Abstract
The acetone-soluble fraction extracted from lyophilized cells of Mycobacterium smegmatis ATCC 607 inhibited D4, a species-specific phage active against M. smegmatis. Evidence is presented indicating that the D4 inhibition was caused by the phage receptor substance(s) contained in this fraction. A fraction eluted from silicic acid with chloroform-methanol (95:5, v/v) showed the strongest inhibition of D4 phage. This fraction contained sugars and amino acids, and its infrared absorption spectrum was practically identical with those of the mycoside C isolated from the other species of mycobacteria. Further fractionation revealed that the active material was a mixture of several closely related peptidoglycolipids all of which showed, more or less, the phage inhibition. One of the compounds was purified and partially characterized; it contains three different amino acids, allo-threonine, alanine, and phenylalanine, at a molar ratio of 1:1:1, and also three different deoxyhexoses, probably 6-deoxytalose, 3,4-di-o-methylrhamnose, and 2,3,4-tri-o-methylrhamnose. A tentative name of "mycoside C(sm)" is proposed for this substance which possesses a slightly different structure from the known types of mycoside C and is probably specific for the species of M. smegmatis. A fraction extracted from the D4-resistant mutant of M. smegmatis ATCC 607 by acetone and then by chloroform-methanol (95:5, v/v) showed no phage inhibition and had no sugar component. In addition, this fraction contained lysine, serine, and a small amount of both glycine and an unidentified amino acid.
MeSH Terms
Acetone
Adsorption
Alanine/analysis
Amino Acids/analysis
Antiviral Agents/pharmacology
Autoanalysis
Chloroform
Chromatography, Paper
Chromatography, Thin Layer
Glycolipids/analysis,isolation & purification,pharmacology
Hexoses/analysis
Infrared Rays
Methanol
Mycobacteriophages/drug effects
Mycobacterium/analysis
Phenylalanine/analysis
Solvents
Species Specificity
Spectrophotometry
Threonine/analysis
Chemicals
Amino Acids
Antiviral Agents
Glycolipids
Hexoses
Solvents
Acetone
Threonine
Phenylalanine
Chloroform
Alanine
Methanol
Authors & Affiliations
2 authors, click to expand affiliations / ORCID
Furuchi A
Tokunaga T
References (28)
28 references, click to expand
-
[STRUCTURE OF MYCOSIDE C2 OF MYCOBACTERIUM AVIUM].
Biochim Biophys Acta. 1963 Oct 29;78:329-41
PMID: 14099642
-
[Bacteriophage receptor of Mycobacteria. 1. Preliminary experiments on the phage-receptor of Mycobacterium smegmatis].
Igaku To Seibutsugaku. 1968 Dec 10;77(6):225-9
PMID: 5752032
-
Phage inactivation by an ethanol-ether extract of Mycobacterium smegmatis.
Am Rev Respir Dis. 1970 Feb;101(2):309-13
PMID: 5410970
-
The carbohydrates of the Jerusalem artichoke and other Compositae.
Biochem J. 1951 Jan;48(1):114-26
PMID: 14820792
-
The determination of sugar in blood and spinal fluid with anthrone reagent.
J Biol Chem. 1955 Jan;212(1):335-43
PMID: 13233235
-
Mycobacteriophage. I. Physicochemical characterization.
J Bacteriol. 1961 Mar;81:442-7
PMID: 13749921
-
Selective detection of various types of sugars present in cardiac heterosides.
J Chromatogr. 1965 Oct;20(1):188
PMID: 5866111
-
[On the chemical structure of "myoside C", a peptide-glycolipid from Mycobacterium avium].
Bull Soc Chim Biol (Paris). 1961;43:177-92
PMID: 13790423
-
Mycosides: a new class of type-specific glycolipids of Mycobacteria.
Nature. 1960 Jun 11;186:887-8
PMID: 13831939
-
[Structure of mycoside Cm, peptidoglycolipid of Mycobacterium marianum].
Biochim Biophys Acta. 1962 Sep 24;63:310-26
PMID: 14020205
-
Bacteriophage attachment sites, serological specificity, and chemical composition of the lipopolysaccharides of semirough and rough mutants of Salmonella typhimurium.
J Bacteriol. 1971 Jan;105(1):57-64
PMID: 5541028
-
Detection of specific lipids in mycobacteria by infrared spectroscopy.
J Bacteriol. 1960 Feb;79:217-29
PMID: 13831940
-
The monosaccharide units in specific glycolipids of Mycobacterium avium.
Biochem J. 1962 Mar;82:394-400
PMID: 14468016
-
[On the isolation and structure of fortuitine, peptidolipid from Mycobacterium fortuitum].
Biochim Biophys Acta. 1963 Apr 23;70:217-8
PMID: 13997249
-
Purification and properties of a bacteriophage receptor material from Streptococcus faecium.
Biochim Biophys Acta. 1966 Jun 29;121(2):298-314
PMID: 4289926
-
Occurrence of D-phenylalanine, D-allothreonine and other D-amino-acids in peptido-lipids of bacterial origin.
Nature. 1960 Nov 12;188:558-60
PMID: 13717442
-
Growth characteristics of mycobacteriophages D28 and D29.
Can J Microbiol. 1962 Jun;8:389-99
PMID: 13910468
-
Bacteriophage active against virulent Mycobacterium tuberculosis. I. Isolation and activity.
Am J Public Health Nations Health. 1954 Oct;44(10):1326-33
PMID: 13197609
-
[On the lipids from a non-photochromogenic strain of mycobacteria].
Bull Soc Chim Biol (Paris). 1965;47(11):2047-67
PMID: 5882703
-
Effect of tween 80 and serum on the interaction of mycobacteriophage D-29 with certain mycobacterial species.
Am Rev Tuberc. 1958 Jan;77(1):134-45
PMID: 13498299
-
Phage inhibiting substances of mycobacteria. I. The nature of phage inhibiting substances of Mycobacterium phlei.
Ann Inst Pasteur (Paris). 1970 Sep;119(3):302-11
PMID: 5478543
-
[Further studies on the phage typing of rapidly growing Mycobacteria].
Nihon Saikingaku Zasshi. 1965 Sep;20(9):554-9
PMID: 5893618
-
[On the mycoside Cm, a new peptido-glycolipid isolated from Mycobacterium marianum].
Experientia. 1961 Mar 15;17:107-8
PMID: 13692448
-
A SIMPLE, SPECIFIC SPRAY FOR THE DETECTION OF PHOSPHOLIPIDS ON THIN-LAYER CHROMATOGRAMS.
J Lipid Res. 1964 Jan;5:126-7
PMID: 14173318
-
Bacterial viruses; with particular reference to adsorption/penetration.
Annu Rev Microbiol. 1958;12:27-48
PMID: 13595600
-
Teichoic acids as components of a specific phage receptor in Bacillus subtilis.
Biochim Biophys Acta. 1966 Aug 24;124(2):415-7
PMID: 4961323
-
INFECTION OF MYCOBACTERIUM SMEGMATIS WITH D29 PHAGE DNA.
J Exp Med. 1964 Jan 1;119:139-49
PMID: 14113109
-
The surface antigens and phage receptors in Escherichia coli B.
Proc Soc Exp Biol Med. 1968 Jun;128(2):434-8
PMID: 4874227