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MASATAKA ICHIKAWA, HISASHI ICHIBAGASE
1968 Volume 16 Issue 11 Pages
2093-2100
Published: November 25, 1968
Released on J-STAGE: March 31, 2008
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N-Substituted 6-nitro- and 7-nitro-3-coumarincarboxamides were prepared from these corresponding acids by the Schotten-Baumann reaction. N-(2-Pyridyl)-7-nitro-8-hydroxy-and N-(2-pyridyl)-7-nitro-8-methoxy-3-coumarincarboxamide were also prepared by the fusing of these ethyl esters and 2-aminopyridine. All of N-substituted nitro-3-coumarincarboxamides were derived to the corresponding N-substituted amino-3-coumarincarboxamides by a catalytic reduction and then the acetamido and the nitrofurfurylidene derivatives were finally prepared. Antibacterial tests of these derivatives on tubercle bacilli were carried out and some N-(2-pyridyl) amide and nitrofurfurylidene derivatives showed a strong activity.
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HISASHI NOGAMI, JUN HASEGAWA, MANABU HANANO, TOHRU FUWA
1968 Volume 16 Issue 11 Pages
2101-2106
Published: November 25, 1968
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1) The sorption of ionic surfactants (sodium lauryl sulfate, cetyltrimethylammonium bromide) into the intestinal tissue of the rat and the effect of sodium lauryl sulfate on the drug absorption were investigated above and below critical micelle concentration from the standpoint of kinetics in vitro. 2) The sorption of the surfactant into the intestinal tissue was concluded to follow the first order kinetics below critical micelle concentration, and the zero order kinetics above it. 3) The observed zero order rate constants were slightly larger than the calculated values in sodium lauryl sulfate and particularly cetyltrimethylammonium bromide. 4) The micelle formation of sodium lauryl sulfate decreased the absorption of nitrobenzene which distributed to the micelle. But the absorption of o-methoxybenzaldehyde which did not distribute to the micelle was not influenced by the micelle formation of surfactant.
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ZENICHI HORII, SANGWON KIM, TAKESHI IMANISHI, ICHIYA NINOMIYA
1968 Volume 16 Issue 11 Pages
2107-2113
Published: November 25, 1968
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The introduction of an amino function on the bridgehead position of the bicyclo (3, 3, 1) nonane ring system has been smoothly achieved by the modified Curtius reaction on some bridgehead carboxylic acids. This method has been applied on 3β-methyl-9-ox-obicyclo (3, 3, 1) non-6-ene-1-carboxylic acid (XIV) to afford the unsaturated aminoketone (XVI) as its hydrobromide via the carbamate. XVI was transformed into the tricyclic lactam (XVIII), via the pyruvamide (XVII) followed by cyclization. XVIII was then reduced via its lactim-ether followed by oxidation to afford 2, 3, 5, 6, 7, 8-hexahydro-7β-methyl-3-oxo-1H-5, 8α-propenoquinoline (XXI) in good yield, which would provide useful intermediate for syntheses of the lycopodium alkaloids.
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HIDETOSHI YOSHIMURA, KAZUTA OGURI, HISAO TSUKAMOTO
1968 Volume 16 Issue 11 Pages
2114-2119
Published: November 25, 1968
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The first synthesis of three glucuronides of narcotics was reported. Codeine glucuronide (Va) was prepared by the condensation of codeine (Ia) with acetobromo sugar derivative (II) in the presence of silver carbonate and the following removal of the protecting groups by solvolysis and hydrolysis with sodium methoxide and aq. barium hydroxide, respectively. Morphine-6-glucuronide (Vb) was synthesized similarly to Va utilizing 3-acetyl-morphine (Ib) as the starting material. Morphine-3-glucuronide (VIII) was prepared by the condensation of morphine (VI) with II in sodium hydroxide-acetone. In this reaction, the intermediate derivative (VII) was not obtained but hydrolyzed to the free glucuronide (VIII).
