Low molecular weight hydrogels comprising thioglycolipids

Patent metadata

Field	Value
Publication number	US-2024181136-A1
Application number	US-202218551535-A
Country	US
Kind code	A1
Filing date	Mar 25, 2022
Priority date	Mar 26, 2021
Publication date	Jun 6, 2024
Grant date	—

Abstract

The present invention provides a biocompatible low molecular weight (LMW) hydrogel having a high storage modulus that comprises water and thioglycolipid. The invention also provides a carrier material and an article of manufacture comprising said LMW hydrogel. The present invention also provides methods for producing and using the same. The LMW hydrogels are made of aggregates of thioglycolipid via noncovalent interactions.

First claim

1 . A biocompatible low molecular weight (“LMW”) hydrogel having a high storage modulus, wherein said LMW hydrogel comprises at least 80% water and thioglycolipid that are non-cross linked.

2 . The biocompatible low molecular weight non-cross-linked hydrogel of claim 1 , wherein said hydrogel is non-fibrous 3-D network.

3 . The biocompatible low molecular weight non-cross-linked hydrogel of claim 1 , wherein at least 90% of said LMW hydrogel is water.

4 . The biocompatible low molecular weight non-cross-linked hydrogel of claim 1 , wherein the amount of thioglycolipid in said LMW hydrogel ranges from about 0.5% to about 20% by weight.

5 . The biocompatible low molecular weight non-cross-linked hydrogel of claim 1 , wherein the storage modulus of said LMW hydrogel is at least about 10 kPa at 25° C.

6 . (canceled)

7 . The biocompatible low molecular weight non-cross-linked hydrogel of claim 1 , wherein said thioglycolipid comprises a disaccharide that is linked to a lipid via a thiol linkage.

8 - 9 . (canceled)

10 . The biocompatible low molecular weight non-cross-linked hydrogel of claim 1 , wherein said thioglycolipid is of the formula: A-B, wherein:
A is a 1→4 linked disaccharide sugar moiety that is linked to B through a thioether linkage, and B is C 8 -C 20 alkyl.

11 . (canceled)

12 . A carrier material comprising (a) a LMW hydrogel of claim 1 and (b) a cargo.

13 . The carrier material of claim 12 , wherein said cargo is a therapeutic agent or prophylactic agent.

14 . (canceled)

15 . The carrier material of claim 12 , wherein said cargo is an absorbing material, a substrate in tissue engineering or cell culture.

16 . An article of manufacture comprising a LMW hydrogel of claim 1 .

17 . The article of manufacture according to claim 16 , wherein said article of manufacture comprises a wound healing material, tissue engineering or repair material, cell culture material, or controlled-release drug delivery material.

18 . The article of manufacture according to claim 16 , wherein said article of manufacture comprises microparticles or nanoparticles of the LMW hydrogel, and wherein the microparticles or nanoparticles of LMW hydrogel comprises a cargo.

19 . The article of manufacture according to claim 18 , wherein said cargo is a therapeutic agent, a prophylactic agent, an indicator moiety, a labelling moiety, an environmental tracer, a complex-forming agent that forms a complex with a heavy metal or a rare earth element, or an agrochemical.

20 . The article of manufacture according to claim 18 , wherein said cargo comprises a rhamnolipid, a mono- or disaccharide analogue, or a combination thereof.

21 . (canceled)

22 . An article of manufacture comprising a microparticle or a nanoparticle, wherein said microparticle or a nanoparticle comprises a core and a shell, and wherein said core comprises a magnetic material and said shell comprises the LMW hydrogel of claim 1 and a cargo.

23 . The article of manufacture according to claim 22 , wherein said core comprises iron, nickel, cobalt, or a combination thereof.

24 . A low molecular weight physical hydrogel comprising at least about 80% by weight of water and from about 0.5% to 20% by weight of thioglycolipid having a storage modulus of at least about 10 kPa at 25° C.

25 - 28 . (canceled)

29 . The low molecular weight physical hydrogel of claim 24 , wherein said thioglycolipid is of the formula: A-B, wherein:
A is a 1→4 linked disaccharide sugar moiety that is linked to B through a thioether linkage, and B is C 8 -C 20 alkyl.

30 . (canceled)

31 . The low molecular weight physical hydrogel of claim 24 having a storage modulus (G′) ranging from about 10 kPa to about 570 kPa.

Assignees

• Univ Arizona

Inventors

• Pemberton Jeanne E
• Kegel Laurel L
• Wang Yu-Cheng

Classifications

• A61L27/52 Primary

  Hydrogels or hydrocolloids · CPC title

• A61L27/54

  Biologically active materials, e.g. therapeutic substances {(A61L27/227 takes precedence)} · CPC title

• A61L2300/232

  Monosaccharides, disaccharides, polysaccharides, lipopolysaccharides · CPC title

• A61L2300/602

  Type of release, e.g. controlled, sustained, slow · CPC title

• A61L2300/802

  Additives, excipients, e.g. cyclodextrins, fatty acids, surfactants · CPC title