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Biosynthesis of polyesters from some unusual amino acids having linear carbon skeleton by Alcaligenes eutrophus
Author(s) -
Inoue Yoshio,
Fujita Masayuku,
Ohta Osamu,
Nakamura Kazuhiro,
Kuroki Hiroko,
Yoshie Naoko
Publication year - 1994
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.1994.021951116
Subject(s) - chemistry , amino acid , carbon fibers , decarboxylation , polyester , organic chemistry , biosynthesis , transaminase , fatty acid , oxidative decarboxylation , stereochemistry , biochemistry , enzyme , catalysis , materials science , composite number , composite material
The biosynthesis of polyesters by Alcaligenes eutrophus from some unusual amino acids having a linear carbon skeleton was investigated. Poly(3‐hydroxybutyrate) (P(3 HB)) or poly(3‐hydroxy‐butyrate‐ co ‐3‐hydroxyvalerate) (P(3HB‐ co ‐3HV)) was found to be accumulated in the cells when a ‐amino acids with a linear carbon skeleton were used as the sole carbon source. The 3HV mole fractions in copolyesters ranged up to 70%. The following pathway is proposed; the a ‐amino acid with a linear carbon skeleton is at first metabolized to form the a ‐keto acid by oxidative deamination with transaminase. Then the resulted a ‐keto acid is converted into acyl‐CoA by oxidative decarboxylation, and the acyl‐CoA is further metabolized to the 3HB or 3HV unit through the same pathway as the fatty acids. P(3HB) was found to be produced from a ‐amino acids having a linear skeleton with odd carbon number, whereas P(3HB‐ co ‐3HV) arises from a ‐amino acids having a linear skeleton with even carbon number. This regularity is inverse to that of fatty acids, because amino acids are decarboxylated, with a reduction of one carbon atom, and then enter into the same synthetic pathway as fatty acids to form polyesters. On the other hand, when ω‐amino acids with a linear carbon skeleton were used as the sole carbon source, accumulation of polyesters was scarcely detected.