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Keratin derivatives and methods of making the same

A technology of keratin and derivatives, applied in the field of preparation and use of said soluble keratin derivatives

Inactive Publication Date: 2010-12-01
KERAPLAST TECH LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these chemical classes do not have the benefits associated with proteins or peptides, and delivering the benefits associated with man-made chemicals and those inherent in proteinaceous materials is problematic

Method used

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  • Keratin derivatives and methods of making the same
  • Keratin derivatives and methods of making the same
  • Keratin derivatives and methods of making the same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0148] Example 1 Manufacture of succinylated keratin derivatives

[0149] This example describes studies directed at the derivatization of soluble keratin. It describes a method for succinylation of soluble keratin and properties of the resulting derivatives.

[0150] Succinylation of intact soluble keratin intermediate filament proteins was performed by adding succinic anhydride to the reaction. Succinic anhydride reacts with primary amino groups (lysine and amino terminus) and to a lesser extent with hydroxyl amino acids (serine, threonine and tyrosine) in intact soluble keratin IFP to generate carboxylic acid functionality. As should be understood, in the case of a lysine group, this means that an amino acid, which is sometimes positive, has been replaced by a negatively charged carboxyl group. This should make intact soluble keratin IFP more negative in character.

[0151] More specifically, the method is accomplished by the following steps:

[0152] (i) Cool 100 g o...

Embodiment 2

[0174] Example 2 - Manufacture of quaternized keratin derivatives

[0175] This example describes studies directed at the derivatization of soluble keratin. It describes a method for the quaternization of soluble keratin.

[0176] Quaternization of soluble keratin is performed by adding positively charged quaternary ammonium salts to the lysine groups and terminal amine groups in the soluble keratin. The reaction was found to be reproducible each time the experiment was performed under the same conditions with compounds having the same properties. More specifically, quaternization of soluble keratin can be performed using the following methods:

[0177] (i) Add varying amounts (0.625ml (0.5g) in QuatA, 1.25ml (1 g), 2.5 ml (2 g) in QuatC, 5 ml (4 g) in Quat D) Glycidyltrimethylammonium chloride was added.

[0178] (ii) The bottle was sealed and shaken well before placing in a pre-heated shaking incubator at 40°C for 18 hours.

[0179](iii) After 18 hours, samples were rem...

Embodiment 3

[0198] Example 3 - Fatty Acid Substitution

[0199] Alternative approaches for the chemical modification of soluble keratin are described.

[0200] In the first method, fatty acid chlorides are used to form the following schematic Figure 4 Fatty acid keratin derivatives (FAP) shown in:

[0201]

[0202] Reaction 4

[0203] where R = keratin or peptide substrate, X = NH or O, [] n = Repeated fatty acid chains.

[0204] More specifically, the reaction of intact soluble keratin intermediate filament protein (IFP) with long fatty acid chains to form the first sample (FAP1) was performed using the following method:

[0205] (i) at 35°C in N 2 Add 0.41 g of oxalyl chloride dropwise over 10 min to anhydrous CH 2 CI 2 0.5 g lauric acid in (10 ml);

[0206] (ii) Stir the reaction mixture at 35°C for 2 hours, then remove the solvent under vacuum;

[0207] (iii) Dissolving the obtained solid in 10ml of acetone and gradually adding it dropwise to 25ml or 250ml of 5% keratin s...

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PUM

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Abstract

Soluble keratin derivatives are disclosed. The soluble keratin derivatives may include a soluble keratin protein having at least one substituted chemical group at a lysine group, terminal amine group and / or hydroxyl amino acid group of a soluble keratin protein. Soluble keratin derivatives may be formed by succinylation or quaternisation, or by reaction with fatty acid derivatives. The soluble keratin derivatives may be used in personal care formulations, and may also comprise mixtures of several different soluble keratin derivatives.

Description

[0001] This application claims priority to US Provisional Patent Application No. 61 / 001,111, filed October 31, 2007. field of invention [0002] The present invention relates to soluble keratin derivatives formed by substituting at least one chemical group at a lysine group, a terminal amine group and / or a hydroxyl amino acid group of soluble keratin. Substituted chemical groups may contain charges. Soluble keratin derivatives can be formed by succinylation or quaternization or by reaction with fatty acid derivatives. The invention also relates to methods of making and using said soluble keratin derivatives. Background of the invention [0003] Keratin is well known in the art and is found in many sources including wool, feathers and hair. Keratinous fibers are composed of a complex complex of related proteins, all of which are part of the keratin family. These proteins, commonly referred to as keratin fractions, can be divided into the following groups according to their...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07K1/00
CPCA61Q5/06A61Q1/02A61Q5/065A61Q1/10A61K38/015A61Q9/02C07K14/4741A61Q19/08A61Q1/06A61Q5/02A61K8/65A61Q5/04A61Q19/007A61Q19/002A61Q19/10A61K38/1748A61Q3/02A61Q5/12
Inventor 罗伯特·詹姆斯·凯利松雅·玛丽·斯科特爱丽莎·德恩·罗迪克-兰兹洛塔斯蒂文·乔弗里·埃特肯
Owner KERAPLAST TECH LTD
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