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Method for producing 4-aminocinnamic acid, and vector and host cell used in same

Foreign code F210010508
File No. J1006-05WO
Posted date 2021年7月30日
Country 中華人民共和国
Application number 201980016395
Gazette No. 111801420
Date of filing 平成31年3月4日(2019.3.4)
Gazette Date 令和2年10月20日(2020.10.20)
International application number JP2019008482
International publication number WO2019168203
Date of international filing 平成31年3月4日(2019.3.4)
Date of international publication 令和元年9月6日(2019.9.6)
Priority data
  • 特願2018-037794 (2018.3.2) JP
  • 2019JP08482 (2019.3.4) WO
Title Method for producing 4-aminocinnamic acid, and vector and host cell used in same
Abstract Provided is a novel method for producing 4-aminocinnamic acid from 4-nitrophenylalanine. This method comprises: (1) converting 4-nitrophenylalanine into 4-nitrocinnamic acid; and (2) converting 4-nitrocinnamic acid into 4-aminocinnamic acid.
Outline of related art and contending technology BACKGROUND ART
Documents of the prior art
Patent document
Patent document 1: international publication No. 2013/073519
Patent document 2: international publication No. 2015/141791
Patent document 3: international publication No. 2015/119251
Non-patent document
Non-patent document 1: suvannara et al, Macromolecules, (2014),47[5]1586-
Scope of claims [claim1]
1. A method of making 4-aminocinnamic acid from 4-nitrophenylalanine, the method comprising:
(1) converting 4-nitrophenylalanine into 4-nitrocinnamic acid;
(2) 4-nitro cinnamic acid is converted into 4-amino cinnamic acid.

[claim2]
2. The method according to claim 1, wherein the conversion of (1) is carried out using a first enzyme which comprises an amino acid sequence having a sequence homology of 80% or more with the amino acid sequence represented by SEQ ID NO. 1, 3 or 5 and has an activity of converting 4-nitrophenylalanine into 4-nitrocinnamic acid.

[claim3]
3. The method of claim 2, wherein the transformation of (1) is performed using a first host cell modified to express the first enzyme.

[claim4]
4. The method of claim 3, wherein the first host cell is a microorganism.

[claim5]
5. The method of claim 4, wherein the microorganism is a bacterium.

[claim6]
6. The method according to claim 5, wherein the transformation of (1) is carried out by a resting cell reaction using a resting cell of the bacterium as the first host cell.

[claim7]
7. The process according to any one of claims 1 to 6, wherein the conversion in (2) is carried out using a second enzyme which comprises an amino acid sequence having a sequence homology of 80% or more with the amino acid sequence represented by SEQ ID NO. 7, 9, 11, 13 or 15 and which has an activity of converting 4-nitrocinnamic acid into 4-aminocinnamic acid.

[claim8]
8. The method of claim 7, wherein the transforming of (2) is performed using a second host cell expressing the second enzyme.

[claim9]
9. The method of claim 8, wherein the second host cell is modified to express the second enzyme.

[claim10]
10. The method of claim 8 or 9, wherein the second host cell is a microorganism.

[claim11]
11. The method of claim 10, wherein the microorganism is a bacterium.

[claim12]
12. The method according to claim 11, wherein the transformation in (2) is performed by a resting cell reaction using a resting cell of the bacterium as the second host cell.

[claim13]
13. The method according to claim 6 or 12, wherein the resting cells are selected from the group consisting of cultured cells, powdered cells, and immobilized cells.

[claim14]
14. The process according to any one of claims 7 to 13, wherein the conversion of (2) is carried out at a pH of 8 to 9.

[claim15]
15. A method of making 4-aminocinnamic acid from glucose, the method comprising:
(a) producing phenylalanine from glucose;
(b) nitrating the phenylalanine obtained in (a) to convert it to 4-nitrophenylalanine;
(c) producing 4-aminocinnamic acid from 4-nitrophenylalanine obtained in (b) using the method of any one of claims 1 to 14.

[claim16]
16. A method of making 4-aminocinnamic acid from phenylalanine, said method comprising:
(b) nitrosation of phenylalanine to 4-nitrophenylalanine;
(c) producing 4-aminocinnamic acid from 4-nitrophenylalanine obtained in (b) using the method of any one of claims 1 to 14.

[claim17]
17. A method for producing 4-nitrocinnamic acid from 4-nitrophenylalanine, the method comprising using a first enzyme which comprises an amino acid sequence having a sequence homology of 80% or more with the amino acid sequence represented by SEQ ID NO. 1, 3 or 5 and has an activity to convert 4-nitrophenylalanine into 4-nitrocinnamic acid.

[claim18]
18. A method for producing 4-aminocinnamic acid from 4-nitrocinnamic acid, which comprises using a second enzyme which comprises an amino acid sequence having 80% or more sequence homology with the amino acid sequence represented by SEQ ID NO. 7, 9, 11, 13 or 15 and which has an activity of converting 4-nitrocinnamic acid into 4-aminocinnamic acid.

[claim19]
19. A vector carrying a nucleic acid encoding a first enzyme comprising an amino acid sequence having 80% or more sequence homology with the amino acid sequence represented by seq id No. 1, 3 or 5, and having an activity of converting 4-nitrophenylalanine into 4-nitrocinnamic acid.

[claim20]
20. A vector carrying a nucleic acid encoding a second enzyme comprising an amino acid sequence having 80% or more sequence homology with the amino acid sequence represented by SEQ ID NO. 7, 9, 11, 13 or 15, and having an activity of converting 4-nitrocinnamic acid into 4-aminocinnamic acid.

[claim21]
21. A host cell modified so as to express a first enzyme comprising an amino acid sequence having 80% or more sequence homology with the amino acid sequence represented by seq id No. 1, 3 or 5, and having an activity of converting 4-nitrophenylalanine into 4-nitrocinnamic acid.

[claim22]
22. A host cell modified so as to be capable of expressing a second enzyme comprising an amino acid sequence having 80% or more sequence homology with the amino acid sequence represented by seq id No. 7, 9, 11, 13 or 15, and having an activity of converting 4-nitrocinnamic acid into 4-aminocinnamic acid.
  • Applicant
  • JAPAN SCIENCE AND TECHNOLOGY AGENCY
  • Inventor
  • TAKAYA NAOKI
  • MASUO SHUNSUKE
  • KAWASAKI YUKIE
  • MINAKAWA HAJIME
IPC(International Patent Classification)
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