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Volume 31 (1965)
- Issue 6 Pages 433-
- Issue 5 Pages 343-
- Issue 4 Pages 235-
- Issue 3 Pages 175-
- Issue 2 Pages 107-
- Issue 1 Pages 1-
Volume 31, Issue 2
Displaying 1-12 of 12 articles from this issue
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Osamu HAYAISHIArticle type: Article
1965 Volume 31 Issue 2 Pages 107-114
Published: February 25, 1965
Released on J-STAGE: February 09, 2018
JOURNAL FREE ACCESSDownload PDF (813K) -
Masanobu YOSHIDA, Fumio UEDA, Teruo MAKINO, Osamu YAMASHITAArticle type: Article
1965 Volume 31 Issue 2 Pages 115-118
Published: February 25, 1965
Released on J-STAGE: February 09, 2018
JOURNAL FREE ACCESSThe separation of all-trans and 13-cis-vitamin A alcohols was achieved by thin-layer chromatography on Kieselgel G and Aluminumoxid G with petroleum ether (bp. 40-45℃) ・mesityl oxide (4 : 1) as developing solvent. This method would be useful for analysis of vitamin A alcohols in fish liver oils.View full abstractDownload PDF (463K) -
Isamu UTSUMI, Kiyoshi HARADA, Goro TSUKAMOTOArticle type: Article
1965 Volume 31 Issue 2 Pages 119-125
Published: February 25, 1965
Released on J-STAGE: February 09, 2018
JOURNAL FREE ACCESSThe new oxidized products of thiol-type thiamines, 2-[2'-methyl-4'-aminopyrimidyl-(5')]-methylformamino-5-hydroxy-Δ^2-pentenyl-3-sulfonic acid (thiaminic acid) and its O-benzoyl ester, were obtained by the oxidation of thiamine disulfide or its benzoyl ester with hydrogen peroxide. The other derivatives of thiol-type thiamines such as thiamine alkyl disulfide, S-acylated thiamine and cyanothiamine, which are easily reduced to thiamines by treating with cysteine or other sulfhydryl compounds, were also converted into the thiaminic acids through the similar oxidation. Further, several O-acyl derivatives of thiaminic acids were prepared by the oxidation of O-acylated thiamine disulfides and O, S-acylated thiamine or by the acylation of thiaminic acid.View full abstractDownload PDF (837K) -
Isamu UTSUMI, Kiyoshi HARADA, Goro TSUKAMOTO, Isamu DAIRAArticle type: Article
1965 Volume 31 Issue 2 Pages 126-129
Published: February 25, 1965
Released on J-STAGE: February 09, 2018
JOURNAL FREE ACCESSThe formation of thiaminic acids through the oxidation of thiol-type thiamine derivatives was investigated in more details. The oxidation of O-benzoylthiamine disulfide with hydrogen peroxide was proved to be the most effective in the lower fatty acid such as formic, acetic or propionic acid as well as their aquous solution, in the experimental condition of about 40℃ for 2-3 days. When about five-fold equivalent of the oxidants was used, the yield was approximately 50 per cent. This results indicated that more than one mole of the thiaminic acid was produced from one mole of the disulfide. Further, it was observed that the thiaminic acid was also obtainable by the oxidation with bromine, permanganate or bichromate, but the yield was lower than that of hydrogen peroxide oxidation.View full abstractDownload PDF (495K) -
Isamu UTSUMI, Kiyoshi HARADA, Goro TSUKAMOTOArticle type: Article
1965 Volume 31 Issue 2 Pages 130-136
Published: February 25, 1965
Released on J-STAGE: February 09, 2018
