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US 8,580,297 B2Granted
Components for producing amphoteric liposomes
AssigneeMarina Biotech, Inc.
InventorsFrank Essler, Steffen Panzner, Gerold Endert
Life of this patent
Estimating the term…
Abstract
The invention suggests amphoteric lipids wherein one or more amphoteric groups having an isoelectric point between 4 and 9 are substituted on a membranous or membrane-forming amphiphilic substance, as well as liposomes containing such compounds.
Claims17
A compound comprising the structure shown in Formula (I):
- amphoteric substance—Y—spacer—amphiphilic substance (Formula (1)), wherein:
- (a) the amphoteric substance comprises a cationic portion having a pKa of from 4 to 8, and an anionic portion with a pKa of from 3 to 7, wherein
- aa) the cationic portion is a substituted or unsubstituted morpholine or piperazine ring;
- and
- bb) the anionic portion is a carboxyl group;
- (b) Y is selected from the group consisting of —(C═O)—O—;
- —(C═O)—NH—;
- —NH—(C═O)—O—;
- —O—;
- —NH—;
- —CH═N—;
- —O—(O═C)—;
- —S—;
- —(O═C)—;
- —NH—(O═C)—;
- —O—(O═C)—NH— and —N═CH—;
- (c) the spacer is from 1 to 8 carbon atoms;
- and
- (d) the amphiphilic substance is selected from the group consisting of an acid group, amine containing group;
- a structure shown in Formula (II) and a structure shown in Formula (III), wherein
- aa) the acid group is esterified with linear C8-C30 alcohols, and selected from the group consisting of a dicarboxylic acid;
- aspartic acid;
- glutamic acid;
- malic acid;
- tartaric acid;
- citric acid;
- aconitic acid;
- citraconic acid and maleic acid;
- bb) the amine group is amidated with linear C8-C30 fatty acids, and selected from the group consisting 1,4-diamine;
- 1,5-diamine of 3-aminoalanine;
- diaminobutyric acid;
- ornithine and lysine;
- cc) Formula (II) is
- and;
- dd) Formula (III) is
- wherein X is selected from the group consisting of —O—(C═O);
- —NH—(C═O)—;
- —S—(C═O)—;
- —O—;
- —NH—;
- —S—;
- —N═CH—;
- —(O═C)—O—;
- —S—(O═C)—;
- —NH—(O═C)— and —N═CH—;
- and R1 and R2 are, independently, a C8-C30 alkyl chain or a C8-C30 acyl chain.
43 more elements
Dependencies are inferred from the claim text.