Biosynthesis of polyesters from some unusual amino acids having linear carbon skeleton by Alcaligenes eutrophus

AbstractVal-Geninthiocin (2), a new member of thiopeptide antibiotics, was isolated from the mycelium of Streptomyces sp. RSF18, along with the closely related geninthiocin (1) and the macrolide, chalcomycin. By intensive NMR and MS studies, Val-geninthiocin (2) was identified as desoxygeninthiocin, a thiopeptide, containing several oxazole and thiazole units and a number of unusual amino acids. Compound 2 shows potent activity against Gram-positive bacteria and minor antifungal activity, while it is not effective against Gram-negative bacteria or microalgae. Here we describe the fermentation, isolation and structure elucidation as well as the biological activity of 2.

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Exploration for large-scale stereoselective synthesis of unusual amino acids by using 4-phenyloxazolidin-2-one as a new chiral resolution reagent

Journal of the Chemical Society Perkin Transactions 1 ◽

10.1039/p19940003057 ◽

1994 ◽

pp. 3057 ◽

Cited By ~ 25

Author(s):

Guigen Li ◽

Dinesh Patel ◽

Victor J. Hruby

Keyword(s):

Amino Acids ◽

Large Scale ◽

Stereoselective Synthesis ◽

Chiral Resolution ◽

Unusual Amino Acids

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Bradykinin antagonists containing unusual amino acids show long-lasting action in vivo

Peptides ◽

10.1007/978-94-011-0683-2_149 ◽

1994 ◽

pp. 449-451

Author(s):

L. Gera ◽

V. Srivastava ◽

F. W. Dunn ◽

J. M. Stewart

Keyword(s):

Amino Acids ◽

Unusual Amino Acids ◽

Bradykinin Antagonists

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Asymmetric synthesis of unusual amino acids designed for topographical control of peptide conformation

Peptides ◽

10.1007/978-94-011-2264-1_309 ◽

1992 ◽

pp. 768-770 ◽

Cited By ~ 1

Author(s):

K. C. Russell ◽

W. M. Kazmierski ◽

E. Nicolas ◽

R. D. Ferguson ◽

J. Knollenberg ◽

...

Keyword(s):

Amino Acids ◽

Asymmetric Synthesis ◽

Peptide Conformation ◽

Unusual Amino Acids

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The ecological significance of ‘unusual’ amino acids in plants

Biochemical Journal ◽

10.1042/bj1280022pa ◽

1972 ◽

Vol 128 (1) ◽

pp. 22P-22P

Author(s):

E A Bell

Keyword(s):

Amino Acids ◽

Ecological Significance ◽

Unusual Amino Acids

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STUDIES ON WHEAT PLANTS USING C14 COMPOUNDS: IV. DISTRIBUTION OF C14 IN GLUTAMIC ACID, ASPARTIC ACID, AND THREONINE ARISING FROM ACETATE-1-C14 AND -2-C14

Canadian Journal of Biochemistry and Physiology ◽

10.1139/o57-044 ◽

1957 ◽

Vol 35 (6) ◽

pp. 365-371 ◽

Cited By ~ 6

Author(s):

E. Bilinski ◽

W. B. McConnell

Keyword(s):

Amino Acids ◽

Citric Acid ◽

Glutamic Acid ◽

Aspartic Acid ◽

Citric Acid Cycle ◽

Carbon Skeleton ◽

Major Pathway ◽

Acid Cycle ◽

Carbon 14

Glutamic acid, aspartic acid, and threonine isolated from the gluten of wheat plants to which acetate-1-C14 or -2-C14 was administered during growth have been degraded to determine the complete intramolecular distribution of C14. Sixty-three per cent of the activity in glutamic acid arising from acetate-1-C14 was in carbon-5 and 20% in carbon-1; glutamic acid from acetate-2-C14 contained 43% of the activity in carbon-4 and about 18% in each of carbons 2 and 3. Acetate-1-C14 resulted in labelling largely in the terminal carbons of aspartic acid, and acetate-2-C14 preferentially labelled the internal carbons. The results show that the Krebs' citric acid cycle provides a major pathway for the biosynthesis of the dicarboxylic amino acids of wheat gluten.Striking parallelism in the intramolecular distribution of carbon-14 in aspartic acid and threonine demonstrates that these amino acids are closely linked biosynthetically and is in accord with the idea that aspartic acid provides the carbon skeleton for threonine.

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