Biosynthesis of N-glycoprotein gylcan core using chemically synthesized lipid intermediates

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

OSTI ID:5096958

Jeanloz, R W; Goussault, Y; Nakabayashi, S; Warren, C D; Bugge, B

The dolichyl pyrophosphates of ..beta..-Manp-(1..-->..4)-..beta..-D-G1cpNAc-(1..-->..4)-..cap alpha..-D-GlcpNAc (I), ..cap alpha..-D-Manp-(1..-->..3)-..beta..-D-Manp-(1..-->..4)-..beta..-D-GlcpNAc-(1..-->..4)-..cap alpha..-D-GlcpNAc (II), and ..cap alpha..-D-Manp-(1..-->..6)-..beta..-D-Manp-(1..-->..4)-..beta..-D-GlcpNAc-(1..-->..4)-..cap alpha..-D-GlcpNAc (III) were chemically synthesized as follows: I from the monosaccharides, II from a disaccharide isolated from human mannosidosis urine by elongation of the sugar chain at the reducing end, and III from a tetrasaccharide isolated from the urine of swainsonine-treated sheep. I, II, and III were incubated with GDP(/sup 14/C) mannose and calf pancreas microsomes or detergent-solubilized preparations derived therefrom. The products were extracted by chloroform/methanol or chloroform methanol/water and examined by t.1.c. The oligosaccharides obtained by mild hydrolysis were identified by gel filtration, liquid chromatography, enzyme degradation, acetolysis, and Con-A Sepharose chromatography. The principal additions of ..cap alpha..-D-Manp residues were as follows: to I, preponderantly (1..-->..3)-linked; to II a first residue (1..-->..6)-linked, followed by other (1..-->..2)-linked residues; and to III, compounds containing 3,4,5 or 6 residues. THus, the preferred mechanism of core assembly is addition of the ..cap alpha..-(1..-->..3)-linked Man residue, followed by the ..cap alpha..-(1..-->..6)-linked residue and the elongation of the (1..-->..3) branch.

• Research Organization: Massachusetts General Hospital, Boston
• OSTI ID: 5096958
• 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

550201* -- Biochemistry-- Tracer Techniques
59 BASIC BIOLOGICAL SCIENCES
ALDEHYDES
BIOSYNTHESIS
CARBOHYDRATES
CARBON 14 COMPOUNDS
CHEMICAL PREPARATION
CHEMICAL REACTIONS
CHROMATOGRAPHY
DECOMPOSITION
FILTRATION
GLUCOPROTEINS
HEXOSES
HYDROLYSIS
LABELLED COMPOUNDS
LIPIDS
LIQUID COLUMN CHROMATOGRAPHY
LYSIS
MANNOSE
MONOSACCHARIDES
OLIGOSACCHARIDES
ORGANIC COMPOUNDS
PROTEINS
SACCHARIDES
SEPARATION PROCESSES
SOLVOLYSIS
SYNTHESIS