IP Library Granted Patent US 12,371,569
Granted Patent B2
US 12,371,569 · App. 17/917,774 · Granted Jul 29, 2025

Low endotoxin gelatin-(meth)acryloyl

Inventors: Bjorn Vergauwen (Ghent, BE); Elke De Clerck (Ghent, BE)
Assignee: ROUSSELOT BV
C08L89/06A61L27/222A61L27/52C08J3/075C08J2389/06C08L2203/16
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Quick Facts
Patent No.
US 12,371,569
App. No.
17/917,774
Granted
Jul 29, 2025
Kind
B2
Abstract

The present invention relates to methacryloyl-gelatin and acryloyl-gelatin with low pyrogenic activity, in particular with low lipopolysaccharide content. The (meth)acryloyl-gelatin is further characterized by low (meth)acrylic acid content. The invention further relates to methods for preparing said (meth)acryloyl-gelatin, which do not require a dialysis step. The invention further relates to hydrogels comprising this (meth)acryloyl-gelatin, as well as uses thereof for tissue-engineering applications, and as bio-ink or bio-resin.

Claims (18)

1. A gelatin modified with a methacryloyl group or an acryloyl group, having a lipopolysaccharide content of less than 100 EU/g, less than 50 EU/g, less than 20 EU/g, less than 10 EU/g, less than 5 EU/g, less than 2 EU/g, or less than 1 EU/g, and

comprising less than 30 ppm of a methacrylic acid or an acrylic acid,

wherein the methacrylic acid or the acrylic acid content is determined on a sample of the gelatin dissolved in water, or

comprising less than 100 ppm of a methacrylic acid or an acrylic acid,

wherein the methacrylic acid or acrylic acid content is determined on a sample of the gelatin dissolved in 50 mM phosphate buffer, pH 9.5.

2. The gelatin according to claim 1 , wherein said gelatin is a type A gelatin.

3. The gelatin according to claim 1 , having a degree of methacrylamide substitution or acrylamide substitution between 20% and 100%, between 50% and 100%, or between 80% and 100%, and a degree of methacrylate substitution of less than 10%.

4. The gelatin according to claim 1 , wherein said gelatin is further modified with an acetyl group or moiety, a phenol group or moiety, a thiol group or moiety, a norbornene group or moiety, a tetrazine group or moiety, an azide group or moiety, a furan group or moiety, or any combination thereof.

5. A hydrogel comprising:

a gelatin modified with a methacryloyl group or an acryloyl group,

wherein the gelatin modified with the methacryloyl group or the acryloyl group has a lipopolysaccharide content of less than 100 EU/g, less than 50 EU/g, less than 20 EU/g, less than 10 EU/g, less than 5 EU/g, less than 2 EU/g, or less than 1 EU/g, and

comprises less than 30 ppm of methacrylic acid or acrylic acid, wherein the methacrylic acid or the acrylic acid content is determined on a sample of the gelatin dissolved in water, or comprises less than 100 ppm of a methacrylic acid or an acrylic acid, wherein the methacrylic acid or acrylic acid content is determined on a sample of the gelatin dissolved in 50 mM phosphate buffer, pH 9.5; and

a cross-linking agent.

6. A film comprising a hydrogel according to claim 5 .

7. A pharmaceutical composition comprising the gelatin of claim 1 .

8. A bio-ink or a bio-resin comprising the gelatin of claim 1 .

9. A pharmaceutical composition comprising the hydrogel of claim 5 .

10. A bio-ink or a bio-resin comprising the hydrogel of claim 5 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 27, 2022
From: VERGAUWEN, BJORN; DE CLERCK, ELKE
To: ROUSSELOT BV
Reel/Frame 061559/0629 →
Priority Claims (1)
BE 2020/5347 · May 19, 2020 · national
Continuity (1)
Related Publication 20230133041A1 · May 4, 2023
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