US5041541A — Functional sugar substituted with reduced calories

Claim 1

Independent Claim 35 words

5-C-hydroxymethyl hexose compounds and their derivatives, said derivatives being selected from the group consisting of 1,6-anhydro compounds, alkyl-5-C-hydroxymethyl aldohexosides, polyol compounds wherein the polyol is covalently bonded through a glycosidic linkage, and alkyl 5-C-hydroxymethyl ketohexosides.

Claim 2

Dependent Claim 35 words

5-C-hydroxymethyl hexose compounds and their derivatives, said derivatives being selected from the group consisting of 1,6-anhydro compounds, alkyl-5-C-hydroxymethyl aldohexosides, polyol compounds wherein the polyol is covalently bonded through a glycosidic linkage, and alkyl 5-C-hydroxymethyl ketohexosides.

Claim 3

Dependent Claim 30 words

A compound according to claim 1 where the hexose group is selected from the group consisting of the D or L isomers of galactose, glucose, mannose, fructose, sorbose and tagatose.

Claim 4

Dependent Claim 20 words

A compound according to claim 2 where the galactose group is selected from the group consisting of galacto-pyranose and galacto-furanose.

Claim 5

Dependent Claim 14 words

A derivative according to claim 1 selected from the group consisting of 1,6-anhydro-5-C-hydroxymethyl-β-D-aldohexopyranose compounds.

Claim 6

Dependent Claim 11 words

A compound according to claim 4 where the aldohexopyranose is galactopyranose.

Claim 7

Dependent Claim 14 words

A derivative according to claim 1 selected from the group consisting of 1,6-anhydro-5-C-hydroxymethyl-β-L-aldohexopyranose compounds.

Claim 8

Dependent Claim 21 words

A compound according to claim 6 where the aldohexopyranose group is selected from the group consisting of altrohexopyranose, ido-hexopyranose and gulo-hexopyranose.

Claim 9

Dependent Claim 31 words

A derivative according to claim 1 selected from the group consisting of alkyl 5-C-hydroxymethyl aldohexosides, where the alkyl group is selected from the group consisting of methyl, ethyl, propyl and isopropyl.

Claim 10

Dependent Claim 19 words

A compound according to claim 8 where the aldohexoside is 5-C-hydroxymethyl-L-arabino-hexopyranoside and the alkyl group is ethyl or methyl.

Claim 11

Dependent Claim 29 words

A derivative according to claim 1 selected from the group consisting of 5-C-hydroxymethylaldohexosyl polyol compounds, wherein the polyol group is covalently bound to the aldohexosyl through a glycoside bond.

Claim 12

Dependent Claim 9 words

A compound according to claim 10 which is 5-C-hydroxymethyl-α-L-arabino-hexopyranosyl-(1→4)-glucitol.

Claim 13

Dependent Claim 9 words

A compound according to claim 10 which is 5-C-hydroxymethyl-α-L-arabino-hexopyranosyl-(1→1)-glycerol.

Claim 14

Dependent Claim 9 words

A compound according to claim 10 which is 5-C-hydroxymethyl-α-arabino-hexopyranosyl-(1→2)-glycerol.

Claim 15

Dependent Claim 46 words

A disaccharide having at least one covalent glycosidic bond having a monosaccharide moiety selected from the group consisting of 5-C-hydroxymethyl-D-aldohexose; 1,6-anhydro-5-C-hydroxymethyl-β-D-aldohexopyranose; 1,6-anhydro-5-C-hydroxymethyl-β-L-aldohexopyranose; 5-C-hydroxymethyl aldohexosyl polyol derivatives and alkyl 5-C-hydroxymethyl aldohexoside, where the alkyl group is selected from the group consisting of methyl, ethyl, propyl and isopropyl.

Claim 16

Dependent Claim 46 words

A disaccharide having at least one covalent glycosidic bond having a monosaccharide moiety selected from the group consisting of 5-C-hydroxymethyl-D-aldohexose; 1,6-anhydro-5-C-hydroxymethyl-β-D-aldohexopyranose; 1,6-anhydro-5-C-hydroxymethyl-β-L-aldohexopyranose; 5-C-hydroxymethyl aldohexosyl polyol derivatives and alkyl 5-C-hydroxymethyl aldohexoside, where the alkyl group is selected from the group consisting of methyl, ethyl, propyl and isopropyl.

Claim 17

Dependent Claim 26 words

A compound according to claim 14 selected from the group consisting of disaccharide having the configuration 5-C-hydroxymethyl-α-L-arabino-hexopyransoyl -(1→4)-D-galactopyranose, 5-C-hydroxymethyl-α-L-arabinohexopyransoyl -(1→6)-D-galacto- pyranose and 5-C-hydroxymethyl-α-D-xylo-hexopyranose-β-D-fructofuranoside and mixtures thereof.

