scholarly journals α-Pinene metabolism by Pseudomonas putida

1977 ◽  
Vol 168 (2) ◽  
pp. 315-318 ◽  
Author(s):  
N J Tudroszen ◽  
D P Kelly ◽  
N F Millis
Keyword(s):  
Pseudomonas Putida ◽  
Dienoic Acid ◽  
Enoic Acid ◽  
Alpha Pinene

By using metabolically altered mutants and acrylate, novel putative intermediates of alpha-pinene metabolism by Pseudomonas putida PIN11 were detected. They were characterized as 3-isopropylbut-3-enoic acid and (zeta)-2-methyl-5-isopropylhexa-2,5-dienoic acid.

scholarly journals Metabolism of biphenyl. Structure and physicochemical properties of 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid, the meta-cleavage product from 2,3-dihydroxybiphenyl by Pseudomonas putida

1974 ◽  
Vol 143 (2) ◽  
pp. 431-434 ◽  
Author(s):  
Danilo Catelani ◽  
Antonio Colombi
Keyword(s):  
Physicochemical Properties ◽  
Pseudomonas Putida ◽  
Dienoic Acid ◽  
Cleavage Product

The structure of 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid for the meta-cleavage product of 2,3-dihydroxybiphenyl by a Pseudomonas putida strain was demonstrated on the basis of its chemical and physicochemical properties and those of its derivatives.

scholarly journals Metabolism of biphenyl. 2-Hydroxy-6-oxo-6-phenylhexa-2,4-dienoate: the meta-cleavage product from 2,3-dihydroxybiphenyl by Pseudomonas putida

1973 ◽  
Vol 134 (4) ◽  
pp. 1063-1066 ◽  
Author(s):  
Danilo Catelani ◽  
Antonio Colombi ◽  
Claudia Sorlini ◽  
Vittorio Treccani
Keyword(s):  
Mass Spectrometry ◽  
Benzoic Acid ◽  
Pseudomonas Putida ◽  
Dienoic Acid ◽  
Cleavage Product ◽  
Degradative Pathway

1. 2-Hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid was isolated and identified from washed suspensions of Pseudomonas putida incubated in the presence of 2,3-dihydroxybiphenyl. 2. Benzoic acid was isolated from reaction mixtures of crude cell-free extracts incubated with 2,3-dihydroxybiphenyl. 3. The presence in the same reaction mixtures of either 4-hydroxy-2-oxovalerate or 2-hydroxypenta-2,4-dienoate was suggested by mass spectrometry. 4. The degradative pathway of biphenyl is discussed.

scholarly journals The enzymic conversion of linoleic acid into 9-(nona-1′,3′-dienoxy)non-8-enoic acid, a novel unsaturated ether derivative isolated from homogenates of Solanum tuberosum tubers

1972 ◽  
Vol 129 (3) ◽  
pp. 743-753 ◽  
Author(s):  
T. Galliard ◽  
D. R. Phillips
Keyword(s):  
Solanum Tuberosum ◽  
Fatty Acid ◽  
Linoleic Acid ◽  
Fatty Acid Derivative ◽  
Dienoic Acid ◽  
Enoic Acid ◽  
Ph Optimum ◽  
Ether Derivative ◽  
Unsaturated Ether ◽  
Acid Hydroperoxide

1. A major component of the lipids in aqueous (pH7.5) homogenates of tuber tissue from Solanum tuberosum was isolated and characterized as 9-(nona-1′,3′-dienoxy)non-8-enoic acid. 2. This novel unsaturated ether fatty acid derivative, which contains a butadienylvinyl ether function, has the structure: [Formula: see text] and is formed from linoleic acid by a sequence of enzymic reactions. 3. A precursor of the unsaturated ether derivative is 9-d-hydroperoxyoctadeca-10,12-dienoic acid, formed by the action of S. tuberosum lipoxygenase on linoleic acid. 4. An enzyme that converts the fatty acid hydroperoxide into the unsaturated ether derivative was isolated from S. tuberosum. The pH optimum of this enzyme is approx. 9, although the overall conversion of linoleic acid into the ether derivative is maximal at pH7.5. 5. An unusual feature of this pathway is the insertion of an oxygen atom into the alkyl chain of a fatty acid. 6. This novel mechanism may play a role in the breakdown of polyunsaturated fatty acids to volatile products in plants.

scholarly journals 2,3-Dihydroxybenzoate pathway in Pseudomonas putida. 1H n.m.r. study on the ring-cleavage site

