Vol9，No3（1958）
THE OL‡．GOSACC喜まAR惹DES OF SOME
JAPANESE LEGUMES．1．
Preliminar’y Experiments by Paper’Chromatography．
TeiitiNARASAKI（Laboratory of AgriculturalProducts Technology） and Sin’itir6KAWAMURA（Laboratory of BiologicalChemistry）
（Received October・3l，1957）
157
［N TRO D U CT10N
Conceringthe oligosaccharides of the soybean，KAWAMURA（1）repclrted that the soybean contained SaCChaIOSe，raffinose，and stachyose”A sample of the soybean contained theminthe amounts of3L7，10， and3．2％，工eSpeCtively（2）。HASEGAWA et al（3）reportedthatthe soybean，kidney bean，aSparaguS bean， and pea showed the presence of a】1these three oligosacchaIides by paper chromatography… KAWAMURA，
TuBOI，and NAI（AMURA（4）could asce工tain that also the broad bean showedthe pIeSenCe Of the same three Oligosaccharides．Now paper chromatogIaphy was appliedto see the distribution of the oligosaccharidesin the fivelegumes，ieadzukibean，mung，kidney bean，aSParaguS bean，and sword bean
M A T E R］A L S The fivelegumes used as the samp】e were as fo1lows： l一Adzuki．，bean，PhalSeOlus chrysanihos，’’azuki”inJapanese
2．Mung，P小αα㌢♂〟S，てて工yOk11t6”
3．Kidnやy bean，P．vulgaris，”ingen・mame’’ 4小 Asparagus bean，ⅥgnaSeSquipedalis，’’sasage”． 5Sword bean，Canavalia gladiata，†’natamame”
They wer・e allpurchased on the market，Werein exce11ent conditions，and were stated to have complete
germinating abilities．They are the samelegumes as usedin the study of starches byKAWAMURA，TuBOI， and Huz王Ⅰ（5），Who gave the analyses reproducedin Tablel．
Tablel‖ Analyses oflegumesuSed（5）
Moisture Crude protein 14小55 21‖27 1443 22．．03 1459 22．05 1433 21，27 1481 24．C6 63 25 eO A rJ 二 ■Yト ニ ﹁︼ ︰ ．− Crude N”free 董at ex七ⅠaCt OeO 52 40 0小91 5498 ］．い44 53．22 134 54．45 138 5232 1Adzukibean 2．Mung 3．Xidney bean 4 Asparagus bean 5SwoId bean
Theselegumes were dehulled and pulverizedThe sugars were extracted from20g of themwith 200m1 5〕％ethanolby allowingto stand for about2小5hours at700with occasionalshaking．The extract was fil・ te工ed with sintered glass filter，the filtrate was evaporated to drynessin vacuo below50O on a wateI・bath， and the resulting thin f’ilm of the sugars was taken upin 5 mlof 5〕％ ethanolAfter filtration thisis ready to be applied to paper chromatography
Tech．．Bull．FacAgI．Kagawa Univ”
158
M E T H O D
AMaTaius．One・dimensionalchromatographicapparatus of Te・y6Fiiter Paper Col（Tokyo） Papern Paper strip of T6y6No．5つ（2cm x 40cm）
Two soIvent systems were used：
SoIvont AA mixture of n・butanol，aCetic acid，and water（4：l：2，V／V）was shakenin a separating funneland the upperlayeIWaS uSed after allowing to separatein†o twolayers．
SoIvent B．A mixture of phenoland water（u：3，Wt／wt）
ColoY reagenis。Ammoniacalsilver nitIate（8）and panisidine phosphate（7）weIe employed
Procedure。The sugar solution，5■・10ILl，WaS SpOtted on paper strip with amic王OpipetteThe chromato・ grams were developed foIabout2〇hours with soIvent A and about24 hours with soIvent B at constant temperature of22±lO C。The double development was made with soIvent A”Following the development of