JOURNAL FREE ACCESSPhysicochemical properties of thiaminic acid (TnA) and its O-benzoyl ester (BTnA) were investigated. The ultraviolet absorption maxima were shifted with the change of pH and the isobestic point was at 273 mμ. BTnA is sparingly soluble in water showing an increase of the solubility at above pH 6.0,while TnA is soluble at various pH. They are negative to Dragendorff's reagent, or on thiochrome reaction even after treating with cysteine or thiosulfate. However, they are colored to blue by the tert-butyl hypochlorite method. Rf value of TnA is 0.25 and that of BTnA is 0.54,when developing solvent consisted of n-butanol, acetic acid and water is used. They were proved to have properties of amphoteric electrolyte by paper electrophoresis. Appearent pK_1 (SO_3H) and pK_2 (NH_3^+) obtained by the titration curves were 2.2 and 6.2,and isoelectric points were caluculated as pH 4.2. By the hydrolysis of TnA with hydrochloric acid, 2-methyl-4-amino-5-aminomethylpyrimidine and formic acid were produced, and in the case of BTnA, benzoic acid was also obtained.View full abstractDownload PDF (623K) -
Isamu UTSUMI, Kiyoshi HARADA, Keiichi KOHNO, Goro TSUKAMOTOArticle type: Article
1965 Volume 31 Issue 2 Pages 137-139
Published: February 25, 1965
Released on J-STAGE: February 09, 2018
JOURNAL FREE ACCESSSome biological properties of thiaminic acid and O-benzoylthiaminic acid were investigated. When orally administered, the thiaminic acids had no effect on survival time of thiamine deficient love birds (Uroloncha domestica), showing no thiamine activity. However, these compounds had no action of anti-thiamine even when they were administered equivalent to 600 μg thiamine hydrochloride a day, with or without 3μg of thiamine hydrochloride. The acute toxicity for mice by intravenous injection was much lower than those of known thiamine related compounds.View full abstractDownload PDF (349K) -
Saburo FUKUI, Nobuko OHISHIArticle type: Article
1965 Volume 31 Issue 2 Pages 140-146
Published: February 25, 1965
Released on J-STAGE: February 09, 2018
JOURNAL FREE ACCESSThe cleavage of oxythiamine to its moieties and the utilization of thiazole part as a precursor of thiamine by thiamine-synthesizing microorganisms has been already ascertained by the authors. On the other hand, growth of E.coli thiamine-less mutant also occured in the presence of oxythiamine after a certain lag period of the incubation in a medium deprived of thiamine. In this case decomposition of oxythiamine and formation of thiamine and an unidentified substance were observed by paper chromatography and paper ionophoresis and chemical assay. The change was also observed by cell homogenate of the E.coli mutant. It was enhanced by simultaneous addition of L-aspartate with oxythiamine. The unknown compound was positive to Dragendorff, ninhydrin, and bromophenol blue reagents and UV quenching test. It exerted a growth effect on thiamine-requiring microorganisms such as E.coli 70-23 or Kloeckera apiculata. Radioisotopic studies with uniformly labeled C^<14>-aspartic acid showed the incorporation of C^<14> into the unidentified substance and fumaric acid. From the results it would be supposed that the transformation of oxythiamine to thiamine by the bacteria occured by amination of hydroxyl group at position 4 of the pyrimidine part of the antagonist and the unknown compound was an intermediate, tentativery named, "thiaminosuccinic acid".View full abstractDownload PDF (693K) -
Saburo FUKUI, Nobuko OHISHI, Shoji KISHIMOTO, Akira TAKAMIZAWA, Yoshio ...Article type: Article
1965 Volume 31 Issue 2 Pages 147-153
Published: February 25, 1965
Released on J-STAGE: February 09, 2018
JOURNAL FREE ACCESSThis paper deals with the experiments bearing on the structure of thiaminosuccinic acid, a product formed during conversion of oxythiamine to thiamine by E.coli thiamine-less mutant. The compound isolated from the incubation product of the bacteria with oxythiamine and aspartic acid was identical with synthetic 3-[2-methyl-4-(1,2-dicarboxyethylamino)-5-pyrimidylmethyl]-4-methyl-5-(2-hydroxyethyl) thiazole in UV and IR spectra, paper chromatographic and paper ionophoretic behaviors, microbiological activities, etc., Chemical synthesis of the new compound was described.View full abstractDownload PDF (643K) -
