Literature DB >> 5481496

The structure of anticapsin, a new biologically active metabolite of Streptomyces griseoplanus.

N Neuss, B B Molloy, R Shah, N DeLaHiguera.   

Abstract

1. Physical and analytical data obtained on crystalline anticapsin indicated the empirical formula C(9)H(13)NO(4). Spectral data (u.v., i.r. and proton magnetic resonance) and formation of l-tyrosine on hydrolysis revealed the functionalities and carbon skeleton of the new epoxy keto amino acid. 2. The optical properties of anticapsin (optical rotatory dispersion and circular dichroism) permitted assignment of absolute configuration to the new metabolite. 3. Treatment of anticapsin with hot methanolic hydrochloric acid followed by acetylation gave C(18)H(19)NO(5), the alpha-alkoxycyclohexenone derivative. Analysis of the nuclear-magnetic-resonance and mass spectra of the latter allowed its structure to be determined and confirmed the assigned structure of anticapsin.

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Year:  1970        PMID： 5481496      PMCID： PMC1179253          DOI： 10.1042/bj1180571

Source DB:  PubMed          Journal:  Biochem J        ISSN： 0264-6021            Impact factor:   3.857


  3 in total

1.  Observations on the structure of bacilysin.

Authors:  H J Rogers; N Lomakina; E P Abraham
Journal:  Biochem J       Date:  1965-11       Impact factor: 3.857

2.  Experiments relating to the biosynthesis of bacilysin.

Authors:  J Roscoe; E P Abraham
Journal:  Biochem J       Date:  1966-06       Impact factor: 3.857

3.  The structure of bacilysin and other products of Bacillus subtilis.

Authors:  J E Walker; E P Abraham
Journal:  Biochem J       Date:  1970-07       Impact factor: 3.857
  3 in total
  9 in total

1.  Antibiotic tetaine--a selective inhibitor of chitin and mannoprotein biosynthesis in Candida albicans.

Authors:  S Milewski; H Chmara; E Borowski
Journal:  Arch Microbiol       Date:  1986-08       Impact factor: 2.552

2.  Growth inhibitory effect of antibiotic tetaine on yeast and mycelial forms of Candida albicans.

Authors:  S Milewski; H Chmara; E Borowski
Journal:  Arch Microbiol       Date:  1983-08       Impact factor: 2.552

3.  Microbial epoxidation of cis-propenylphosphonic to (-)-cis-1,2-epoxypropylphosphonic acid.

Authors:  R F White; J Birnbaum; R T Meyer; J ten Broeke; J M Chemerda; A L Demain
Journal:  Appl Microbiol       Date:  1971-07

4.  Production of anticapsin by Streptomyces griseoplanus.

Authors:  L D Boeck; K L Christy; R Shah
Journal:  Appl Microbiol       Date:  1971-06

5.  The structure of bacilysin and other products of Bacillus subtilis.

Authors:  J E Walker; E P Abraham
Journal:  Biochem J       Date:  1970-07       Impact factor: 3.857

6.  Anticapsin, a new biologically active metabolite: screening and assay procedures.

Authors:  J G Whitney; S S Funderburk; J E Westhead; D H Lively; J M Solenberg; J W Denney
Journal:  Appl Microbiol       Date:  1972-12

Review 7.  Amino Acid Based Antimicrobial Agents - Synthesis and Properties.

Authors:  Michał G Nowak; Andrzej S Skwarecki; Maria J Milewska
Journal:  ChemMedChem       Date:  2021-10-01       Impact factor: 3.540

8.  Inhibitors of glucosamine-6-phosphate synthase as potential antimicrobials or antidiabetics - synthesis and properties.

Authors:  Joanna Stefaniak; Michał G Nowak; Marek Wojciechowski; Sławomir Milewski; Andrzej S Skwarecki
Journal:  J Enzyme Inhib Med Chem       Date:  2022-12       Impact factor: 5.756

Review 9.  Cell compensatory responses of fungi to damage of the cell wall induced by Calcofluor White and Congo Red with emphasis on Sporothrix schenckii and Sporothrix globosa. A review.

Authors:  Jorge A Ortiz-Ramírez; Mayra Cuéllar-Cruz; Everardo López-Romero
Journal:  Front Cell Infect Microbiol       Date:  2022-09-23       Impact factor: 6.073
  9 in total

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