OA-7653 Substance

OA-7653 substance comprising L-glutamic acid and glucose as components and having the following characteristics:

• a. sparingly soluble in 0.1 N aqueous solution of hydrochloric acid, insoluble in methanol, ethanol, butanol, acetone and ethyl acetate and soluble in 0.1 N aqueous solution of sodium hydroxide,
• b. positive when subjected to iodine reaction, ninhydrin reaction, Molisch reaction and Ehrlich's reaction,
• c. a specific rotatory power of [.alpha]sub.D.sup.23.5 =+76.5.degree. (C=0.463, water),
• d. a composition comprising 46.10% carbon, 4.47% hydrogen and 7.18% nitrogen, as determined by elementary analysis,
• e. a molecular weight of about 2000, as determined by ultra-centrifugal analysis,
• f. an isoelectric point at a pH of 5-6, as determined by electrophoresis,
• g. an IR absorption spectrum in KBr disk with significant absorption maxima at the following frequencies (cm.sup.-1):
• 3280 (s), 1660 (s), 1640 (s), 1515 (s), 1490 (s), 1395 (s), 1235 (s), 1150 (m), 1062 (s) and 1020 (s),
• h. UV absorption spectra with absorption maxima at 278 m.mu. in 0.1 N aqueous hydrochloric acid solution, at 278 m.mu. in distilled water and at 298 m.mu. in 0.1 N aqueous sodium hydroxide solution,
• i. a .sup.1 H-NMR spectrum in dimethyl sulfoxide substituted with deuterium with the following peaks:
• ______________________________________ No. ppm No. ppm No. ppm ______________________________________ 1 1.05-1.35 5 3.0-4.1 9 6.6-7.0 2 1.60-2.0 6 4.2-4.9 10 7.0-7.55 3 2.2 7 5.05-5.6 11 7.6-8.0 4 2.50 8 6.3-6.5 ______________________________________
• j. a .sup.13 C-NMR spectrum in dimethyl sulfoxide substituted with deuterium with the following peaks:
• ______________________________________ No. ppm No. ppm No. ppm ______________________________________ 1 173.2 14 148.7 27 105.9 2 173.0 15 146.8 28 104.6 3 172.4 16 138.3 29 102.3 4 172.2 17 136.5 30 96.3 5 170.8 18 135.5 31 73.6 6 169.7 19 134.1 32 69.3 7 169.0 20 131.6 33 62.5 8 167.1 21 129.7 34 60.6 9 157.0 22 128.8 35 56.7 10 156.8 23 127.8 36 53.9 11 155.8 24 125.3 37 31.1 12 149.7 25 121.5 38 9.6 13 149.5 26 117.9 ______________________________________
• k. Rf values, as determined by silica gel thin-layer chromatography, of zero with use of butanol-acetic acid-water (4:1:1 by volume) as a developing solvent, of zero with use of propanol-2 N aqueous ammonia solution (7:3 by volume) as a developing solvent, of 0.45 with use of chloroform-ethanol-water (4:7:2 by volume) as a developing solvent, and of 0.8 with use of ethanol-water (7:3 by volume) as a developing solvent, and
• l. Rf values, as determined by paper chromatography, of 0.83 with use of butanol-acetic acid-water (4:3:7 by volume) as a developing solvent, and of 0.76 with use of butanol-pyridine-water (4:3:7 by volume) as a developing solvent.