Structures of yeast mnnans containing both α- and β-linked D-mannopyranose units

1969 ◽  
Vol 47 (9) ◽  
pp. 1499-1505 ◽  
Author(s):  
P. A. J. Gorin ◽  
J. F. T. Spencer ◽  
S. S. Bhattacharjee

Several mannans from yeasts give proton magnetic resonance spectra with distinctive H-1 signals at higher field than τ 4.55. A number of these mannans were investigated polarimetrically and each has a specific rotation corresponding to a mixture of α- and β-D-linkages. Four were partially hydrolyzed and shown to have most of the α-linkages in the main chains and the β-linkages in the side chains. Detailed structural investigations showed that the Pichiapastoris mannan probably has an α-(1→6)-D-manno-pyranosyl main-chain substituted in the 2-positions with a substantial proportion of O-α-D-mannopy-ranosyl-(1→2)-O-β-D-mannopyranosyl-(1→2)-O-β-D-mannopyranosyl-(1→2)-O-α-mannopyranosyl side-chains (1). The related mannan from Citeromycesmatritensis has a similar main-chain, which is substituted in the 2-positions by α-D-mannopyranosyl units and β-(1→2)-pyranose-linked D-mannotriosyl and perhaps mannobiosyl side-chains (2).


1968 ◽  
Vol 46 (13) ◽  
pp. 2299-2304 ◽  
Author(s):  
P. A. J. Gorin ◽  
J. F. T. Spencer

A survey of the alkali soluble polysaccharides of yeast cells shows that galactomannans are formed by certain species of the genera Trichosporon, Schizosaccharomyces, and Nadsonia. Different species of Trichosporon form galactomannans, pentosylmannans, and a mannan. The galactomannans are distinguishable from those of Schizosaccharomyces by the H-1 region of their proton magnetic resonance spectra (recorded at 70° in D2O using an HA-100 Varian spectrometer), but the spectra of Trichosporon hellenicum and Nadsonia fulvescens galactomannans are virtually indistinguishable.The proton magnetic resonance spectrum of the Trichosporon fermentans galactomannan contains fewer signals than those of other Trichosporon galactomannans. The polymer consists predominantly of a main-chain containing a high proportion of (1 → 6)-mannopyranosyl units substituted in their 2-positions by O-α-D-galactopyranosyl-(1 → 2)-O-α-D-mannopyranosyl side-chains (1).



1972 ◽  
Vol 18 (11) ◽  
pp. 1709-1715 ◽  
Author(s):  
P. A. J. Gorin ◽  
J. F. T. Spencer

Mannose-containing polysaccharides were isolated from the cell walls of six Pichia and Hansenula species. These species were chosen from a group of 24 yeasts having polysaccharides with a similar spectrum, each giving proton magnetic resonance spectra with signals at τ4.24 and τ4.36. The polysaccharides were equated or distinguished by their 13C magnetic resonance (c.m.r.) spectra into three groups based on differing structures. The validity of this technique was borne out by conventional structural determinations. The polysaccharides were found to represent a new structural type, being predominantly linear and containing predominant (1 → 6)-linked α-D-mannopyranose units with (1 → 2)-linked units distributed regularly along the main chains.Some of the signals of the Hansenula capsulata mannan could be assigned to certain carbons indicating that the c.m.r. technique may have uses in structural investigations.



1969 ◽  
Vol 47 (19) ◽  
pp. 3569-3576 ◽  
Author(s):  
P. A. J. Gorin ◽  
J. F. T. Spencer ◽  
R. J. Magus

Yeasts can often be identified with the aid of the distinctive proton magnetic resonance (p.m.r.) spectra of their cell-wall mannans or galactomannans. Some of the polysaccharides, such as the galactomannan of Torulopsisgropengiesseri and the mannan of Saccharomycesrouxii give p.m.r. spectra with only slight differences and have closely related chemical structures in terms of main chains and side chains. Other spectrally similar polysaccharides with related chemical structures have also been found. These are firstly the galactomannans of Trichosporonfermentans and Candidalipolytica and secondly the mannose-containing polysaccharides of Torulopsisbombi (Torulopsis species PRL 319-67), Torulopsis magnoliae and Torulopsisapicola (Hajsig strain). The mannans of Candidacatenulata and Endomycopsisfibuliger give p.m.r. spectra with a lesser degree of similarity, but have markedly different chemical structures. These results show that polysaccharides with similar p.m.r. spectra have related chemical structures and may therefore arise from phylogenetically related yeasts.



1967 ◽  
Vol 20 (8) ◽  
pp. 1663 ◽  
Author(s):  
JFK Wilshire

2-Fluoro-5-nitrobenzonitrile, an analogue of 1-fluoro-2,4- dinitrobenzene, in which the 2-nitro group has been replaced by a cyano group, has been prepared and made to react with several amines, amino acids, and NH-heteroaromatic compounds. The proton magnetic resonance spectra of some of the resultant N-(2-cyano-4-nitrophenyl) derivatives were compared with the spectra of the corresponding N-(2,4- dinitrophenyl) derivatives and furnish further evidence that the ortho nitro group of the latter derivatives is rotated out of the plane of the aromatic nucleus.





1976 ◽  
Vol 59 (5) ◽  
pp. 1162-1169
Author(s):  
Keith Bailey ◽  
Denise R Gagné ◽  
Richard K Pike

Abstract The qualitative analysis of the aromatic bromination products of the 6 isomeric dimethoxyamphetamines and their hydrochloride or hydrobromide salts is described. Their ultraviolet, mass, and proton magnetic resonance spectra are not sufficiently different for distinction but infrared spectra allow a positive identification to be made and reference spectra are provided for the bromination products of 2,4-, 2,5-, 2,6-, 4,5-, and 3,5-dimethoxyamphetamines. The application of gas-liquid and thin layer chromatography for the analysis of these products is discussed. The bromination of 2,3-dimethoxyamphetamine consistently gave mixtures which could not be separated satisfactorily; spectra are included for completeness of the comparison of products.



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