Biological method of producing serine and serinol derivatives

• US 3,871,958 A
• Filed: 02/28/1973
• Issued: 03/18/1975
• Est. Priority Date: 03/04/1972
• Status: Expired due to Term

• Current Assignee: Hidetsugu Nakazawa, Hitoshi Enei, Koji Kubota, Shinji Okumura
• Original Assignee: Hidetsugu Nakazawa, Hitoshi Enei, Koji Kubota, Shinji Okumura
• Inventors: Nakazawa, Hidetsugu, Enei, Hitoshi, Kubota, Koji, Okumura, Shinji
• Primary Examiner(s): Shapiro, Lionel M.
• Assistant Examiner(s): Warden, Robert J.
• Application Number:
  US05/336,808
• Time in Patent Office: 748 Days
• Field of Search: 195/29
• US Class Current: 435/106
• CPC Class Codes: C12N 9/88 Lyases (4.)
• CPC Class Codes: C12P 13/04 Alpha- or beta- amino acids other amino acids C12P13/005
• CPC Class Codes: C12P 13/06 Alanine; Leucine; Isoleucine; Serine; Homoserine
• CPC Class Codes: Y10S 435/822 using bacteria or actinomycetales
• CPC Class Codes: Y10S 435/828 Aerobacter
• CPC Class Codes: Y10S 435/83 Arthrobacter
• CPC Class Codes: Y10S 435/832 Bacillus
• CPC Class Codes: Y10S 435/839 Bacillus subtilis
• CPC Class Codes: Y10S 435/84 Brevibacterium
• CPC Class Codes: Y10S 435/843 Corynebacterium
• CPC Class Codes: Y10S 435/849 Escherichia coli
• CPC Class Codes: Y10S 435/852 Klebsiella
• CPC Class Codes: Y10S 435/873 Proteus
• CPC Class Codes: Y10S 435/881 Serratia marcescens
• CPC Class Codes: Y10S 435/883 Staphylococcus aureus
• CPC Class Codes: Y10S 435/91 Xanthomonas
• CPC Class Codes: Y10S 435/911 using fungi
• CPC Class Codes: Y10S 435/921 Candida

Abstract

Serine-derivatives and serinol-derivatives are obtained by the action of an enzyme produced by certain microorganisms, on an aldehyde and glycine or ethanolamine.

Claims

1. A METHOD OF PRODUCING A SERINE DERIVATIVE OF THE FORMULA

2. A method as set forth in claim 1, wherein said solution additionally contains pyridoxine, pyridoxaal or pyridoxal phosphate.

3. A method as set forth in claim 1, wherein said solution additionally contains surface active agent.

4. A method as set forth in claim 1, wherein said microorganism is Escherichia coli ATCC 15289, Citrobacter freundii ATCC 6750, Klebsiella pneumoniae ATCC 10031, Aerobacter aerogenes IFO 3319, Aetobacter cloacae IAM 1020, Serratia marcescens ATCC 14223, Proteus vulugaris ATCC 881, Bacillus mesentericus IAM 1026, Bacillus subtilis ATCC 13953, Staphylococcus aureus ATCC 4776, Arthrobacter simplex ATCC 13260, ARthrobacter grobiformis ATCC 4336, Arthrobacter pascens ATCC 13346, ARthrobacter ureafaciens ATCC 7562, Arthrobacter aurescens ATCC 13344, Bacterium succinicum IAM 12090, Xanthomonas campestris IAM 1671, Candida rugosa ATCC 10571, Candida humicola ATCC 14438, Candida utilis ATCC 9950, Candida guilliermondii ATCC 9058, Candida parapsilosis ATCc 7330, Debariomyces hancenii ATCC 18110, Corynebacterium glycinophilum ATCC 21341 anad Brevibacterium helvolum ATCC 21342.

5. A method as set forth in claim 1, wherein said aldehyde is a saturated aliphatic aldehyde, a halogen substitution product of said saturated aliphatic aldehyde, an aliphatic di-aldehyde, an unsaturated aliphatic aldehyde, a heterocyclic aldehyde, an aromatic aldehyde, a formylcarboxylic acid, or a ketoaldehyde.

6. A method as set forth in claim 1, wherein said aldehyde amounts to 0.1 to 10 percent of the weight of said solution, and said glycine amounts to at least one mole per mole of said aldehyde.

7. A method as set forth in claim 1, wherein said enzyme is threonine aldolase.

8. A method as set forth in claim 1, wherein said aldehyde is an aromatic aldehyde.

9. A method as set forth in claim 8, wherein R is nitrophenyl.

10. A method as set forth in claim 9, wherein R contains more than three carbon atoms.