IP Library Granted Patent US 11,142,553
Granted Patent B2
US 11,142,553 · App. 16/463,470 · Granted Oct 12, 2021

Protein composition, method for producing same and method for improving heat stability

Inventors: Toshiaki Taniike (Nomi, JP); Anh Thi Ngoc Dao (Nomi, JP); Koyuru Nakayama (Nomi, JP); Junichi Shimokata (Tsuruoka, JP); Kengo Takeuchi (Toyota, JP); Abhijit Ravikiran Muley (Tsuruoka, JP); Sunita Darbe (Tsuruoka, JP)
Assignees: Spiber Inc.; Kojima Industries Corporation
C07K14/43518C07K1/00
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Quick Facts
Patent No.
US 11,142,553
App. No.
16/463,470
Granted
Oct 12, 2021
Kind
B2
Abstract

The present invention relates to a protein composition formed of dry matter of a dispersion in which a protein is dispersed in a stabilizer solution, in which the stabilizer includes at least one type selected from the group consisting of a catechol-based stabilizer, 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid, 2,6-di-tert-butyl-p-cresol, 2-tert-butyl-4-methoxyphenol, and 6,6′-di-tert-butyl-4,4′-butylidenedi-m-cresol.

Claims (39)

1. A protein composition comprising:

dry matter of a dispersion in which a structural protein is dispersed in a stabilizer solution, wherein the stabilizer comprises at least one type selected from the group consisting of a catechol-based stabilizer, 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid, 2,6-di-tert-butyl-p-cresol, and 2-tert-butyl-4-methoxyphenol.

2. The protein composition according to claim 1 ,

wherein the catechol-based stabilizer comprises 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-chromen-4-one, (1S,3R,4R,5R)-3-{[3-(3,4-dihydroxyphenyl)acryloyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylic acid, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-4H-chromen-4-one, propyl 3,4,5-trihydroxybenzoate or 4,4′-(2,3-dimethylbutane-1,4-diyl)dibenzene-1,2-diol.

3. The protein composition according to claim 1 , which is in powder form.

4. The protein composition according to claim 1 , which is a molded article.

5. A protein composition comprising:

dry matter of a solution in which a structural protein and a stabilizer are dissolved,

wherein the stabilizer comprises at least one type selected from the group consisting of N,N′-hexane-1,6-diyl bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionamide], 1,6-hexanediol bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], 2,6-di-tert-butyl-p-cresol, 3,9-bis(2,6-di-tert-butyl-4-methylphenoxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, poly[[6-[(1,1,3,3-tetramethylbutyl)amino]-1,3,5-triazine-2,4-diyl][(2,2,6,6-tetramethyl-4-piperidinyl)imino]-1,6-hexanediyl[(2,2,6,6-tetramethyl-4-piperidinyl)imino]], propyl 3,4,5-trihydroxybenzoate and 4,4′,4″-(1-methylpropanyl-3-ylidene) tris(6-tert-butyl-m-cresol).

6. The protein composition according to claim 5 , wherein the stabilizer comprises:

any one type selected from the group consisting of 3,9-bis(2,6-di-tert-butyl-4-methylphenoxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, 2,2′-methylenebis(4,6-di-tert-butylphenyl) 2-ethylhexylphosphite, and thiobis[2-(1,1-dimethylethyl)-5-methyl-4,1-phenylene]-bis[3-(dodecylthio)propionate], and

poly[[6-[(1,1,3,3-tetramethylbutyl)amino]-1,3,5-triazine-2,4-diyl][(2,2,6,6-tetramethyl-4-piperidinyl)imino]-1,6-hexanediyl[(2,2,6,6-tetramethyl-4-piperidinyl)imino]]].

7. The protein composition according to claim 5 ,

wherein the stabilizer comprises thiobis[2-(1,1-dimethylethyl)-5-methyl-4,1-phenylene]-bis[3-(dodecylthio)propionate].

8. The protein composition according to claim 5 ,

wherein the stabilizer comprises N,N′-hexane-1,6-diyl bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionamide] and 2,2′-methylenebis(4,6-di-tert-butylphenyl) 2-ethylhexylphosphite.