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YOSHIO SASAKI, SHIGEKO OZAKI, MIYOKO SUZUKI
1968 Volume 16 Issue 11 Pages
2120-2122
Published: November 25, 1968
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Proton chemical shifts in alkyl-R compounds are examined with respect to substituent constants and following results are obtained. 1) α-
1H chemical shifts are linear with σ
i-0.25 σ
π except for nitro group of isopropyl-R series, CN and halogen group. 2) β-
1H chemical shifts are linear with σ
i. These results indicate that 20% π-electronic together with 80% σ-electronic effect takes part in determining α-
1H chemical shifts, on the other hand β-
1H chemical shifts are dependent mainly on σ-electronic effect. The deviations observed for halogen and cyano groups indicate that induced current effects on α-
1H are diamagnetic in character. The effective shielding constants and substituent electronegativities are also linear with σ
i-0.25σ
π.
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TAKEO TSUKAMOTO, AKIRA YAGI, KUNIHIDE MIHASHI, YUJIRO MORI
1968 Volume 16 Issue 11 Pages
2123-2129
Published: November 25, 1968
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The distribution of non-glycosidal sterols, triterpene alcohols, and triterpenic acids in 211 commercial crude drugs was examined by means of gas chromatography.
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AKIRA TAKAMIZAWA, KENTARO HIRAI, SAICHI MATSUMOTO, TERUYUKI ISHIBA
1968 Volume 16 Issue 11 Pages
2130-2136
Published: November 25, 1968
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Thiamine ylid formed by the treatment of thiamine hydrochloride with triethylamine reacted with two moles of phenylisocyanate at the thiazolium C-2 position to give the cycloaddition product followed by the carbamoylation of the hydroxyl group. On the other hand, on treatment with strong base as methylsulfinyl carbanion or t-BuOK followed by the reaction with phenylisocyanate, carbamoylation of the amino group proceeded preferentially, then the cycloaddition of two moles of phenylisocyanate at the thiazolium C-2 position occurred, and finally the hydroxyl group was carbamoylated. Diastereoisomers of perhydrofurothiazole derivatives were isolated and the configurations were decided.
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YOSHIO SASAKI, SHIGEKO OZAKI, MIYOKO SUZUKI
1968 Volume 16 Issue 11 Pages
2137-2142
Published: November 25, 1968
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The coupling constants in substituted benzenes have been discussed with respect to substituent constants σ
i and σ
π, and △J-excess J value-has been devided into 2 contributions from σ- and π-electronic effects. The J values of vicinal
1H and those of meta to one another are shown to be estimated from Eq. (1) and Eq. (2), respectively. J≒ (J
i+J
π) ref. + Σ△J
i (1) J≒ (J
i+J
π) ref. + Σ (△J
i+△J
π) (2) Above simple additive relations are not reliable in tetra-substituted benzenes, probably due to the mutal substituent interactions.
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YOSHIKAZU MATSUSHIMA
1968 Volume 16 Issue 11 Pages
2143-2150
Published: November 25, 1968
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Reactions of pyridoxal and related substances, including reaction products of pyridoxal and amino acids or amines reported in the previous paper, with divalent transition metal ions in methanol were examined by electronic absorption spectra. Spectral properties of metal chelates of pyridoxylidene amino acids or amines, pyridoxal and pyridoxamine were described and the shifts of π bands with chelation were discussed. Pyridoxine, carbinolamine from pyridoxal and sarcosine, and imidazotetrahydropyridine derivative from pyridoxal and histidine formed very weak complexes, which could exist only in solutions and under large excess of metal ions. Intramolecular cyclization of pyridoxyli-denehistidine was prevented by chelation with Cu (II). Thiazolidine derivative from pyridoxal and cystamine was oxidized by Cu (II) to give Cu (II) chelate of pyridoxylidene-cystamine.
