ORYZAE ON MALTOSE*
BY JOHN H. PAZUR AND DEXTER FRENCH
(From the Department of Biological Chemistry, University of Illinois College of
Medicine, Chicago, Illinois, and the Department of Chemistry, Iowa State
College, Ames, Iowa)
In 1950 Pan and his associates (1) reported the conversion of maltose
EXPERIMENTAL
destroyed by heat and the compounds were separated by large scale paper
chromatography.
A 10 ml. sample of the digest was placed in a continuous streak near one
edge of a rectangle of filter paper (35 X 40 cm.). The resolution of the
saccharides was accomplished by t,he multiple ascent t.echnique in t.he
solvent system (3 parts water, 4 part’s pyridine, and 6 part.s n-but.anol).
Two vert’ical strips were cut from the developed chromatogram, sprayed,
and used as markers for sectioning the remaining portions of the chro-
matogram. The individual saccharides were extracted from the paper with
boiling water. The extracts from five chromatograms were combined and
concentrated under a vacuum. The syrupy material was dried with ace-
tone and washed with a small amount of n-butanol. Attempts to crystal-
268 A. ORYZAE AND MALTOSE
lize the isomaltose and the panose have not yet been successful. Howe\-er,
crystalline flavazoles of these compounds mere prepared and identified by
x-ray diffraction methods as described later.
Isomaltose-The yield of isomaltose obtained by the above isolation pro-
cedure was 0.43 gm. The specific rotation of the isomaltose is [a], =
+ 119” (c 2, water); the published value is +120” (8).
200 mg. of isomaltose, 60 mg. of o-phenylenediamine, 360 mg. of phenyl-
hydrazine hydrochloride, 0.12 ml. of glacial acetic acid, and 5 ml. of water
were placed in a 25 ml. Erlenmeyer flask having a ground glass joint. The
mixture was refluxed in a boiling bath for 4 hours. The crude isomaltose
flavazole which formed was separated from the reaction mixture by filtra-
tion. It was dissolved in 2.5 ml. of hot n-propanol, filtered while hot into
SUMMARY
BIBLIOGRAPHY
1. Pan, S. C., Andreasen, A. A., and Kolachov, P., Science, 112, 115 (1950).
2. Pan, S. C., Nicholson, L. W., and Kolachov, P., J. Am. Chem. Sot., 73,2547 (1951).
3. French, D., Science, 113, 352 (1951).
4. Wolfrom, M. L., Thompson, A., and Galkowski, T. T., J. Am. Chem. Sot., 73,
4093 (1951).
5. Pazur, J. H., and French, D., J. Am. Chem. Sot., ‘73, 3536 (1951).
6. French, D., Knapp, D. W., and Pazur, J. H., J. Am. Chem. Sot., 72, 5150 (1950).
7. Aronoff, S., and Vernon, L., Arch. Biochem., 28,424 (1950).
8. Montgomery, E. M., Weakley, F. B., and Hilbert, G. B., J. Am. Chem. Sot., 71,
1682 (1949).
9. Freudenberg, K., Friedrich, K., and Bremann, I., Ann. Chem., 494, 41 (1932).
10. Doudoroff, M., Barker, H. A., and Hassid, W. Z., J. Biol. Chem., 168,725 (1947).