Pyruvic acid derivative of a carrageenan from a marine red alga (Petrocelis species)

DiNinno, V L; McCandless, Esther L.; Bell, Russell A.

doi:10.1016/s0008-6215(00)86088-7

Cited by 36 publications

(8 citation statements)

References 11 publications

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“…This structure was also detected naturally present in some algae such as Callophyllis hambroniana (Miller, 2003;Falshaw et al, 2005). The other structures of this family as desulfated ξ carrageenan (Penman and Rees, 1973) and pyruvated π carrageenan (DiNinno et al, 1979) have been observed in tetrasporophytes from different species of Gigartinaceae (McCandless et al, 1983;Falshaw and Furneaux, 1995;Falshaw and Furneaux, 1998). Carrageenan hybrids.…”

Section: Carrageenans Kappa and Lambda Familiesmentioning

confidence: 95%

Galactans: an overview of their most important sourcing and applications as natural polysaccharides

Delattre¹,

Fenoradosoa

Michaud

2011

Braz. arch. biol. technol.

148

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Since last decades, lot of biological and rheological properties of polysaccharides and oligosaccharides were described. Among them, galactans and more especially sulfated galactans from seaweeds have shown interesting and specific properties not only as texturing agents but also as biological active compounds on several organisms. This class of polysaccharides includes classical sulfated galactans extracted from seaweeds and classified as agar and carrageenans. However, some galactans are more complex and their specific structural features have been characterized after their extraction from terrestrial plants, seaweeds but also animals and microoragnisms. This review catalogues the origins, structural characteristics and potentialities of these polysaccharides and their oligosaccharides derivatives

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Section: Carrageenans Kappa and Lambda Familiesmentioning

confidence: 95%

Galactans: an overview of their most important sourcing and applications as natural polysaccharides

Delattre¹,

Fenoradosoa

Michaud

2011

Braz. arch. biol. technol.

148

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“…= xylopyranose; tr = trace (< 0.8%); -= not detected. 7 mol%) in the jR. verticillata samples (Table III) provided evidence for 3-linked residues bearing the pyruvate acetal, which occurs as 4,6-0-(l-carboxyethylidene)-Gal (DiNinno et al 1979). It is plausible that pyruvated, 3-linked Gal/?…”

Section: Linkage Analysismentioning

confidence: 97%

Cell Wall Polysaccharides from Australian Red Algae of the Family Solieriaceae (Gigartinales, Rhodophyta): Highly Methylated Carrageenans from the Genus Rhabdonia

Chiovitti¹,

Liao²,

Kraft³

et al. 1996

Botanica Marina

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The hot water-soluble polysaccharides from RJiabdonia coccinea and R. verticillata were characterised by a combination of constituent sugar analysis, sulphate and pyruvate content assays, infrared (IR) spectroscopy, linkage analysis, and 13 C-nuclear magnetic resonance (NMR) spectroscopy. These revealed unique polysaccharides belonging to the red algal galactan family. The polysaccharides had IR spectra resembling that of icarrageenan, but were rich in 6-0-methylgalactose (ca. 31 mol% and 17mol% for R. coccinea and R. verticillata, respectively). Data from 13 C-NMR spectroscopy provided evidence that the polysaccharides were carrageenans rather than agarocolloids. The preparations contained mainly ι-carrageenan, partially methylated at C(O)6 of the 3-linked galactose residue. The polysaccharide from R. verticillata also contained significant quantities of 3-0-methylgalactose and pyruvate. The unusual sugar 3-0-methylgalactose occurred primarily as main-chain 4-linked residues, with a small proportion in the form of terminal residues. Other structural variations occurred in the polysaccharides of both species. IntroductionThe phycocolloids from red algae are variously substituted galactans which form the dominant components of the matrix phase of algal cell walls (see Craigie 1990 for a review). The gelling and thickening properties and protein-reactivity of these phycocolloids have led to their widespread commercial use in industry (Glicksman 1987, Stanley 1990, Selby and Whistler 1993, Therkelsen 1993. The chemistry of red algal galactans has also been used to supplement classical criteria, such as morphology, anatomy, and life history studies, in the formulation of taxonomic hypotheses (e. g. Gabrielson and Garbary 1986, Doty 1989, Liao et al 1993, Chiovitti et al 1995.The galactans from red algae consist of repeating disaccharide units of alternating β-1,3-and a-1,4-linked galactopyranosyl residues. The disaccharide units are variously substituted with sulphate ester, methyl ether, pyruvate acetal, or single glycosyl side branches and the 4-linked galactose residue may be converted into 3,6-anhydrogalactose. There are two main classes of these galactans, the agars and the carrageenans. In ag rs, the 44inked residue is in the Lconfiguration, whereas in carrageenans, it is in the Dconfiguration. The 3-linked residue is in the D-configuration in both classes of galactan. Carrageenans are typically more sulphated than agars, and idealised carrageenan types (e. g. κ-, ι-, °1-) have traditionally been defined according to their sulphate substitution pattern and their 3,6-anhydrogalactose content. By contrast, agars typically contain significant amounts of methyl ether or pyruvate acetal substitution (Craigie 1990). The type and amount of substitution modify solution properties of red algal polysaccharides , Arnott et al 1974, Guiseley 1987.The Australian coastline is rich in both its abundance and diversity of red algae, but their phycocolloids have not been extensively studied. We are currently undertaking a progr...