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YOSHIKAZU MATSUSHIMA
1968 Volume 16 Issue 11 Pages
2151-2159
Published: November 25, 1968
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Formation of Schiff bases of pyridoxal with glycine and glycinamide in methanol were studied kinetically by the changes of electronic absorption spectra. When glycine or glycinamide was added to carbinolamine formed from pyridoxal and sarcosine, Schiff base was also formed. Both sarcosine catalyzed and direct (under sarcosine-free) Schiff base formation followed the first order kinetics as long as amines were excess over pyridoxal. From variations of the pseudo first order rate constants with acid-alkaline concentration, following conclusions were obtained ; in direct Schiff base formation of glycine, rate determining step was dehydration in acidic region and carbinolamine formation in neutral and alkaline methanol ; in the case of glycinamide, carbinolamine formation was always rate determining step. Formation of Schiff base of glycine from Schiff base of glycinamide and glycine, transaldimination, was rapid reaction.
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YUICHI KANAOKA, MIKIKO MACHIDA, MINORU MACHIDA
1968 Volume 16 Issue 11 Pages
2160-2166
Published: November 25, 1968
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Some glycine-containing oligopeptides were prepared as model substrates. In the course of the synthesis, Goodman's one-step coupling method as well as some fragment condensation by means of PCPOH was applied.
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HARUO OGURA, TSUNEO ITOH, YASUKO SHIMADA
1968 Volume 16 Issue 11 Pages
2167-2171
Published: November 25, 1968
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Depending upon reaction conditions, 2-mercaptobenzimidazole (I) treated with α-chloroacetaldehyde dimethylacetal under acidic or with ethylene dichloride under alkaline conditions undergo cyclization (V and VIII). Thioethers (IX and XI) are treated with acetic anhydride in pyridine to yield 2-alkyl-3-oxothiazolidino [3, 2-α] benzimidazoles (X) and p-substituted 3-phenylthiazolo [3, 2-α] benzimidazoles (XII).
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AKIHIRO YAMAZAKI, IZUMI KUMASHIRO, TADAO TAKENISHI, MORIO IKEHARA
1968 Volume 16 Issue 11 Pages
2172-2181
Published: November 25, 1968
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4-Amino-5-thiocarbamoylimidazole (II, thio-AICA) was prepared by direct thiation of 4-amino-5-imidazolecarboxamide (I, AICA) with phosphorus pentasulfide and also by addition of 4-amino-5-imidazole carbonitrile (III) with hydrogen sulfide. Similarly, 5-amino-4-thiocarbamoyl-1-β-D-ribofuranosylimidazole (XVII, thio-AICA-riboside) was prepared by addition of 5-amino-1-(2', 3'-O-isopropylidene-β-D-ribofuranosyl) imidazole-4-carbonitrile (XIII) with hydrogen sulfide followed by removal of the isopropylidene group. XVII was converted by treatment with ethyl formate in ethanolic sodium ethoxide to 6-mercapto-9-β-D-ribofuranosylpurine (XVIII, 6-thioinosine) in good yield and with diethyl carbonate under the similar conditions to 6-mercapto-2-hydroxy-9-β-D-ribofuranosyl-purine (XXI, 6-thioxanthosine). Methylation of the latter with methyl iodide and subsequent amination afforded 6-amino-2-hydroxy-9-β-D-ribofuranosylpurine (XXIII, isoguanosine). In a similar fashion, N
6-substituted isoguanosines were prepared by reaction of 6-methylthio-2-hydroxy-9-β-D-ribofuranosylpurine (XXII) with the appropriate amines.
