On the way to explicit the configuration of glucose..HHHeatingwith quinolineHHHNH-C=OCOOHCOOHH.?.H-C-OHH-C-OHHO-C-H·..HO-C-HNH3+H-C-OHH-C-OH+...HO-C-HHO-C-HHO-C-H..CH2OHHO-C-HHO-C-HCH20HCH2OHl-Arabinosel-mannonicacidl-gluconicacid(Kiliani'sarabinocarbonicacid)
Heating with quinoline On the way to explicit the configuration of glucose
H-C=OCOOHCOOH.H-C-OHH-C-OHHO-C-HH20HCNHO-C-HNH3+H-C-OHH-C-OHHO-C-HHO-C-HHO-C-HCH2OHHO-C-HHO-C-HCH20HCH2OHl-ArabinoseI-mannonic acidI-gluconic acid(Kiliani'sarabinocarbonicacid)I-mannonic acid3 times greaterthangluco isomerThe simultaneous formationofthetwo stereoisomericproducts on additionof hydrogencyanide to aldehydes, which was observed here for the first time, is quite remarkable intheoreticalaswell asinpracticalterms.10c1ooaaoeaaeT62m95821e1uGuoenoa6i6o2o6cbkcc2onc0o2ak5ey
l-mannonic acid 3 times greater than gluco isomer
He accumulated pure substances with relativefigurations.And observed moreasymmetric inductionYield (%)Reference3420Mannonicacidl-Arabinose(50g)11Ca-gluconate8721d-Mannose (2kg)α-Mannoheptonicacid5122Gluconicacidlactoned-Xylose (40 g)35IdonicacidCOOHCHOCOOHH-OH-HHOHOHHO-1HHOHHO-HHITOH-HHOH--OHH--OHHOHCH20HCH2OHCH2OH
He accumulated pure substances with relative configurations. And observed more asymmetric induction
ehiralityIn 1894, " in the case of asymmetriSystems, the further synthesis occurs in.an.asymmetric sense
In 1894, “in "e case of asymme#ic sys%ms, "e &r"er syn"esis occurs in an asymme#ic sense.”( 9
2.Yeast FermentationseandEnzymes10
2. Yeast Fermentations and Enzymes 10