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“…Small amounts of 2,3,6-and/or 2,4,6-linked Galp residues were also detected and were interpreted as mainly precursor residues in the form of 4-linked Galp 2,6-disulfate. Small amounts of 3,6-linked and 3,4,6-linked Galp residues were also present in the preparations (except the one from Erythronaema ceramioides) and possibly represented residues with alternative sulfation patterns or branch points in the galactan chain, although the latter component was potentially derived from pyruvated, 3-linked residues occurring as 4,6-O-(1-carboxyethylidene)-Galp (DiNinno et al 1979). Unsubstituted, 3-linked and 4-linked Galp, and terminal Xylp residues were additional minor components detected in the preparations from Craspedocarpus ramentaceus, Erythronaema ceramioides, and Rhodophyllis membranacea.…”

Section: Carbohydrate Analysesmentioning

confidence: 99%

CARRAGEENANS FROM AUSTRALIAN REPRESENTATIVES OF THE FAMILY CYSTOCLONIACEAE (GIGARTINALES, RHODOPHYTA), WITH DESCRIPTION OF CALLIBLEPHARIS CELATOSPORA SP. NOV., AND TRANSFER OF AUSTROCLONIUM TO THE FAMILY ARESCHOUGIACEAE

Chiovitti¹,

Kraft²,

Bacic³

et al. 1998

Journal of Phycology

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Ten Australian representatives from seven of the 10 genera presently constituting the family Cystocloniaceae have been analyzed for their cell‐wall galactans. Included in our survey are the monotypic Australian‐endemic genera Austroclonium, Gloiophyllis, Erythronaema, and Stictosporum, one species of Craspedocarpus, three species of Rhodophyllis, and two species of Calliblepharis. As one of the species of the latter genus is endemic to Western Australia and presently undescribed, we illustrate its habit and anatomical features in formally proposing to name it Calliblepharis celatospora Kraft, sp. nov. All the species surveyed essentially produce typical iota (ι)‐carrageenans, with the exception of Austroclonium. The sulfated galactans from Austroclonium predominantly contain the repeating units of ι‐, alpha (α)‐, and 6′‐O‐methylated ι‐ and α‐carrageenans; whether these exist as discrete polysaccharides or a complex hybrid structure was not resolved. Thus, Austroclonium carrageenans resemble the polysaccharides from Rhabdonia, Areschougia, and Erythroclonium. Although these latter three genera are currently included in the large gigartinalean family Solieriaceae, all produce significantly different carrageenans from Solieria itself and related genera such as Eucheuma, Kappaphycus, Betaphycus, Sarcodiotheca, Agardhiella, Sarconema, and Callophycus. In consideration of these findings, as well as of significant anatomical similarities, we provisionally recommend reestablishment of the family Rhabdoniaceae Kylin (as the family Areschougiaceae J. Agardh) for Rhabdonia, Areschougia, Erythroclonium, and Austroclonium.

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Pyruvic acid derivative of a carrageenan from a marine red alga (Petrocelis species)

Cited by 36 publications

References 11 publications

Galactans: an overview of their most important sourcing and applications as natural polysaccharides

Galactans: an overview of their most important sourcing and applications as natural polysaccharides

Cell Wall Polysaccharides from Australian Red Algae of the Family Solieriaceae (Gigartinales, Rhodophyta): Highly Methylated Carrageenans from the Genus Rhabdonia

CARRAGEENANS FROM AUSTRALIAN REPRESENTATIVES OF THE FAMILY CYSTOCLONIACEAE (GIGARTINALES, RHODOPHYTA), WITH DESCRIPTION OF CALLIBLEPHARIS CELATOSPORA SP. NOV., AND TRANSFER OF AUSTROCLONIUM TO THE FAMILY ARESCHOUGIACEAE

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