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MOTOMU SATO, TAKASHI TATSUNO
1968 Volume 16 Issue 11 Pages
2182-2190
Published: November 25, 1968
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An attempt was made to synthesize dehydrochlorinated-peptide amide (II), which is obtained by treating the chlorine-containing peptide (I) isolated from Penicillium islandicum Sopp. with concentrated ammonia water. It was concluded from the results of the present investigation that the structure of dehydrochlorinated-peptide amide (II) should be presented as α-pyrrolecarboxylyl-L-α-amino-n-butyryl-L-seryl-L-β-amino-β-phenylpropionyl-L-serine amide (XIX).
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MICHIYA KIMURA, MASAHIKO TOHMA, ITSUO YOSHIZAWA, AKIHARU FUJINO
1968 Volume 16 Issue 11 Pages
2191-2194
Published: November 25, 1968
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The structure of a steroidal saponin, convallasaponin-E, C
42H
66O
15, mp 213-217°, [α]
18D-149°, which was isolated from the flowers of Convallaria keisukei MIQ., Japanese lily of the valley, was studied and elucidated as diosgenin-3-α-L-arabopyranosyl (1-2)-α-L-arabopyranosyl (1-2)-α-L-arabopyranoside.
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AKIRA TAKAMIZAWA, YOSHIO HAMASHIMA, SADAO HAYASHI, SHOJI SAKAI
1968 Volume 16 Issue 11 Pages
2195-2199
Published: November 25, 1968
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Syntheses of 2, 3-dihydro-1H-pyrazolo [5, 1-b] purin-2-ones (Va-c) from 7-amino-pyrazolo [1, 5-a] pyrimidin-6-carbohydrazides (IVa-c) involving a ring formation were described. Acid hydrolysis of Va-b gave 6, 7-diaminopyrazolo [1, 5-a] pyrimidines (VIa, b). Both VIa and VIb reproduced Va and Vb by the reaction with phosgene respectively. Hydrolytic decomposition of Vb under more vigorous condition afforded 6-amino-7-oxo-4, 7-dihydropyrazolo [1, 5-a] pyrimidine (VIII), which was identified with the compound synthesized by another method. In Va-c remarkable hypocholesteric activity and enhancement effect of lypolitic activity on ACTH were observed.
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KIICHIRO KAKEMI, HITOSHI SEZAKI, HIROYASU OGATA, TANEKAZU NADAI
1968 Volume 16 Issue 11 Pages
2200-2205
Published: November 25, 1968
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Effect of Ca
2+ on the absorption of tetracycline was examined in situ, in vitro, and in vivo. It was found that tetracycline disappeared faster from recirculation solution (a) in the presence of small amounts of Ca
2+ at pH 6.2 and (b) in the presence of Ca
2+ irrespective of its concentration at pH 8.0. At pH 8.0, partition ratio (isoamyl alcohol/water) of tetracycline increased in the presence of Ca
2+, exhibiting a similar pattern as that in recirculation experiments. Excretion data of tetracycline in man, however, showed that the antibiotic was less favorably absorbed in the presence of Ca
2+. These results suggested that tetracycline chelated with metal ions would be bound to intestinal wall and that absorption would be inhibited in the presence of Ca
2+.
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KIICHIRO KAKEMI, HITOSHI SEZAKI, MASAHIKO HAYASHI, TANEKAZU NADAI
1968 Volume 16 Issue 11 Pages
2206-2212
Published: November 25, 1968
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Urinary excretion of tetracycline tended to increase in the presence of EDTA. Experiments employing Wiseman's apparatus showed the accumulation of tetracycline in an intestinal membrane. Examination of fluorescence under a black lamp made possible to visualize the binding of tetracycline to mucosa both in vitro and in vivo. Using villi preparation from rat intestine the binding of tetracycline to villi in the presence of Ca
2+ was demonstrated in a binding study, a distribution study, and a dialysis study. EDTA was found to release free tetracycline from villi-bound tetracycline both in vitro study using a villi preparation and in vivo study in man.
