Synthesis of carbon-13 enriched disaccharides: lactose and sucrose
Disaccharides can be prepared enzymatically and by chemical synthesis. Lactose enriched with carbon-13 at C-1 can be synthesized by reacting K/sup 13/CN with a sugar having a one fewer carbon than the desired product. Thus, a mixture of 4-O-..beta..-D-galactopyranosyl-D-(1-/sup 13/C)glucose ((1-/sup 13/C)lactose) and 4-O-..beta..-D-galactopyranosyl-D-(1-/sup 13/C)mannose can be synthesized from 3-O-..beta..-D-galactopyranosyl-D-arabinose and K/sup 13/CN. (/sup 13/C)Sucrose is conveniently prepared in gram quantities from D-(/sup 13/C)fructose and UDP-glucose in a reaction catalyzed by the enzyme sucrose synthetase. This reaction proceeds smoothly at 25/sup 0/ over a period of hours to give an equilibrium mixture which can be separated chromatographically. The glucose portion of sucrose can be labeled using enzymatically-prepared UDP-(/sup 13/C)glucose. Labeled sucrose is important for the preparation of labeled starches to be used for structural and metabolic studies.
- Research Organization:
- Los Alamos National Lab., NM
- OSTI ID:
- 7108875
- Report Number(s):
- CONF-8606151-
- Journal Information:
- Fed. Proc., Fed. Am. Soc. Exp. Biol.; (United States), Journal Name: Fed. Proc., Fed. Am. Soc. Exp. Biol.; (United States) Vol. 45:6; ISSN FEPRA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
59 BASIC BIOLOGICAL SCIENCES
ALDEHYDES
BIOSYNTHESIS
CARBOHYDRATES
CARBON 13
CARBON ISOTOPES
CHEMICAL PREPARATION
DISACCHARIDES
ENZYMES
EVEN-ODD NUCLEI
GLUCOSE
HEXOSES
ISOTOPES
LACTOSE
LIGASES
LIGHT NUCLEI
MANNOSE
MONOSACCHARIDES
NUCLEI
OLIGOSACCHARIDES
ORGANIC COMPOUNDS
SACCHARIDES
SACCHAROSE
STABLE ISOTOPES
SYNTHESIS