the ch【OmatOgram，the sugars on the strips were revealed by use of the spray reagents and each spot was identified by comparing eheir colors and Rf values with those of standaId sugars
R∈SULTS AND DISCUSSLON
As shownin Tables2and3，allsamp】es oflegumes contained no reducing sugaI。The presence of SaCCharose，raffinose，StaChyose，and one or two more unidentiiied oligosacchazideswasfound．Swordbean Seem声d to contain another unidenti董ied oiigosaccha工ide over the spot of raffinose on the chromatogIam
AccoIdingto DupERON（8），the distribution of saccharose，raffinose，and stachyoseis considerably wide The oligosaccharides corresponding tolower R董Values thanthe R董Of stachyose not detectedin the cases
Of the soybean and broad bean might be pentasaccharide and hexasaccharide．CouRTOIS，et al（9）．found VerbascSeOrtrigalactosidosaccharoseintheseedsoflentil，alfalfa，andvetch（a11belongingtoLegumino− Sae）．They（10）further found the existence of ajugose or tetragalactosidosaccharosein vetch seeds
Thusitis very probable that the mung contains these two higher oligosacchaIides（Verbascose and ajugo・
Se），SWOrd bean contains verbascose，and the adzukibean，kidney bean，and asparagus bean contain either
OI・bot王10fthem
The above findings were reported by KAWAMURA（11〉ltis veryinteresting to note that very recently G‡RI（11）reported the existence ol qaccharose，raffinose，StaChyose，and verbascosein green gram （Phaseolus Yadiatus），Whichis undeIStOOd to beidenticalwith mungin this report
Table2．Deteこtion of oligosaccharides by papez chromatography with SOIvent A，BuOH・AcOH−H20（4：1：2）
Rf and size of spots fIOm Samples
Rf of standaId SugaI 2． Mung 5． SwoId bean Saccharose ？ Rafiinose Stacbyose （Vezbascose？） （Ajugose？） 0‖24」十 0‖24」十 0．15 ± 0．13 十 0．〇フ 十 0小04 ＋ 0．12 ＋ 0“0フ ＋ 0．04・＋ ○り02 ＋・
OLIVE 香川大学学術情報リポジトリ
Vol‖ 9，Noい3（1958）
Table3。Detection of01igosaccharides by paper chromatography With soIvent B，PhOH・H20（17：3）．
159
半The spot showed tailing towardlower R董 Value
R E F E R E N C E S （8）DupERON，R．：C￠∽♪f“㌢♂乃d．，241，．1乱フ・19 （1955） （9）CouRTOIS，J。E．，ARCHAMBAUr，A．．，LEDIZE工， P．：β鋸〃．50C．（舶用．みよoJ．，38，351−8（1956） （10）＋−，∴，＋：乃≠dい，38，359・ 63（1956）． nl）KAWAMURA，S．：SukeIOide kelkai．japanaj legumenacoj．Sciencaj Studoj（7nternaciaScienci・ Sta Asocio Esperantista），88−95（195プ） （12）GIRI，KA．：Transferases Synthesising Oligo・
SaCCharides from Molds，Animal Tissues，and Plants小Presented beforeInternationalSympoqium On Enzyme Chemistry，October22，1957“Kyoto UniveエーSity． （1）ⅩAWAMURA，Sin’itir6：7’ech・Bull，．Kagawa Agγ．CoJJ‖，4，65−71（1952） （2）＋：．／Ag㌢‖Cカβ∽小 50C．．／α♪α〝，28， 851・3（1954）． （3）HASEGAWA，Masao，TAKAYAMA，T．，S王王IROYA， T“：動gaku（Science），21，593−4（1951） （4）ⅩAWAMURA，S．，TuBOI，Yosimi，NAKAMURA， HiIOSi：TβCゐβ〟JJ．∬αgαぴαAg㌢血C〃JJ．，8，2フ・ 31（1954）．
（5）∵
，Huz王Ⅰ，Tamotu：乃査d′，7， 87・92（1955）り （6）PARTRIDGE，S．M。，WESTALL，R”G．，Biochem アリ，42，238−50（1948） （7）MuKHERJEE，S，SRIVASTAVA，H。C，Nature， 169，330（．1952）OLIVE 香川大学学術情報リポジトリ
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