9. The protein composition according to claim 5 , which is not in powder form.

10. The protein composition according to claim 5 , wherein the stabilizer is more than 0 parts by mass and 10 parts by mass or less with respect to 100 parts by mass of the protein.

11. A method for producing a structural protein composition, comprising:

a step of obtaining a dispersion by dispersing a structural protein in a stabilizer solution; and

a step of obtaining dry matter by removing volatile components from the dispersion,

wherein the stabilizer comprises at least one type selected from the group consisting of a catechol-based stabilizer, 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid, 2,6-di-tert-butyl-p-cresol, and 2-tert-butyl-4-methoxyphenol.

12. A method for producing a structural protein composition, comprising:

a step of obtaining a mixed solution by mixing a structural protein, a solvent for dissolving the structural protein, and a stabilizer solution; and

a step of obtaining dry matter by removing volatile components from the mixed solution,

wherein the stabilizer includes at least one type selected from the group consisting of N,N′-hexane-1,6-diyl bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionamide], 1,6-hexanediol bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], 2,6-di-tert-butyl-p-cresol, 3,9-bis(2,6-di-tert-butyl-4-methylphenoxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, poly[[6-[(1,1,3,3-tetramethylbutyl)amino]-1,3,5-triazine-2,4-diyl][(2,2,6,6-tetramethyl-4-piperidinyl)imino]-1,6-hexanediyl[(2,2,6,6-tetramethyl-4-piperidinyl)imino]], propyl 3,4,5-trihydroxybenzoate and 4,4′,4″-(1-methylpropanyl-3-ylidene)tris(6-tert-butyl-m-cresol).

13. The method according to claim 12 ,

wherein the stabilizer comprises thiobis[2-(1,1-dimethylethyl)-5-methyl-4,1-phenylene]-bis[3-(dodecylthio) propionate].

14. The method according to claim 12 ,

wherein the stabilizer comprises N,N′-hexane-1,6-diyl bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionamide] and 2,2′-methylenebis(4,6-di-tert-butylphenyl) 2-ethylhexylphosphite.

15. A method for improving heat stability of a structural protein, comprising:

obtaining a dispersion by dispersing the structural protein in a solution in which at least one type of compound selected from the group consisting of a catechol-based stabilizer, 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid, 2,6-di-tert-butyl-p-cresol, and 2-tert-butyl-4-methoxyphenol is dissolved, and obtaining dry matter in which the structural protein and the compound are both present by removing volatile components from the dispersion.

16. A method for improving heat stability of a structural protein, comprising:

obtaining a mixed solution by mixing

the structural protein,

a solvent for dissolving the structural protein, and

a solution of at least one compound selected from the group consisting of N,N′-hexane-1,6-diyl bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionamide], 1,6-hexanediol bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], 2,6-di-tert-butyl-p-cresol, 3,9-bis(2,6-di-tert-butyl-4-methylphenoxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, poly[[6-[(1,1,3,3-tetramethylbutyl)amino]-1,3,5-triazine-2,4-diyl][(2,2,6,6-tetramethyl-4-piperidinyl)imino]-1,6-hexanediyl[(2,2,6,6-tetramethyl-4-piperidinyl)imino]], propyl 3,4,5-trihydroxybenzoate, and 4,4′,4″-(1-methylpropanyl-3-ylidene) tris(6-tert-butyl-m-cresol);

removing volatile components from the mixed solution; and

obtaining dry matter in which the structural protein and the compound are both present.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 31, 2026
From: SPIBER INC.
To: CRANE INC.
Reel/Frame 074229/0593 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 18, 2019
From: TANIIKE, TOSHIAKI; DAO, ANH THI NGOC; NAKAYAMA, KOYURU; SHIMOKATA, JUNICHI; TAKEUCHI, KENGO; MULEY, ABHIJIT RAVIKIRAN; DARBE, SUNITA
To: SPIBER INC.; KOJIMA INDUSTRIES CORPORATION
Reel/Frame 049789/0381 →
Priority Claims (1)
JP JP2016-231335 · Nov 29, 2016 · national
Continuity (1)
Related Publication 20190352349A1 · Nov 21, 2019
Cited By (2)
US 12,453,688 US 12,668,828