Synthesis of carbon-13 enriched disaccharides: lactose and sucrose

Conference · Thu May 01 00:00:00 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-
• Journal Information: Fed. Proc., Fed. Am. Soc. Exp. Biol.; (United States), Vol. 45:6; Conference: 76. annual meeting of the Federation of American Society for Experimental Biology, Washington, DC, USA, 8 Jun 1986
• Country of Publication: United States
• Language: English

Related Subjects

59 BASIC BIOLOGICAL SCIENCES
LACTOSE
BIOSYNTHESIS
CHEMICAL PREPARATION
SACCHAROSE
CARBON 13
GLUCOSE
LIGASES
MANNOSE
ALDEHYDES
CARBOHYDRATES
CARBON ISOTOPES
DISACCHARIDES
ENZYMES
EVEN-ODD NUCLEI
HEXOSES
ISOTOPES
LIGHT NUCLEI
MONOSACCHARIDES
NUCLEI
OLIGOSACCHARIDES
ORGANIC COMPOUNDS
SACCHARIDES
STABLE ISOTOPES
SYNTHESIS
550200* - Biochemistry