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TADAHIRO TAKEDA, EISAKU MORISHITA, SHOJI SHIBATA
1968 Volume 16 Issue 11 Pages
2213-2215
Published: November 25, 1968
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The structure of fuscofusarin, C
30H
20O
11, mp >300°, which was isolated from Fusarium culmorum (W.G. Smith) SACC. along with aurofusarin (I) and rubrofusarin (II) has been established to be formulated as III.
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YOSHIO KITAHARA, TADAHIRO KATO, MORIO KISHI
1968 Volume 16 Issue 11 Pages
2216-2222
Published: November 25, 1968
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For the purpose of finding the optimum conditions of biogenetic-type synthesis of onocerin from squalene 2, 3; 22, 23-dioxide (IV), acid-catalyzed cyclization (BF
3-etherate in water-saturated benzene) of squalene-2, 3-oxide (I) was investigated to afford the compounds, III, V, VI, VII, VIII and IX. The gross structure of these compounds was established by physical and chemical evidences. The cyclization of IV was also tried.
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MASASHI OKADA, YUKIO SAITO
1968 Volume 16 Issue 11 Pages
2223-2227
Published: November 25, 1968
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The synthesis of 3β-hydroxy-5α-card-20 (22)-enolide (14-deoxy-14β-uzarigenin) (IX) was accomplished using 3β-acetoxy-5α, 14β, 17α-pregnan-20-one (I) derivable from △
16-pregnenolone acetate as the starting material. The synthesis involved an inversion of the side chain at C
17 (I→V) by Serini-Logemann reaction, Reformatsky condensation of V with ethyl bromoacetate, selenium dioxide oxidation to the butenolide (VIII) followed by saponification with acid. Isomerization of IX to 3β-hydroxy-5α, 17α-card-20 (22)-enolide (14-deoxy-14β, 17α-uzarigenin) (XI) was described, which was also prepared from I.
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TOSHIO NAMBARA, SHUJIRO GOYA, JUNICHI GOTO, KAZUTAKE SHIMADA
1968 Volume 16 Issue 11 Pages
2228-2235
Published: November 25, 1968
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The reactivities of the nucleophilic reagents such as alcohol, cyanide and thiol toward the △
16-double bond of 3β-acetoxy-14β, 15β-epoxy-5α-pregn-16-en-20-one (IV) have been investigated (Chart 1). All the nucleophiles showed the rear-side attack to provide the 16α-substituted derivatives. This result may be attributable to the characteristic feature of C/D-ring fusion, where ring D is less bent below than that of the ordinary 14β-steroid. Configuration of the 17-side chain of the adducts produced under the alkaline reaction conditions was found to be α. A possible explanation for the formation of the 16-cyano-14, 16-diene (IX) from IV has also been described.
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TOSHIO NAMBARA, KAZUTAKE SHIMADA, SHUJIRO GOYA, JUNICHI GOTO
1968 Volume 16 Issue 11 Pages
2236-2241
Published: November 25, 1968
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In order to examine the cardiotonic and anti-tumor activities, synthesis of 16-methyl-14, 17-cis-5-dehydro- and 5α-isobufadienolides, in which C-17 is linked to 6-position of the 2-pyrone ring, has been undertaken. These cardiotonic steroid analogs have been prepared through the general route, namely condensation with ethyl orthoformate and then with malonic acid followed by cyclization to 2-pyrone, starting from the 16-methylpregnan-20-ones, which possess the desired configuration at C-14 and C-17. The synthesis of the corresponding 14α, 17β-isobufadienolides is also described.
