IP Library Granted Patent US 10,174,075
Granted Patent B2
US 10,174,075 · App. 15/451,020 · Granted Jan 8, 2019

Use of a tetraphenylborate (TPB) salt for the separation of biomolecules

Inventors: Roland Callens (Grimbergen, BE); Laurent Jeannin (Jette, BE)
Assignee: CORDEN PHARMA BRUSSELS PC
C07K1/303C07K5/0817C07K5/0821C07K7/06C07K14/4723
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Quick Facts
Patent No.
US 10,174,075
App. No.
15/451,020
Granted
Jan 8, 2019
Kind
B2
Abstract

Process for the separation of a biomolecule containing at least one cationic group from a liquid medium containing the biomolecule, which includes the use of a tetraphenylborate (TPB) salt.

Claims (25)

1. A process for the separation of a biomolecule from a liquid medium, wherein the biomolecule:

i) is selected from the group consisting of a peptide, a peptide derivative, and combinations thereof; and

ii) comprises between 1 and 20 cationic group(s), wherein at least one cationic group is a guanidine group;

and wherein the process comprises the steps of:

a) providing a first organic solution containing the biomolecule; and

b) adding a tetraphenylborate (TPB) salt together with an alkaline agent to the first organic solution to form a biomolecule-TPB salt in the first organic solution,

c) concentrating the first organic solution containing the biomolecule-TPB salt,

wherein the process further comprises the step of performing a synthesis step without isolation of the biomolecule-TPB salt, wherein said synthesis step comprises coupling, deprotection, and purification.

2. The process of claim 1 comprising the preliminary step of washing the first organic solution containing the biomolecule with an aqueous solution before the addition of the tetraphenylborate salt.

3. The process of claim 1 , further comprising the step of washing the first organic solution or the concentrated organic solution containing the biomolecule-TPB salt with an aqueous solution after the addition of tetraphenylborate salt.

4. The process of claim 1 , wherein the tetraphenylborate salt is NaTPB.

5. The process of claim 1 , wherein the at least one cationic group is an amino group or a guanidine group.

6. The process of claim 1 , wherein the alkaline agent is an inorganic base.

7. The process of claim 1 , wherein the first organic solution comprises an organic solvent is selected from the group consisting of halocarbons, esters, ethers and combinations thereof.

8. A process for the separation of a biomolecule from a liquid medium, wherein the biomolecule:

i) is selected from the group consisting of a peptide, a peptide derivative, and combinations thereof; and

ii) comprises between 1 and 20 cationic group(s), wherein at least one cationic group is a guanidine group;

and wherein the process comprises the steps of:

a) providing a first organic solution containing the biomolecule; and

b) adding a tetraphenylborate (TPB) salt together with an alkaline agent to the first organic solution to form a biomolecule-TPB salt in the first organic solution,

c) concentrating the first organic solution containing the biomolecule-TPB salt; adding to the concentrated organic solution containing the biomolecule-TPB salt an organic solvent selected from the group consisting of alcohols, amide-type solvents, halocarbons, esters, ethers, and combinations thereof, to form a second organic solution containing the biomolecule-TPB salt,

wherein said process further comprises the step of performing a synthesis step without isolation of the biomolecule-TPB salt, wherein the synthesis step comprises coupling, deprotection, and purification.

9. The process of claim 8 , wherein the alkaline agent is an inorganic base.

10. The process of claim 8 , wherein the first organic solution comprises an organic solvent selected from the group consisting of halocarbons, esters, ethers and combinations thereof.

11. The process according to claim 8 , wherein the biomolecule is precipitated or crystallized as a solid biomolecule-TPB salt from the second organic solution.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 20, 2018
From: CALLENS, ROLAND; JEANNIN, LAURENT
To: SOLVAY (SOCIETE ANONYME)
Reel/Frame 046921/0362 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 20, 2018
From: SOLVAY
To: PEPTISYNTHA
Reel/Frame 046921/0429 →
CHANGE OF NAME Recorded Sep 20, 2018
From: PEPTISYNTHA
To: CORDEN PHARMA BRUSSELS PC
Reel/Frame 046921/0505 →
Priority Claims (1)
WO PCT/EP2008/057637 · Jun 17, 2008 · international
Continuity (2)
Continuation 12999033
Related Publication 20170183375A1 · Jun 29, 2017