Claim 18

Dependent Claim 46 words

A trisaccharide having at least one covalent glycosidic bond having a monosaccharide moiety selected from the group consisting of 5-C-hydroxymethylaldohexose; 1,6-anhydro-5-C-hydroxymethyl-β-D-aldohexopyranose; 1,6-anhydro-5-C-hydroxymethyl-β-L-aldohexopyranose; 5-C-hydroxymethyl aldohexosyl polyol derivatives and alkyl 5-C-hydroxymethyl aldohexoside, where the alkyl group is selected from the group consisting of methyl, ethyl, propyl and isopropyl.

Claim 19

Dependent Claim 46 words

A trisaccharide having at least one covalent glycosidic bond having a monosaccharide moiety selected from the group consisting of 5-C-hydroxymethylaldohexose; 1,6-anhydro-5-C-hydroxymethyl-β-D-aldohexopyranose; 1,6-anhydro-5-C-hydroxymethyl-β-L-aldohexopyranose; 5-C-hydroxymethyl aldohexosyl polyol derivatives and alkyl 5-C-hydroxymethyl aldohexoside, where the alkyl group is selected from the group consisting of methyl, ethyl, propyl and isopropyl.

Claim 20

Dependent Claim 9 words

A compound according to claim 16 which is 5-C-hydroxymethyl-β-L-arabino-hexopyranosyl-α-D-flucosyl-β-D-fructose.

Claim 21

Dependent Claim 47 words

An oligosaccharide having one covalent glycosidic bond having a monosaccharide moiety selected from the group consisting of 5-C-hydroxymethylhexose; 1,6-anhydro-5-C-hydroxymethyl-α-D-aldohexopyranose; 1,6-anhydro-5-C-hydroxymethyl-β-L-aldohexopyranose; 5-C-hydroxymethyl-aldohexosyl polyol derivatives and alkyl 5-C-hydroxymethyl aldohexoside and alkyl 5-C-hydroxymethyl ketohexosides, where the alkyl group is selected from the group consisting of methyl, ethyl, propyl and isopropyl.

Claim 22

Dependent Claim 47 words

An oligosaccharide having one covalent glycosidic bond having a monosaccharide moiety selected from the group consisting of 5-C-hydroxymethylhexose; 1,6-anhydro-5-C-hydroxymethyl-α-D-aldohexopyranose; 1,6-anhydro-5-C-hydroxymethyl-β-L-aldohexopyranose; 5-C-hydroxymethyl-aldohexosyl polyol derivatives and alkyl 5-C-hydroxymethyl aldohexoside and alkyl 5-C-hydroxymethyl ketohexosides, where the alkyl group is selected from the group consisting of methyl, ethyl, propyl and isopropyl.

Claim 23

Dependent Claim 9 words

A compound according to claim 18 which is 5-C-hydroxymethyl-β-L-arabino-hexopyranosyl-α-D-galactosyl-.alpha.-D-glucosyl-β-D-fructose.

Claim 24

Dependent Claim 49 words

A polysaccharide having one covalent glycosidic bond having a monosaccharide moiety selected from the group consisting of 5-C-hydroxymethyl hexose; 1,6-anhydro-5-C-hydroxymethyl-β-D-aldohexopyranose; 1,6-anhydro-5-C-hydroxymethyl-β-L-aldohexopyranose; 5-C-hydroxymethyl aldohexosyl polyol derivatives and alkyl 5-C-hydroxymethyl aldohexoside and alkyl 5-C-hydroxymethyl ketohexoside, where the alkyl group is selected from the group consisting of methyl, ethyl, propyl and isopropyl.

Claim 25

Dependent Claim 49 words

A polysaccharide having one covalent glycosidic bond having a monosaccharide moiety selected from the group consisting of 5-C-hydroxymethyl hexose; 1,6-anhydro-5-C-hydroxymethyl-β-D-aldohexopyranose; 1,6-anhydro-5-C-hydroxymethyl-β-L-aldohexopyranose; 5-C-hydroxymethyl aldohexosyl polyol derivatives and alkyl 5-C-hydroxymethyl aldohexoside and alkyl 5-C-hydroxymethyl ketohexoside, where the alkyl group is selected from the group consisting of methyl, ethyl, propyl and isopropyl.

Claim 26

Dependent Claim 12 words

A compound according to claim 20 where the 5-C-hydroxymethyl hexose is 5-C-hydroxymethyl-α-L-arabino-hexopyranose.

Claim 27

Dependent Claim 21 words

A compound according to claim 20 having the structure of arabinogalactan wherein at least one D-galactosyl group is a 5-C-hydroxymethyl-L-arabino-hexopyransyl group.

