Combinatorial library of moenomycin analogs and methods of producing same

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United States of America Patent

PATENT NO 6207820
SERIAL NO

09394045

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Abstract

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A combinatorial chemical library of compounds structurally related to the moenomycin class of antibiotics has the formula ##STR1## wherein D is a donor mono- or disaccharide, A is an acceptor monosaccharide, and P--R is a lipophosphoglycerate mimetic group. Members of the library have a glycosidic linkage between the anomeric carbon of D and the C2 carbon of A, and the D--A moiety is in turn covalently linked through the anomeric carbon of A to the P--R group. Members of the library exhibit their greatest structural diversity in terms of substitutions occurring at the C3 position of the A residue, substitutions at the C2 position of the D residue, and different P--R groups used in assembling the compounds. Members of the library are preferably synthesized by solid phase techniques involving stepwise coupling of the respective units to a support, functionalizing the A and/or D saccharides either before or after immobilizing them on the support, and cleaving the assembled compounds from the support. Preferred functionalities attached to the sugar residues are amides, carbamates, ureas, sulfonamides, substituted amines, esters, carbonates, and sulfates. Exemplary P--R groups are derivatives of homoserine, glyceric acid, salicylates and mandelic acid. Members of the library can be screened for anti-microbial activity by contacting them with a culture of microbes and monitoring the growth rate of the microbes.

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Patent OwnerAddress
ADVANCED MEDICINE EAST INC901 GATEWAY BOULEVARD SOUTH SAN FRANCISCO CA 94080

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Inventor(s)

Inventor Name Address # of filed Patents Total Citations
Allanson, Nigel Mark Princeton, NJ 5 19
Chan, Tin Yau Edison, NJ 14 185
Hatzenbuhler, Nicole T Bridgewater, NJ 7 45
Jain, Rakesh K Lawrenceville, NJ 48 354
Kakarla, Ramesh East Brunswick, NJ 25 217
Liang, Rui Plainsboro, NJ 68 783
Liu, Dashan East Brunswick, NJ 6 17
Silva, Domingos J Plainsboro, NJ 27 238
Sofia, Michael J Lawrenceville, NJ 34 288

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