Sei TACHIBANA, Yuzo NOJIRI, Jiuichi SHIODE, Yoshiyuki OTAArticle type: Article
1965 Volume 31 Issue 2 Pages 154-158
Published: February 25, 1965
Released on J-STAGE: February 09, 2018
JOURNAL FREE ACCESSThe fluorescence-pH curve of the new flavin, flavin cyclic 2', 5'-mononucleotide, was so significantly different from those of riboflavin and FMN that the percent fluorescences of the new flavin toward riboflavin or FMN were 95% and 83% at pH 4.3 and pH 6.9,respectively. The new flavin not only failed to react as a sensitizer in the dye-sensitized photopolymerization of acrylamide under some conditions, but apparently inhibited the photopolymerization by riboflavin or FMN. The new flavin more slowly underwent photolysis than FMN to some extent.View full abstractDownload PDF (578K) -
Mitsuo YAMADA, Yae TANAKAArticle type: Article
1965 Volume 31 Issue 2 Pages 159-161
Published: February 25, 1965
Released on J-STAGE: February 09, 2018
JOURNAL FREE ACCESSIn connection with the studies on the chemical determination of pyridoxal-5-phosphate, the stability of its aqueous solution was examined by means of ultraviolet absorption spectroscopy. The absorption maximum of the solution was observed at 388mμ above pH 4.0 and at 299mμ below pH 3.0,whereas in the range of pH 6.0 to pH 8.0,the extinction at 290,330,350 and 388mμ did not significantly change. It was clarified that the aqueous solution being exposed to sunlight, pyridoxal-5-phosphate was decomposed to a certain extent and therefore, the stock solution must be kept in dark place. It was also ascertained that pyridoxal-5-phosphate was substantially stable, even though the solution was heated at 40℃ for 30 minutes.View full abstractDownload PDF (341K) -
Mitsuo YAMADA, Akira SAITOArticle type: Article
1965 Volume 31 Issue 2 Pages 162-166
Published: February 25, 1965
Released on J-STAGE: February 09, 2018
JOURNAL FREE ACCESSFor the separation of pyridoxal-5-phosphate from the other vitamin B_6 analogues, a preliminary examination was made on the thin layer chromatography. It was found that the properties of fluorescence and Gibbs' coloration with pyridoxal-5-phosphate and its analogues were dependent on the kind of adsorbent, and these methods might be applicable for the detection of pyridoxal-5-phosphate, only when the concentration of the sample above 10^<-4>M. Accordingly, a test solution of pyridoxal-5-phosphate for thin layer chromatography would require the concentration of 10^<-3>M at least. It was also clarified that dioxane・water (7 : 3) was the most suitable developing solvent so far examined for separation of pyridoxal-5-phosphate, pyridoxine, pyridoxal and pyridoxamine. The recovery rate of pyridoxal-5-phosphate applied to thin layer of cellulose was found to be 96.9%.View full abstractDownload PDF (529K) -
Mitsuo YAMADA, Akira SAITOArticle type: Article
1965 Volume 31 Issue 2 Pages 167-169
Published: February 25, 1965
Released on J-STAGE: February 09, 2018
JOURNAL FREE ACCESSFor the separation of pyridoxal-5-phosphate from the other vitamin B_6 analogues, a preliminary examination was made on the ion-exchange column chromatography using DEAE-, TEAE- SM-, and SE-cellulose. The satisfactory separation of pyridoxal-5-phosphate was accomplished with use of 0.01N HCl as elute for DEAE-cellulose, 0.01M acetate buffer (pH 4.4) for either TEAE- or SM-cellulose and 0.001M acetate buffer (pH 4.7) for SE-cellulose, respectivery. The recovery of pyridoxal-5-phosphate from DEAE-cellulose column was found to be about 97-99% and that from TEAE-cellulose column to be about 90〜98%.View full abstractDownload PDF (379K)
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