← Back to Patent Explorer
US4990291A Expired / Lapsed US ⏱️ 0.0 years remaining

Method of making lipid tubules by a cooling process

Assignee: United States Department of the Navy
•
Filing: 1988-02-29
•
Granted: 1991-02-05
•
Expires: 2008-02-29
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Diacetylinic phosophocholines have distinctly different endothermic and exothermic transition temperatures. Lipid tubules are formed by hydrating a diacetylinic phosphocholine at a temperature above its endothermic transition temperature. The hydrated lipid is then cooled slowly to a formation temperature 1° to 10° C. below the exothermic transition temperature to form tubule structures. The tubules structures can be polymerized to form permanent tubules. The tubules can be used in the same manner as a liposome vesicle or they can be metal coated for a variety of applications.

Inventors

  • 👤 Paul E. Schoen
  • 👤 Paul Yager
  • 👤 Joel M. Schnur

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 17:29
CPC Classifications
A; A61; A61K; A61K9/00; A61K9/10; A61K9/127; A61K9/1274

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 78 words
A method of forming tubules relatively free from amorphous material from diacetylinic phosphocholines having hydrocarbon chains of 15 to 29 carbons each comprising the steps of: hydrating a diacetylinic phosphocholine crystalline, lipid powder above its endothermic transition temperature; cooling said hydrated lipid at a rate not exceeding 1° per minute to a formation temperature 1° to 10° C. below the exothermic transition temperature; and holding said formation temperature for 30 minutes to 2 hours to form tubule structures.
Claim 2
Independent Claim 78 words
A method of forming tubules relatively free from amorphous material from diacetylinic phosphocholines having hydrocarbon chains of 15 to 29 carbons each comprising the steps of: hydrating a diacetylinic phosphocholine crystalline, lipid powder above its endothermic transition temperature; cooling said hydrated lipid at a rate not exceeding 1° per minute to a formation temperature 1° to 10° C. below the exothermic transition temperature; and holding said formation temperature for 30 minutes to 2 hours to form tubule structures.
Claim 3
Dependent Claim 22 words
The method of claim 1 wherein the hydrated lipid is cooled at a rate of 0.5° C. per 1° C. per minute.
Claim 4
Dependent Claim 20 words
The method of claim 2 wherein the formation temperature is 1° C. to 5° C. below the exothermic transition temperature.
Claim 5
Dependent Claim 16 words
The method according to claim 2 wherein the formation temperature is maintained for about 1 hour.
Claim 6
Dependent Claim 15 words
The method of claim 4 wherein the tubule structure is polymerized to a permanent form.
Claim 7
Dependent Claim 12 words
The method of claim 5 wherein the lipid is 1,2-bis (10,12 heptacosadiynoyl)-sn-glycero-3-phosphocholine.
Claim 8
Dependent Claim 19 words
The method of claim 4 wherein the diacetylinic phosphocholine lipid has at least 27 carbons in each hydrocarbon chain.
Claim 9
Dependent Claim 11 words
The method of claim 7 wherein the lipid is 1,2-bis(11,13 heptacosadiynoyl)-sn-glycero-3-phosphocholine.
Claim 10
Dependent Claim 12 words
The method of claim 7 wherein the lipid is 1,2-bis (9,11 heptacosadiynoyl)-sn-glycero-3-phosphocholine.
Claim 11
Dependent Claim 11 words
The method of claim 7 wherein the lipid 1,2 (8,10 heptacosadiynoyl)-sn-glycero-3-phosphocholine.
Claim 12
Dependent Claim 12 words
The method of claim 7 wherein the lipid is 1,2-bis (7,9 heptacosadiynoyl)-sn-glycero-3-phosphocholine.
Claim 13
Dependent Claim 15 words
The method of claim 7 wherein the tubule structure is polymerized to a permanent form.

References Cited (Backward Citations)

US4089801A Cited
US4448765A Cited
US4260515A Cited
US4394372A Cited
US4485045A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1994-02-04 1994-08-06 1995-02-05 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1998-02-04 1998-08-06 1999-02-05 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2002-02-04 2002-08-06 2003-02-05 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag