Glucoheptonic Acid

Title: Glucoheptonic Acid
CAS Registry Number: 87-74-1
CAS Name: D-glycero-D-gulo-Heptonic acid
Additional Names: a-glucoheptonic acid; glucosemonocarboxylic acid; glucomonocarbonic acid
Molecular Formula: C7H14O8
Molecular Weight: 226.18
Percent Composition: C 37.17%, H 6.24%, O 56.59%
Literature References: Obtained by treating glucose with HCN yielding a cyanohydrin which is saponified to glucoheptonic acid: Kiliani, Ber. 19, 769 (1886); Fischer, Ann. 270, 71 (1892); Armestar, C.A. 45, 2865 (1951). Process starting with calcium cyanide and glucose: Clevenot, US 2735866 (1956 to Lab. Clevenot). Diagnostic use of 99mTc complexes in renal scintigraphy: R. E. Boyd et al., Br. J. Radiol. 46, 604 (1973); in brain scanning: J. Léveillé et al., J. Nucl. Med. 18, 957 (1977); T. W. Ryerson et al., Radiology 127, 429 (1978). Subacute toxicity study: L. Belbeck et al., Can. J. Comp. Med. 45, 299 (1981).
Properties: Lactonizes upon evapn. The lactone forms large sweetish crystals, mp 145-148°. [a]D20 -56.0° (shows mutarotation). Sol in water.
Melting point: mp 145-148°
Optical Rotation: [a]D20 -56.0° (shows mutarotation)
Derivative Type: Sodium salt
CAS Registry Number: 13007-85-7
Additional Names: Gluceptate sodium; sodium glucoheptonate
Molecular Formula: C7H13NaO8
Molecular Weight: 248.16
Percent Composition: C 33.88%, H 5.28%, Na 9.26%, O 51.58%
Literature References: Prepn from corn syrup: Behnke, US 3022343 (1962 to Pfanstiehl Labs).
Properties: Crystals (a-form), dec 161°. [a]D20 +6.06° (c = 10 in H2O). Freely sol in water.
Optical Rotation: [a]D20 +6.06° (c = 10 in H2O)
Derivative Type: Calcium salt
Additional Names: Gluceptate calcium; calcium glucoheptonate; calcium glucosemonocarbonate; calcium glucomonocarbonate
Trademarks: Calciforte (Serolam); Calheptose
Molecular Formula: C14H26CaO16
Molecular Weight: 490.42
Percent Composition: C 34.29%, H 5.34%, Ca 8.17%, O 52.20%
Literature References: Prepn from Na salt: Holstein, US 3033900 (1962 to Pfanstiehl Labs.).
Properties: Hygroscopic crystals, somewhat acrid taste, dec 200°. Sol in water.
Derivative Type: Magnesium salt
Additional Names: Magnesium glucoheptonate; magnesium glucosemonocarbonate; magnesium glucomonocarbonate
Trademarks: Navolin
Molecular Formula: C14H26MgO16
Molecular Weight: 474.65
Percent Composition: C 35.43%, H 5.52%, Mg 5.12%, O 53.93%
Literature References: Prepn: Cipelli, US 3063896 (1962 to Merck & Co.).
Properties: Water-sol crystals, pleasant taste.
Derivative Type: Complex with 99mTc
Additional Names: Technetium 99mTc gluceptate; technetium 99mTc gluheptonate
Trademarks: Glucoscan (DuPont); TechneScan gluceptate (Mallinckrodt)
Use: Pharmaceutic aid.
Therap-Cat: 99mTc complex as diagnostic aid (radioactive imaging agent).
Gluconic Acid Gluconolactone Glucosamine Glucose Oxidase Glucose-6-phosphate