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TAKAO MAKI, SETSUZO TEJIMA
1968 Volume 16 Issue 11 Pages
2242-2247
Published: November 25, 1968
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Reaction of hydrogen bromide in glacial acetic acid upon 3, 4, 6-tri-O-acetyl-D-glucal and successive treatment of the reaction product with aqueous acetone under the presence of silver carbonate afforded crystals (V), mp 99°, [α]
20D+40.5°→+34.5°, in 70% yield. The product was also obtainable from 2, 3-dideoxy-1, 4, 6-tri-O-acetyl-D-erythro-hex-2-enose or 2-deoxy-1, 3, 4, 6-tetra-O-acetyl-α-D-arabino-hexopyranose in 70 or 50% yield. The structure of V was assigned to 3-bromo-4, 6-di-O-acetyl-2, 3-dideoxy-α-arabino-hexo-pyranose. Acetylation of V with acetic anhydride in pyridine gave crystals (VI), mp 82°, [α]
20D+58°, in 85% yield. The structure of VI was assigned to 3-bromo-2, 3-dideoxy-1, 4, 6-tri-O-acetyl-α-D-arabino-hexopyranose. The physical constants of V and VI were in agreement with that of the Fischer's Glucal-hydrobromid-diacetat and triacetat (E. Fischer, M. Berg-mann, and H. Schotte, Ber., 53, 509 (1920)), which might presumably be the same compounds.
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HISASHI NOGAMI, TSUNEJI NAGAI, EIHEI FUKUOKA, HIROSHI UCHIDA
1968 Volume 16 Issue 11 Pages
2248-2256
Published: November 25, 1968
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The adsorption of trytophan by carbon black from aqueous solution was studied for an approach to an understanding of biopharmaceutical phenomena, comparing with the adsorptions by keratin, silica gel and graphite. The stereoselective adsorption, which took place on keratin, was not observed in the case of carbon black. The interaction of tryptophan with the carbon black surface might be originated by the orientation of hydrophobic moiety on the surface, being free from steric hindrance of the other moiety. While the amount of tryptophan adsorbed on silica gel increased with the acidity, the adsorption by carbon black did not depend distinctively on pH in the region of pH 3 to 9, though some part of the carbon black surface was considered to have a polarity. Tryptophan might be adsorbed preferentially on the nonpolar part of the surface where the indole group adopted the parallel orientation. The adsorption of tryptophan by carbon black increased with temperature. In order to discuss this unusual phenomenon, the thermodynamic functions were calculated, showing the entropy effect was predominant in the course of adsorption. It was suggested that the adsorption in this system might be forced with the entropy increase through the change of water structure caused by break-down of the iceberg enclosing the tryptophan molecule in solution.
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HISASHI NOGAMI, TSUNEJI NAGAI, HIROSHI UCHIDA
1968 Volume 16 Issue 11 Pages
2257-2262
Published: November 25, 1968
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In order to discuss the entropy increase on the adsorption process of tryptophan by carbon black from aqueous solution, the water-tryptphan interaction was investigated on the basis of solubility properties of tryptophan in water and in aqueous urea solution. Calculating the thermodynamic functions of the dissolution of tryptophan in water, the entropy change was negative, meaning that the water structure changed to more ordered one by dissolving tryptophan in water, that is, an iceberg might be formed in the neighborhood of hydrophobic moiety of tryptophan, i. e., indole group. Calculating the thermodynamic functions of the transfer of tryptophan from aqueous solution to aqueous urea solution, the entropy change increased with the concentration of urea and the enthalpy change was negligible, as were contrary to those of a general complex formation. It was reasonable that the solubility of tryptophan increased with the entropy increase through the break-down of iceberg with the addition of urea in aqueous solution of tryptophan, i. e., through the decrease of hydrophobic bonding. Finally it was concluded that the entropy increase overcame the enthalpy increase in the adsorption of tryptophan by carbon black from aqueous solution. In other words, the adsorption was forced with the entropy increase caused by the change of water structure.
