IP Library Granted Patent US 11,802,274
Granted Patent B2
US 11,802,274 · App. 17/739,028 · Granted Oct 31, 2023

Engineered imine reductases and methods for the reductive amination of ketone and amine compounds

Inventors: Oscar Alvizo (Fremont, CA); Melissa Ann Mayo (Foster City, CA); Jeffrey C. Moore (Westfield, NJ)
Assignee: Codexis, Inc.
C12N9/0028C12P13/001C07K14/195
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 11,802,274
App. No.
17/739,028
Filed
May 6, 2022
Granted
Oct 31, 2023
Kind
B2
Art Unit
1656
USPC
435/191
Abstract

The present application provides engineered polypeptides having imine reductase activity, polynucleotides encoding the engineered imine reductases, host cells capable of expressing the engineered imine reductases, and methods of using these engineered polypeptides with a range of ketone and amine substrate compounds to prepare secondary and tertiary amine product compounds.

Claims (11)

1. An engineered polypeptide comprising an amino acid sequence with at least 80% amino acid sequence identity to the amino acid sequence of SEQ ID NO: 8, wherein isoleucine at the position corresponding to residue 330 of SEQ ID NO: 8 is substituted with a different amino acid in the amino acid sequence of the engineered polypeptide, and wherein the engineered polypeptide has imine reductase activity.

2. The engineered polypeptide of claim 1 , further comprising at least two additional substitutions at positions corresponding to SEQ ID NO: 8 selected from 9, 12, 31, 33, 37, 39, 43, 44, 46, 48, 55, 56, 65, 82, 93, 98, 108, 137, 138, 141, 142, 143, 153, 154, 155, 156, 159, 166, 167, 168, 173, 177, 178, 184, 185, 195, 197, 198, 199, 200, 201, 203, 205, 206, 210, 213, 215, 216, 218, 220, 221, 223, 224, 226, 234, 239, 242, 245, 251, 253, 256, 257, 259, 260, 261, 262, 263, 265, 266, 267, 268, 269, 272, 273, 274, 276, 277, 278, 279, 280, 281, 282, 283, 284, 285, 289, 290, 291, 292, 293, 294, 341, and 349, wherein the polypeptide has imine reductase activity.

3. The engineered polypeptide of claim 2 , wherein the amino acid sequence comprises at least one amino acid residue difference as compared to the amino acid sequence of SEQ ID NO:4, selected from 198, 153, 167, 265, 262, 108, 234, 284, 282, 220, 272, 256, 267, 242, 281, 197, 277, 224, and 143.

4. The engineered polypeptide of claim 2 , wherein the amino acid sequence comprises at least one amino acid residue difference as compared to the amino acid sequence of SEQ ID NO:6, selected from: 283, 262, 9, 259, 220, 267, 153, 279, 200, 224, 256, 137, 143, 260, 261, 154, 276, and 185.

5. The engineered polypeptide of claim 2 , wherein the amino acid sequence comprises at least one amino acid residue difference as compared to the amino acid sequence of SEQ ID NO:8, selected from:

12, 31, 37, 44, 46, 48, 55, 56, 65, 82, 93, 98, 108, 137, 138, 141, 142, 143, 153, 154, 155, 156, 159, 166, 168, 173, 177, 178, 184, 185, 195, 197, 199, 200, 201, 203, 205, 206, 210, 213, 215, 216, 218, 220, 221, 223, 226, 234, 239, 242, 245, 251, 253, 256, 257, 259, 260, 261, 262, 263, 265, 266, 267, 268, 269, 273, 274, 277, 278, 279, 280, 281, 282, 283, 284, 285, 289, 290, 291, 292, 293, 294, and 349.

6. The engineered polypeptide of claim 2 , wherein the imine reductase activity comprises converting under suitable reaction conditions ketone substrate compound

and amine substrate compound

to produce the amine product compound

7. The engineered polypeptide of claim 6 , wherein the imine reductase activity in converting the ketone and amine substrate compound pair to the listed amine product compound under suitable reaction conditions is increased at least 2-fold as compared to the corresponding activity of the reference polypeptide of SEQ ID NOS:4, 6, 12, 30, 126, 173, 360, and/or 550.

8. The engineered polypeptide of claim 1 , in which the amino acid sequence of the engineered polypeptide comprises a sequence selected from the group consisting of the even-numbered sequence identifiers of SEQ ID NOS:536, 902, 904, 924, 940, 946, 960, 974, 980, 984, 992, 998, 1010, 1014, 1020, 1028, 1044, 1048, 1050, 1072, 1092, 1096, 1118, 1124, 1140, 1142, 1188-1300.