Synthesis of carbon-13 enriched disaccharides: lactose and sucrose

Conference · Thu May 01 04:00:00 EDT 1986 · Fed. Proc., Fed. Am. Soc. Exp. Biol.; (United States)

OSTI ID:7108875

Walker, T E; Unkefer, P J; Unkefer, C J; Ehler, D S

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-
• Conference Information: Journal Name: Fed. Proc., Fed. Am. Soc. Exp. Biol.; (United States) Journal Volume: 45:6
• Country of Publication: United States
• Language: English

Related Subjects

550200* -- Biochemistry
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