公开(公告)号：US20180179248A1

公开(公告)日：2018-06-28

申请号：US15579741

申请日：2016-06-03

Applicant: The Trustees of Princeton University

Inventor： David MACMILLAN ,  Daniel NOVOA ,  Stefan MCCARVER

IPC: C07K1/113 ,  C25B3/10 ,  B01J31/18 ,  B01J35/00

CPC classification number: C07K1/113 ,  B01J31/181 ,  B01J31/1815 ,  B01J35/004 ,  B01J2231/324 ,  B01J2231/348 ,  B01J2531/827 ,  B01J2540/12 ,  B01J2540/22 ,  B01J2540/225 ,  C07K1/107 ,  C07K5/0205 ,  C25B3/10

Abstract: Synthetic methods are described herein operable to efficiently produce a wide variety of molecular species through conjugate additions via decarboxylative mechanisms. For example, methods of functionalization of peptide residues are described, including selective functionalization of peptide C-terminal residues. In one aspect, a method of peptide functionalization comprises providing a reaction mixture including a Michael acceptor and a peptide and coupling the Michael acceptor with the peptide via a mechanism including decarboxylation of a peptide reside.

公开(公告)号：US20220002342A1

公开(公告)日：2022-01-06

申请号：US17469102

申请日：2021-09-08

Applicant: THE TRUSTEES OF PRINCETON UNIVERSITY

Inventor： David MACMILLAN ,  Daniel Novoa ,  Stefan McCarver

IPC: C07K1/113 ,  B01J31/18 ,  C07K1/107 ,  C07K5/02 ,  C25B3/29 ,  B01J35/00

Abstract: Synthetic methods are described herein operable to efficiently produce a wide variety of molecular species through conjugate additions via decarboxylative mechanisms. For example, methods of functionalization of peptide residues are described, including selective functionalization of peptide C-terminal residues. In one aspect, a method of peptide functionalization comprises providing a reaction mixture including a Michael acceptor and a peptide and coupling the Michael acceptor with the peptide via a mechanism including decarboxylation of a peptide reside.

公开(公告)号：US20140142001A1

公开(公告)日：2014-05-22

申请号：US14165079

申请日：2014-01-27

Applicant: THE TRUSTEES OF PRINCETON UNIVERSITY

Inventor： David MACMILLAN

IPC: C07C45/61

CPC classification number: C07C45/61 ,  C40B40/04 ,  C40B50/08

Abstract: A method for production of a chemical library is provided, where the method involves: reacting, in a single vessel, a) a plurality, x, of aldehydes and/or ketones; and b) either (i) a plurality, y, of nucleophiles, (ii) a plurality, z, of electrophiles or both (i) and (ii); in the presence of c) a cascade catalyst capable of catalyzing reaction between said plurality of aldehydes and/or ketones and said plurality of nucleophiles, said plurality of electrophiles or both; to obtain a mixture of x-y β-nucleophile substituted aldehydes and/or ketones, x•z α-electrophile substituted aldehydes and/or ketones or x•y•z β-nucleophile substituted, α-electrophile substituted aldehydes and/or ketones; and the chemical libraries thus produced.

Abstract translation: 提供了一种用于生产化学文库的方法，其中所述方法包括：在单个容器中使a）多个x的醛和/或酮酮反应; 和b）（i）多个，y的亲核试剂，（ii）多个z，亲电子体，或（i）和（ii）两者; 在c）能够催化所述多个醛和/或酮和所述多个亲核试剂之间的反应的级联催化剂，所述多个亲电子体或两者; 以获得xy和bgr-亲核体取代的醛和/或酮的混合物，x·z-亲电子取代的醛和/或酮或x- y•z和bgr-亲核体取代的α-亲电子取代的醛和/或酮 ; 和如此生产的化学文库。