Claim 28

Dependent Claim 14 words

A compound according to claim 2 where the fructose group is fructopyranose or fructofuranose.

Claim 29

Dependent Claim 31 words

A derivative according to claim 1 selected from the group consisting of alkyl 5-C-hydroxymethyl ketohexoside, where the alkyl group is selected from the group consisting of methyl, ethyl, propyl and isopropyl.

Claim 30

Dependent Claim 19 words

A compound according to claim 24 where the ketohexoside is selected from the group consisting of fructopyranoside or fructofuranoside.

Claim 31

Dependent Claim 20 words

A compound according to claim 25 where the alkyl group is selected from the group consisting of methyl and ethyl.

Claim 32

Dependent Claim 30 words

A deriative according to claim 1 selected from the group consisting of 5-C-hydroxymethyl ketohexosyl polyol compounds, wherein the polyol group is covalently bound to the ketohexosyl through a glycosidic bond.

Claim 33

Dependent Claim 43 words

A disaccharide having one covalent glycosidic bond having a monosaccharide moiety selected from the group consisting of 5-C-hydroxymethyl ketohexose; 5-C-hydroxymethyl ketohexosyl polyol derivatives and alkyl 5-C-hydroxymethyl ketohexoside, where the alkyl group is selected from the group consisting of methyl, ethyl, propyl and isopropyl.

Claim 34

Dependent Claim 43 words

A disaccharide having one covalent glycosidic bond having a monosaccharide moiety selected from the group consisting of 5-C-hydroxymethyl ketohexose; 5-C-hydroxymethyl ketohexosyl polyol derivatives and alkyl 5-C-hydroxymethyl ketohexoside, where the alkyl group is selected from the group consisting of methyl, ethyl, propyl and isopropyl.

Claim 35

Dependent Claim 42 words

A trisaccharide having one covalent glycosidic bond having a monosaccharide moiety selected from the group consisting of 5-C-hydroxymethyl ketohexose; 5-C-hydroxymethyl ketohexosyl polyol derivatives and alkyl 5-C-hydroxymethylketohexoside, where the alkyl group is selected from the group consisting of methyl, ethyl, propyl and isopropyl.

Claim 36

Dependent Claim 42 words

A trisaccharide having one covalent glycosidic bond having a monosaccharide moiety selected from the group consisting of 5-C-hydroxymethyl ketohexose; 5-C-hydroxymethyl ketohexosyl polyol derivatives and alkyl 5-C-hydroxymethylketohexoside, where the alkyl group is selected from the group consisting of methyl, ethyl, propyl and isopropyl.

Claim 37

Dependent Claim 43 words

An oligosaccharide having one covalent glycosidic bond having a monosaccharide moiety selected from the group consisting of 5-C-hydroxymethyl ketohexose; 5-C-hydroxymethyl ketohexosyl polyol derivatives and alkyl 5-C-hydroxymethyl ketohexoside, where the alkyl group is selected from the group consisting of methyl, ethyl, propyl and isopropyl.

Claim 38

Dependent Claim 43 words

An oligosaccharide having one covalent glycosidic bond having a monosaccharide moiety selected from the group consisting of 5-C-hydroxymethyl ketohexose; 5-C-hydroxymethyl ketohexosyl polyol derivatives and alkyl 5-C-hydroxymethyl ketohexoside, where the alkyl group is selected from the group consisting of methyl, ethyl, propyl and isopropyl.

Claim 39

Dependent Claim 43 words

A polysaccharide having one covalent glycosidic bond having a monosaccharide moiety selected from the group consisting of 5-C-hydroxymethyl ketohexose; 5-C-hydroxymethyl ketohexosyl polyol derivatives and alkyl 5-C-hydroxymethyl ketohexoside, where the alkyl group is selected from the group consisting of methyl, ethyl, propyl and isopropyl.

Claim 40

Dependent Claim 43 words

A polysaccharide having one covalent glycosidic bond having a monosaccharide moiety selected from the group consisting of 5-C-hydroxymethyl ketohexose; 5-C-hydroxymethyl ketohexosyl polyol derivatives and alkyl 5-C-hydroxymethyl ketohexoside, where the alkyl group is selected from the group consisting of methyl, ethyl, propyl and isopropyl.

Annuity Stage	Window Opens	Payment Deadline	Surcharge Period Until	Estimated Fee	Status
3.5 Years (Year 4)	1994-08-19	1995-02-18	1995-08-20	$2000.00	Window Closed / Lapsed
7.5 Years (Year 8)	1998-08-19	1999-02-18	1999-08-20	$3760.00	Window Closed / Lapsed
11.5 Years (Year 12)	2002-08-19	2003-02-18	2003-08-20	$7700.00	Window Closed / Lapsed

Functional sugar substituted with reduced calories

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