A novel lipopeptide, an inhibitor of bacterial adhesion, from the thermophilic and halotolerant subsurface Bacillus licheniformis strain 603.

A new Bacillus licheniformis strain, 603, isolated from a mixture of drilling fluid and subsurface thermal water, has been found to produce a cyclic lipopeptide which is released into cultural medium as well as present in cells as the major lipid constituent (57% of the total cell lipids extractable with 2:1 chloroform-methanol). The quantitative ratio of the extracellular and intracellular lipopeptide has been estimated as 23:10. The metabolite represents a heptapeptide, L-Asp-->L-Leu-->L-Leu-->L-Val-->L-Val-->L-Glu-->L-Leu, N-acylated to the N-terminal amino acid, L-Asp, by a 3-hydroxy fatty acid (from 13:0 to 17:0 with n-, iso-, and anteiso-chains), the 3-OH group of which is esterified by the C-terminal amino acid, L-Leu.

Two unusual glycerophospholipids from a filamentous fungus, Absidia corymbifera.

The chloroform-methanol extractable lipids of the soil filamentous fungus Absidia corymbifera VKMF-965 account for about 20% by weight of dry cells and are composed of low-polarity constituents (about 75% of the total lipids), such as triacylglycerols (mainly), diacylglycerols, sterols and free fatty acids, as well as of glycolipids (about 3%) and phospholipids. The last consist largely of components common to the fungal lipids, namely, phosphatidylethanolamine (38% of the total phospholipids), phosphatidyl-myo-inositol (16%), diphosphatidylglycerol (12%), phosphatidylcholine (7%), phosphatidic acid (6%) and phosphatidylglycerol (3%), and two unusual phospholipids, PL1 (6%) and PL2 (9%). Based on the infrared (IR), (1)H-nuclear magnetic resonance (NMR), (13)C-NMR and mass spectra along with the results of degradation experiment, these two phospholipids have been established to be 1,2-diacyl-sn-glycero-3-phospho(N-acetylethanolamine), or N-acetyl phosphatidylethanolamine, and 1,2-diacyl-sn-glycero-3-phospho(N-ethoxycarbonyl-ethanolamine), respectively.

The polar-lipid composition of the sphingolipid-producing bacterium Flectobacillus major.

Polar lipids comprise about 90% of the total chloroform-methanol extractable lipids of the Gram-negative, fresh-water, ring-forming bacterium Flectobacillus major FM and consist of at least 10 constituents. These are aminophosphosphingolipids, 2-N-(2'-D-hydroxy-13'-methyltetradecanoyl)-15-methyl-4(E)-hexad ecasph ingenyl-1-phosphoethanolamine (36.8% of the total polar lipids) and its 2'-deoxy derivative (3.

A novel glycosphingolipid from gram-negative aquatic bacteria.

The chloroform-methanol extractable lipids of the Gram-negative fresh-water bacteria Arcocella aquatica NO-502 and Flectobacillus major FM were found to contain an unusual ninhydrin-positive glycolipid. It was purified by two-stage silica gel-column chromatography. By the use of IR and (1)H-NMR spectroscopy, mass spectrometry and chemical-degradation experiment, the lipid was established to be 1-O-monoglycosyl ceramide, the carbohydrate moiety of which was the alpha-pyranose-ring form of 7-desoxy-7-amino-D-manno-heptulosonic acid, or 1-hydroxycarbonyl-6-deoxy-6-amino-alpha-D-mannopyranose.

A novel sulfonic-acid analogue of ceramide is the major extractable lipid of the gram-negative marine bacterium Cyclobacterium marinus WH.

The extractable lipids of the gram-negative, sea-water bacterium Cyclobacterium marinus strain WH contain about 94% of polar components which consist of two phospholipids, phosphatidylethanolamine (29% of the total lipids) and phosphatidylcholine (7%), and two phosphorus-free lipids. One of the latter has been shown to be a novel sulfonic-acid analogue of ceramide, 2-D-(2'-D-hydroxy-13'-methyltetradecanoyl) amino-3-D-hydroxy-15-methylhexadec-4 (E)-en-1-sulfonic acid (48%), and other is a lipodipeptide, N-[3-d-(13'-methyltetradecanoyloxy)-15-methylhexadecanoyl] glycyl-L-serine (11%), which has so far been found only in a Flavobacterium sp. strain.

Unusual lipid composition of the gram-negative, freshwater, stalked bacterium Caulobacter bacteroides NP-105.

The extractable lipids of the gram-negative, stalked, freshwater bacterium Caulobacter bacteroides NP-105 account for about 9.5% by weight of dry cells, polar lipids comprising up to 95% of the total. The polar lipids consist of five glycolipids, namely, 1,2-diacyl-3-alpha-D-glucopyranosyl-sn-glycerol (I) (34% of the total), 1,2-diacyl-3-alpha-D-[6'-(1",2"-diacyl-sn-glycero-3-phospho)]glucopyranosyl-sn-glycerol (II) (7%), 1,2-diacyl-3-a-D-glucuronopyranosyl-sn-glycerol (III) (17%), 1,2-diacyl-3-alpha-D-(6'-sulfo)quinovopyranosyl-sn-glycerol (V) (9%), and 1,2-diacyl-3-alpha-D-[4'-(alpha-D-glucopyranosyl)] glucuronopyranosyl-sn-glycerol (VI) (28%), and one glycerophospholipid, 1,2-diacyl-sn-glycero-3-phosphoglycerol (IV) (5%).