Diversity in the Routing and Regulation of Complex Biochemical Pathways as Indicators of Microbial Relatedness

Byng, Graham S.; Kane, James F.; Jensen, Roy A.; Calhoun, David H.

doi:10.3109/10408418209104491

Cited by 77 publications

(47 citation statements)

References 129 publications

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“…watcr (4 X 100 mL), dried over MgSO,, and To a suspension of methyl shikimate 2 (1.14 g, 6.06 mmol) in evaporated undcr reduced pressure to give epimeric alcohols 7 and 15 methylene chloride (20 mL) under a nitrogen atmosphere was added (alp = 1 :9) in 65% yield after flash chromatography (petroleum first trimethyl orthoformate (1. 5 15 mmol), then p. ether -ethyl acetate = 7: 1). The mixture of alcohols 7 and 15 was toluenesulfonic acid (8 1 mg, 0.42 mmol).…”

Section: Synthesis Of 4-d-or 4-t-shikimic Acidmentioning

confidence: 99%

“…Evaporation of the solvents undcr reduced pressure gave oily as an oil in 65% yield; 1~ nmr (CDCI,) 6: 0,00 (s, 6H, SiMeZ), 0,78 allylic mesylatcs 14 and 17 (531 mg) in quantitative yield (99%). The (S, 9H, SiCMe,), 2, -2,6 (m, 2H, C(6)H), 3,[2][3][4]5 (m, 5H, C(3)H, latter were submitted immediately to the inversion reaction.…”

Section: Synthesis Of 4-d-or 4-t-shikimic Acidmentioning

confidence: 99%

“…Shikimic acid is the ideal precursor for tracer type studies because it is generally permeable to cells and is chemically stable. In our laboratory, we will investigate the biochemical intermediates to aromatic amino acids, and in particular, the arogenate (2)(3)(4)(5) and spiroarogenate (6,7) segments. Synthesis of labeled shikimic acid with deuterium or tritium at C-3 and C-4 is the first step in achieving this objective.…”

Section: Introductionmentioning

confidence: 99%

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Chemistry of shikimic acid derivatives. Synthesis of specifically labelled shikimic acid at C-3 or C-4

Zamir¹,

Luthe²

1984

Can. J. Chem.

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Specifically labeled shikimic acids with tritium or deuterium at positions C-3 or C-4 were synthesized. Commercially available L-shikimic acid was converted to its 3- and 4-ketones, after suitable protection of the hydroxy¡ groups at C-4,C-5 and C-3,C-5. Reduction of the 3-keto- or 4-keto-shikimic acid derivatives with sodium borodeuteride and deprotection gave mostly 3-D-epi-shikimic acid or 4-D-shikimic acid. An internally assisted inversion of the 3-D-epi-shikimic acid derivative and deprotection gave 3-D-shikimic acid.

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Section: Synthesis Of 4-d-or 4-t-shikimic Acidmentioning

confidence: 99%

Section: Synthesis Of 4-d-or 4-t-shikimic Acidmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Chemistry of shikimic acid derivatives. Synthesis of specifically labelled shikimic acid at C-3 or C-4

Zamir¹,

Luthe²

1984

Can. J. Chem.

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“…At the enzyme-activity level, the ®nal products of the pathway, phenylalanine and tyrosine, speci®cally regulate the isoenzyme acitivities (Paravicini et al, 1989;Schnappauf et al, 1998); the DAHPS isoenzyme encoded by the ARO3 gene is regulated by phenylalanine and the ARO4-encoded isoenzyme is inhibited by tyrosine. A wide variety of differentially controlled isoenzyme species has been observed for DAHP synthases in other organisms (Byng et al, 1982;Byng & Jensen, 1983). Other organisms, including Escherichia coli or Neurospora crassa, carry a third DAHPS which is inhibited by tryptophan (Hoffmann et al, 1972;Nimmo & Coggins, 1981a,b;Byng & Jensen, 1983).…”

Section: Introductionmentioning

confidence: 99%

Crystallization and preliminary X-ray analysis of 3-deoxy-D-arabino-heptulosonate-7-phosphate synthase (tyrosine inhibitable) from Saccharomyces cerevisiae

Schneider

Hartmann

Braus

1999

Acta Crystallogr D Biol Cryst

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# 1999 International Union of Crystallography Printed in Denmark ± all rights reserved 3-Deoxy-d-arabino-heptulosonate-7-phosphate synthase (E.C. 4.1.2.15) catalyzes the ®rst step in the biosynthesis of aromatic amino acids: the condensation of phophoenolpyruvate and erythrose 4-phosphate to 3-deoxy-d-arabino-heptulosonate-7-phosphate. Diffraction-quality crystals of the tyrosine-inhibitable form of the enzyme from Saccharomyces cerevisiae have been obtained by the hanging-drop vapour-diffusion method in the presence of polyethylene glycol. The crystals belong to the triclinic space group P1, with unit-cell parameters a = 81.5, b = 94.0, c = 104.6 A Ê , = 65.5, = 85.2, = 75.0 , and can be¯ash-cooled using glycerol as a cryoprotectant. A data set to 2.3 A Ê has been collected at 120 K.

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“…The purpose of the present study was twofold: (1) Functional and structural patterns of various enzymes have been used as the bases for taxonomic and phylogenetic classifications (Byng et al, 1982;Weitzman, 1980). Weitzman (1980) reported that regulatory and size characteristics of citrate synthase and succinate thiokinase can be used to separate Gram-positive and Gram-negative bacteria and also aerobic Gram-negative bacteria from facultative anaerobes.…”

Section: Resultsmentioning

confidence: 99%

Physiology of the wall-less Anaeroplasmataceae (Class Mollicutes) and related walled bacteria

Petzel

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Petzel, James P., "Physiology of the wall-less Anaeroplasmataceae (Class Mollicutes) and related walled bacteria " (1989). Retrospective Theses and Dissertations. 9077. https://lib.dr.iastate.edu/rtd/9077 INFORMATION TO USERSThe most advanced technology has been used to photo graph and reproduce this manuscript from the microfilm master. UMI films the text directly from the original or copy submitted. Thus, some thesis and dissertation copies are in typewriter face, while others may be from any type of computer printer.The quality of this reproduction is dependent upon the quality of the copy submitted. Broken or indistinct print, colored or poor quality illustrations and photographs, print bleedthrough, substandard margins, and improper alignment can adversely affect reproduction.In the unlikely event that the author did not send UMI a complete manuscript and there are missing pages, these will be noted. Also, if unauthorized copyright material had to be removed, a note will indicate the deletion.Oversize materials (e.g., maps, drawings, charts) are re produced by sectioning the original, beginning at the upper left-hand corner and continuing from left to right in equal sections with small overlaps. Each original is also photographed in one exposure and is included in reduced form at the back of the book. These are also available as one exposure on a standard 35mm slide or as a IT x 23" black and white photographic print for an additional charge.

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Diversity in the Routing and Regulation of Complex Biochemical Pathways as Indicators of Microbial Relatedness

Cited by 77 publications

References 129 publications

Chemistry of shikimic acid derivatives. Synthesis of specifically labelled shikimic acid at C-3 or C-4

Chemistry of shikimic acid derivatives. Synthesis of specifically labelled shikimic acid at C-3 or C-4

Crystallization and preliminary X-ray analysis of 3-deoxy-D-arabino-heptulosonate-7-phosphate synthase (tyrosine inhibitable) from Saccharomyces cerevisiae

Physiology of the wall-less Anaeroplasmataceae (Class Mollicutes) and related walled bacteria

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