US 11,732,001 B2Granted

Methods of incorporating an amino acid comprising a BCN group into a polypeptide using an orthogonal codon encoding it and an orthogonal pylrs synthase

AssigneeUnited Kingdom Research and Innovation

InventorsJason Chin, Kathrin Lang

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Abstract

The invention relates to a polypeptide comprising an amino acid having a bicyclo[6.1.0]non-4-yn-9-ylmethanol (BCN) group, particularly when said BCN group is present as: a residue of a lysine amino acid. The invention also relates to a method of producing a polypeptide comprising a BCN group, said method comprising genetically incorporating an amino acid comprising a BCN group into a polypeptide. The invention also relates to an amino acid comprising bicyclo[6.1.0]non-4-yn-9-ylmethanol (BCN), particularly and amino acid which is bicyclo[6.1.0]non-4-yn-9-ylmethanol (BCN) lysine. In addition the invention relates to a PylRS tRNA synthetase comprising the mutations Y271M, L274G and C313A.

Claims13

Dependent claims

A method of producing a polypeptide comprising a bicyclo[6.1.0]non-4-yn-9-ylmethanol (BCN) group in a cell, said method comprising genetically incorporating an amino acid comprising a BCN group into a polypeptide in a cell, wherein said amino acid comprising a BCN group is a BCN lysine, and wherein producing the polypeptide comprises

(i) providing a nucleic acid encoding the polypeptide which nucleic acid comprises an orthogonal codon encoding the amino acid having a BCN group;
and
(ii) translating said nucleic acid in the cell in the presence of an orthogonal tRNA synthetase/tRNA pair capable of recognizing said orthogonal codon and incorporating said amino acid having a BCN group into the polypeptide chain,
wherein the tRNA synthetase consists of SEQ ID NO:
1 with the three following mutations:
Y271M, 274G, and C313A;
and
wherein said BCN group is in the exo form,
wherein said BCN lysine has the structure:

6 more elements

Dependencies are inferred from the claim text.

Facts

Application: 16/872,826Filed 12 May 2020 · division
Priority: GB 120887518 May 2012
Published: US 2020/0271658 A127 Aug 2020
Granted: 22 Aug 2023
Term ends: Not estimatedThe source records don’t support an estimate.

Classification13 codes

C07K 1/006
General methods for the preparation of peptides , i.e. processes for the organic chemical preparation of peptides or proteins of any length: of…
C07C 271/22
With the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms: to carbon atoms of hydrocarbon radicals…
C07K 1/13
General methods for the preparation of peptides , i.e. processes for the organic chemical preparation of peptides or proteins of any length:…
C07K 2/00
Peptides of undefined number of amino acids

Family

PCT/GB2013/051249Parent of this division · filed 15 May 2013
US 2020/0271658 A1Pre-grant publication · published 27 Aug 2020
Application14/401,803Parent of this division
US 2015/0148525 A1Published application
US 11,732,001 B2This patent

From the US filing history. Foreign family members aren’t listed.