AMINOOXYLIPIDS FOR THE CONSTRUCTION OF SELF-ASSEMBLING LIPOSOMAL SYSTEMS ENABLING THEIR SUBSEQUENT MODIFICATION BY BIOLOGICALLY FUNCTIONAL MOLECULES
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00027162%3A_____%2F21%3AN0000212" target="_blank" >RIV/00027162:_____/21:N0000212 - isvavai.cz</a>
Result on the web
<a href="https://www.ic.gc.ca/opic-cipo/cpd/eng/patent/3039404/summary.html?query=aminooxylipids&type=basic_search" target="_blank" >https://www.ic.gc.ca/opic-cipo/cpd/eng/patent/3039404/summary.html?query=aminooxylipids&type=basic_search</a>
DOI - Digital Object Identifier
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Alternative languages
Result language
angličtina
Original language name
AMINOOXYLIPIDS FOR THE CONSTRUCTION OF SELF-ASSEMBLING LIPOSOMAL SYSTEMS ENABLING THEIR SUBSEQUENT MODIFICATION BY BIOLOGICALLY FUNCTIONAL MOLECULES
Original language description
New aminooxylipids of general formula (I), wherein n1 = 5-30 and X is polymethylene linker of the general formula (II) where n2 = 2 -10, or X is polyethylene glycol linker of the general formula (III), wherein n3 = 1-14, are provided. A method of preparation of the aminooxylipids of general formula (I) characterized in that the acylation of N-tert-butoxycarbonyl-polymethylenediamine {(CH3)3C-0-(C=0)-HN-(CH2)n-N H2, n = 2 -13}, or N-tert- butoxycarbonyl-polyethyleglycoldiamine {(CH3)3C-0-(C=0)-HN-(CH2)2-[0-(CH2)]n-0-(CH2)2NH2, n = 1-14} with in position C(2) symmetrically branched fatty acids of general formula (IV), wherein n1 = 5-30, in the presence of condensation reagent, or from acid of general formula (IV) derived acylchloride of general formula (V) wherein n1 = 5-30, produces N-Boc-aminolipids of general formula (VI), wherein n1 = 5-30 a X is polymethylene linker of the general formula (II) or X is polyethylene glycol linker of the general formula (III). These are converted by debocylation to aminolipids of general formula (VII), wherein n1 = 5-30 and X is polymethylene linker of the general formula (II) or X is polyethylene glycol linker of the general formula (III). By their condensation with N-terf-butoxycarbonyl-aminooxyacetic acid in the presence of condensation reagent, N-Boc-aminooxylipids of general formula (VIII), where in n1 = 5- 30 and X is polymethylene linker of the general formula (II) or X is polyethylene glycol linker of the general formula (III), are obtained, which by debocylation afford aminooxylipids of general formula (I). Acylchlorides of general formula (V) are prepared by reaction of acid of general formula (IV) with oxalylchloride in the presence of catalytic amount of N, N-dimethylformamide in organic aprotic solvent. The use of nontoxic aminooxylipids of the general formula I for construction of nontoxic self-assembly liposomal carriers of therapeutics presenting aminooxy groups and so-called "post-liposomal" modification of these carriers with biologically functional molecules using oxime ligation technique (binding counterparts: aminooxy group and aldehyde or ketone group).
Czech name
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Czech description
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Classification
Type
P - Patent
CEP classification
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OECD FORD branch
10401 - Organic chemistry
Result continuities
Project
<a href="/en/project/EF15_003%2F0000495" target="_blank" >EF15_003/0000495: FIT (Pharmacology, Immunotherapy, nanoToxicology)</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2021
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Patent/design ID
CA 3039404
Publisher
CA001 -
Publisher name
Canadian Intellectual Property Office (CIPO)
Place of publication
Gatineau, Québec
Publication country
CA - CANADA
Date of acceptance
Sep 7, 2021
Owner name
Vysoká škola chemicko-technologická v Praze, Technická 5, 16628 Praha 6, Česká republika; Výzkumný ústav veterinárního lékařství, v.v.i., Hudcova 296/70, 621 00 Brno, Česká republika; Apigenex s.r.o., Poděbradská 56/186, 18066 Praha 9, Česká republika
Method of use
A - Výsledek využívá pouze poskytovatel
Usage type
A - K využití výsledku jiným subjektem je vždy nutné nabytí licence