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_____%2F22%3AN0000191" target="_blank" >RIV/00027162:_____/22:N0000191 - isvavai.cz</a>
Result on the web
<a href="https://ppubs.uspto.gov/pubwebapp/" target="_blank" >https://ppubs.uspto.gov/pubwebapp/</a>
DOI - Digital Object Identifier
—
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
—
Czech description
—
Classification
Type
P - Patent
CEP classification
—
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)
Others
Publication year
2022
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Patent/design ID
US 11,492,327 B2
Publisher
US001 -
Publisher name
United States Patent and Trademark Office (USPTO)
Place of publication
Alexandria
Publication country
US - UNITED STATES
Date of acceptance
Nov 8, 2022
Owner name
Vysoká škola chemicko-technologická v Praze; Výzkumný ústav veterinárního lékařství, v.v.i.; APIGENEX s.r.o.
Method of use
A - Výsledek využívá pouze poskytovatel
Usage type
A - K využití výsledku jiným subjektem je vždy nutné nabytí licence