased respectively to 42, 43 and 43 percent of the control values following administration of BAPN. However BAPN did not cause a significant change in the maximum strain. It is supposed that the changes in the mechanical properties of the ligament were caused by the inhibition of cross-linking of periodontal collagen fibers.
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PMID:[Analysis of stress-strain curves in the rat molar periodontal ligament following administration of beta-aminopropionitrile (BAPN)]. 187 7

Submucosal collagen provides strength to the intestinal wall. In order to assess the importance of collagen fibers for the developing strength of intestinal anastomoses we have sought to prevent postoperative collagen crosslinking by administration of lathyrogens. Rats, receiving both an ileal and a colonic anastomosis, were treated with either D-penicillamine or beta-aminopropionitrile from 1 day before operation. Animals were sacrificed 7 days postoperatively and bursting pressures, bursting sites, and anastomotic collagen (hydroxyproline) content and solubility were determined. D-Penicillamine, in a dose of 500 mg/kg/day and administered orally, had no effect at all. beta-Aminopropionitrile, in a dose of 625 mg/kg/day and given orally or intraperitoneally, significantly increased the acid solubility of anastomotic hydroxyproline in both ileum and colon without affecting total hydroxyproline content or concentration. Bursting pressures of the anastomotic segments were lowered, more significantly in colon than in ileum. Also, the bursting site was found more frequently in the anastomotic area in these animals. By inhibiting the formation of crosslinks in intestinal wounds with beta-aminopropionitrile, the anastomotic strength was reduced. These results demonstrate the importance of collagen in maintaining anastomotic integrity and at the same time emphasize that not only the quantity but also, and perhaps even more so, the quality of the collagen should be taken as an index of healing.
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PMID:The effects of lathyrogens on intestinal anastomoses in the rat. 230 12


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