1981 ◽  
Vol 194 (2) ◽  
pp. 607-610 ◽  
Author(s):  
V Andreoni ◽  
L Canonica ◽  
E Galli ◽  
C Gennari ◽  
V Treccani
Keyword(s):  
Fission Product ◽  
Pseudomonas Putida ◽  
Cleavage Site ◽  
Dienoic Acid ◽  
Ring Cleavage ◽  
Ring Fission

1. Ring cleavage of 2,3-dihydroxybenzoate by cell-free extracts of Pseudomonas putida leads to 2-hydroxy-6-oxo-(2Z,4E)-hexa-2,4-dienoic acid and CO2. 2. The 1H n.m.r. spectrum of the ring-fission product obtained in a 2H2O solution suggests that the extra-diol cleavage occurs between C-3 and C-4.

Unusual Bioactive 4-Oxo-2-alkenoic Fatty Acids from Hygrophorus eburneus

2005 ◽  
Vol 60 (1) ◽  
pp. 25-32 ◽  
Author(s):  
Axel Teichert ◽  
Tilo Lübken ◽  
Jürgen Schmidt ◽  
Andrea Porzel ◽  
Norbert Arnold ◽  
...  
Keyword(s):  
Fatty Acids ◽  
Spectroscopic Data ◽  
Fungicidal Activity ◽  
Dienoic Acid ◽  
Trienoic Acid ◽  
Enoic Acid ◽  
Partial Structure

From fruit bodies of the basidiomycete Hygrophorus eburneus (Bull.: Fr.) Fr. (Tricholomataceae) eight fatty acids (C16, C18) with γ -oxocrotonate partial structure could be isolated. Initial tests demonstrate their bactericidal and fungicidal activity. The structures of (2E,9E)-4-oxooctadeca- 2,9,17-trienoic acid (1), (2E,11Z)-4-oxooctadeca-2,11,17-trienoic acid (2), (E)-4-oxohexadeca-2,15- dienoic acid (3), (E)-4-oxooctadeca-2,17-dienoic acid (4), (2E,9E)-4-oxooctadeca-2,9-dienoic acid (5), (2E,11Z)-4-oxooctadeca-2,11-dienoic acid (6), (E)-4-oxohexadec-2-enoic acid (7), and (E)-4- oxooctadec-2-enoic acid (8) were elucidated on the basis of their spectroscopic data.

scholarly journals Properties and substrate specificities of the phenylalanyl-transfer-ribonucleic acid synthetases of Aesculus species

1970 ◽  
Vol 119 (4) ◽  
pp. 677-690 ◽  
Author(s):  
J. W. Anderson ◽  
L. Fowden
Keyword(s):  
Amino Acid ◽  
Maximum Velocity ◽  
Dienoic Acid ◽  
Trna Synthetase ◽  
Enoic Acid ◽  
Synthetase Activity ◽  
Trna Synthetases ◽  
Aminoacyl Trna Synthetases ◽  
Phenylbutyric Acid ◽  
Exchange Activity

1. Phenylalanyl-tRNA synthetases have been partially purified from cotyledons of seeds of Aesculus californica, which contains 2-amino-4-methylhex-4-enoic acid, and from four other species of Aesculus that do not contain this amino acid. The A. californica preparation was free from other aminoacyl-tRNA synthetases, and the contaminating synthetase activity in preparations from A. hippocastanum was decreased to acceptable limits by conducting assays of pyrophosphate exchange activity in 0.5m-potassium chloride. 2. The phenylalanyl-tRNA synthetase from each species activated 2-amino-4-methylhex-4-enoic acid with Km 30–40 times that for phenylalanine. The maximum velocity for 2-amino-4-methylhex-4-enoic acid was only 30% of that for phenylalanine with the A. californica enzyme, but the maximum velocities for the two substrates were identical for the other four species. 3. 2-Amino-4-methylhex-4-enoic acid was not found in the protein of A. californica, so discrimination against this amino acid probably occurs in the step of transfer to tRNA, though subcellular localization, or subsequent steps of protein synthesis could be involved. 4. Crotylglycine, methallylglycine, ethallylglycine, 2-aminohex-4,5-dienoic acid, 2-amino-5-methylhex-4-enoic acid, 2-amino-4-methylhex-4-enoic acid, β-(thien-2-yl)alanine, β-(pyrazol-1-yl)alanine, phenylserine and m-fluorophenylalanine were substrates for pyrophosphate exchange catalysed by the phenylalanyl-tRNA synthetases of A. californica or A. hippocastanum. Allylglycine, phenylglycine and 2-amino-4-phenylbutyric acid were inactive.

Sign in / Sign up

Export Citation Format

Share Document