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HISASHI NOGAMI, TSUNEJI NAGAI, HIROSHI UCHIDA
1968 Volume 16 Issue 11 Pages
2263-2266
Published: November 25, 1968
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The results obtained as follows were satisfactory enough to demonstrate the hydrophobic bonding mechanism of the adsorption of tryptophan by carbon black from aqueous solution and also the causative role of the hydrophobic moiety of molecule. Calculating the thermodynamic functions of the adsorption by carbon black from aqueous urea solution, the absoulte values of both free energy change and entropy change decreased, as was considered to be originated from the change of property of tryptophan in solution with the addition of urea. That is, the iceberg enclosing the tryptophan molecule in solution was broken down with the addition of urea. Glycine and leucine were negligibly little adsorbed by carbon black from aqueous solution. Phenylalanine was less adsorbed than tryptophan. These results followed the order of hydrophobicity of molecule. The temperature dependence of the adsorption of phenylalanine was usual one, that is, an energy-predominant adsorption took place contrary to the case of tryptophan, while leucylglycylphenylalanine gave the same type of temperature dependence as tryptophan. This means the entropy change of adsorption of phenylalanine was too small to overcome the enthalpy effect.
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SHOJI TAKEMURA, KAZUO OTSUKI, KATSUKO OKAMOTO, YOSHIO UENO
1968 Volume 16 Issue 11 Pages
2267-2268
Published: November 25, 1968
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JUICHIRO SHIBASAKI, TAMOTSU KOIZUMI, TERUKAZU TANAKA, MICHIKO NAKATOMI
1968 Volume 16 Issue 11 Pages
2269-2273
Published: November 25, 1968
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JUICHIRO SHIBASAKI, TAMOTSU KOIZUMI, WILLIAMI. HIGUCHI
1968 Volume 16 Issue 11 Pages
2273-2277
Published: November 25, 1968
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YOSHIKAZU MATSUSHIMA, TOHRU HINO
1968 Volume 16 Issue 11 Pages
2277-2282
Published: November 25, 1968
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HIROSHI MORIMOTO, YUTAKA KAWAMATSU, HIROSADA SUGIHARA
1968 Volume 16 Issue 11 Pages
2282-2286
Published: November 25, 1968
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YOSHIYASU FURUKAWA, MIKIO HONJO
1968 Volume 16 Issue 11 Pages
2286-2288
Published: November 25, 1968
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TETSURO MOHRI, HARUO KITAGAWA
1968 Volume 16 Issue 11 Pages
2289-2292
Published: November 25, 1968
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KIYOMATSU HASIZUME, SHOSUKE YAMAMURA, SHOJI INOUE
1968 Volume 16 Issue 11 Pages
2292-2296
Published: November 25, 1968
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TAKAO MURAKAMI, KEIKO IKEDA, MICHIO TAKIDO
1968 Volume 16 Issue 11 Pages
2299-2300
Published: November 25, 1968
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TOSHIYUKI AKIYAMA, OSAMU TANAKA, SHOJI SHIBATA
1968 Volume 16 Issue 11 Pages
2300-2303
Published: November 25, 1968
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KAZUHIDE KAMIYA, MASAO NISHIKAWA, HIDEO MATSUMARU, MITSUKO ASAI, KOMEI ...
1968 Volume 16 Issue 11 Pages
2303-2304
Published: November 25, 1968
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ISAO KITAGAWA, KIYOSHI KITAZAWA, ITIRO YOSIOKA
1968 Volume 16 Issue 11 Pages
2304-2306
Published: November 25, 1968
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ISAO INAGAKI, SUEO HISADA, SANSEI NISHIBE
1968 Volume 16 Issue 11 Pages
2307-2308
Published: November 25, 1968
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JUNZO SHOJI, SACHIKO KAWANISHI, SEIICHI SAKUMA, HIROKO OKINO, MITSUZI ...
1968 Volume 16 Issue 11 Pages
2308-2310
Published: November 25, 1968
Released on J-STAGE: March 31, 2008
JOURNAL
FREE ACCESS
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MINEO SHIMIZU, NAOKATA MORITA
1968 Volume 16 Issue 11 Pages
2310-2311
Published: November 25, 1968
Released on J-STAGE: March 31, 2008
JOURNAL
FREE ACCESS