Abstract
The structures of the tetrahydrogenated menaquinones fromActinomadura angiospora, Faenia rectivirgula, andSaccharothrix australiensis were determined by mass spectrometry and proton nuclear magnetic resonance spectrometry. The positions of saturation of the tetrahydrogenated menaquinones fromFaenia rectivirgula andSaccharothrix australiensis were units II plus III (counting from the ring system), whereas that ofActinomadura angiospora had units III and VIII hydrogenated. The tetrahydrogenated menaquinones fromFaenia rectivirgula andSaccharothrix australiensis are similar to those characterized from other Gram-positive taxa to date, whereas that fromActinomadura angiospora represents a hitherto unknown isomer.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature Cited
Azerad R, Cyrot-Pelletier MO (1973) Structure and configuration of the polyisoprenoid side-chain of dihydromenaquinones from myco-and corynebacteria. Biochemie 55:591–603
Batrakov SG, Panosyan AG, Rosynov BV, Konova IV, Bergelson LD (1976) Menaquinones ofActinomyces olivaceus: on the structures of MK-9(H6), MK-9(H8), MK-8(H6) and MK-8(H8). Bioorg Khim 2:1538–1546
Collins MD (1985) Analysis of isoprenoid quinones. In: Gottschalk G (ed) Methods in microbiology, vol 18. London: Academic Press, pp 329–366
Collins MD, Jones D (1981) Distribution of isoprenoid quinone structural types in bacteria and their taxonomic implications. Microbiol Rev 45:316–354
Collins MD, Kroppenstedt RM (1987) Structures of the partially saturated menaquinones ofGlycomyces rutgersensis. FEMS Microbiol Lett 44:215–219
Collins MD, Tindall BJ (1986) Occurrence of menaquinones and some novel methylated menaquinones in the alkalophilic, extremely halophilic archaebacteriumNatronobacterium gregori. FEMS Microbiol Lett 43:307–312
Collins MD, Widdel F (1984) A new respiratory quinone, 2-methyl-3-V-dihydropentaprenyl-1,4-naphthoquinone, isolated fromDesulfobulbus propionicus. Syst Appl Microbiol 5:281–286
Collins MD, Widdel F (1986) Respiratory quinones of sulphate-reducing and sulphur-reducing bacteria: a systematic investigation. Syst Appl Microbiol 8:8–18
Collins MD, Fernandez F, Howarth OW (1985) Isolation and characterization of a novel vitamin K. Biochim Biophys Res Commun 133:322–328
Collins MD, Howarth OW, Perry JJ (1986) A new respiratory quinone, 2-methyl-3-VI, VII-tetrahydroheptaprenyl-1,4-naphthoquinone isolated fromThermoleophilum album. FEMS Microbiol Lett 34:167–171
Collins MD, Howarth OW, Grund E, Kroppenstedt RM (1987) Isolation and structural determination of new members of the vitamin K2 series inNocardia brasiliensis. FEMS Microbiol Lett 41:35–39
Howarth OW, Grund E, Kroppenstedt RM, Collins MD (1986) Structural determination of a new naturally occurring cyclic vitamin K. Biochem Biophys Res Commun 140:916–923
Kroppenstedt RM (1987) Chemische Untersuchungen an Actinomycetales und verwandten Taxa, Korrelation von Chemosystematik und Phylogenie. Habilitationsschrift, Technische Hochschule Darmstadt
Poschner J, Kroppenstedt RM, Fischer A, Stackebrandt E (1985) DNA-DNA reassociation and chemotaxonomic studies onActinomadura, Microbispora, Microtetraspora, Micropolyspora andNocardiopsis. Syst Appl Microbiol 6:264–270
Tindall BJ, Collins MD (1986) Structure of 2-methyl-3-VIII-dihydro-octaprenyl-1,4-naphthoquinone fromHalococcus morrhuae. FEMS Microbiol Lett 37:117–119
Yamada Y, Inouye G, Tahara Y, Kondo K (1977) The structure of the menaquinones with a tetrahydrogenated isoprenoid side chain. Biochim Biophys Acta 488:280–284
Yamada Y, Aoki K, Tahara Y (1982) The structure of the hexa-hydrogenated isoprenoid side-chain menaquinone with nine isoprene units isolated fromActinomadura madurae. J Gen Appl Microbiol 28:321–329
Yamada Y, Hou CF, Sasaki J, Tahara Y, Yoshioka H (1982) The structure of the octahydrogenated isoprenoid side-chain menaquinone with nine isoprene units isolated fromStreptomyces albus. J Gen Appl Microbiol 28:519–529
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Collins, M.D., Kroppenstedt, R.M., Támaoka, J. et al. Structures of the tetrahydrogenated menaquinones fromActinomadura angiospora, Faenia rectivirgula, andSaccharothrix australiensis . Current Microbiology 17, 275–279 (1988). https://doi.org/10.1007/BF01571328
Issue Date:
DOI: https://doi.org/10.1007/BF01571328