Invention Grant
- Patent Title: Reagents and methods for esterification
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Application No.: US17370829Application Date: 2021-07-08
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Publication No.: US11884619B2Publication Date: 2024-01-30
- Inventor: Ronald T. Raines , Nicholas McGrath
- Applicant: Wisconsin Alumni Research Foundation
- Applicant Address: US WI Madison
- Assignee: Wisconsin Alumni Research Foundation
- Current Assignee: Wisconsin Alumni Research Foundation
- Current Assignee Address: US WI Madison
- Agency: Leydig, Voit & Mayer, Ltd.
- Main IPC: C07C67/18
- IPC: C07C67/18 ; C07C245/12

Abstract:
A method for esterification of one or more carboxylic acid groups in a compound containing one or more carboxylic acid groups wherein the esterification reagent is a diazo-compound of formula:
wherein the R1 and R2 groups of the diazo compound are selected such that the corresponding organic compound of formula:
exhibits a —C—H pKa value between 18 and 29 as measured in DMSO. Specific reagents and methods for esterification are provided. The esterification reagents provided exhibit high selectivity for esterification of carboxylic acid groups over reaction with amine, alcohol or thiol groups in the compound containing one or more carboxylic acid groups. The method can be used to selectively esterify carboxylic acid groups in peptides or proteins.
wherein the R1 and R2 groups of the diazo compound are selected such that the corresponding organic compound of formula:
exhibits a —C—H pKa value between 18 and 29 as measured in DMSO. Specific reagents and methods for esterification are provided. The esterification reagents provided exhibit high selectivity for esterification of carboxylic acid groups over reaction with amine, alcohol or thiol groups in the compound containing one or more carboxylic acid groups. The method can be used to selectively esterify carboxylic acid groups in peptides or proteins.
Public/Granted literature
- US20220055979A1 Reagents and Methods for Esterification Public/Granted day:2022-02-24
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