Elsevier

Carbohydrate Research

Volume 343, Issue 18, 8 December 2008, Pages 3120-3122
Carbohydrate Research

Note
Structural characterization of a water-soluble β-(1→6)-linked d-glucan isolated from the hot water extract of an edible mushroom, Agaricus bitorquis

https://doi.org/10.1016/j.carres.2008.09.019Get rights and content

Abstract

A water-soluble polysaccharide, isolated from the hot aqueous extract of an edible mushroom, Agaricus bitorquis, was found to consist of d-glucose only. On the basis of total hydrolysis, methylation analysis, and NMR studies (1H, 13C, TOCSY, DQF-COSY, NOESY, ROESY, HMQC, and HMBC), the structure of the repeating unit was established as

→6)-β-d-Glcp-(1→

Graphical abstract

→6)-β-d-Glcp-(1→

Section snippets

General methods

Optical rotation was measured on a Jasco Polarimeter model P-1020 at 25 °C. All GLC–MS experiments were carried out in a Hewlett–Packard 5970 MSD instrument using HP-5 fused silica capillary column. The program was isothermal at 150 °C; hold time 2 min, with a temperature gradient of 4 °C min−1 up to a final temperature of 200 °C. The molecular weight of the polysaccharide was determined as described previously.30, 31, 32, 33, 34 For monosaccharide analysis, the polysaccharide sample (2.5 mg) was

Acknowledgments

The authors are grateful to Professor S. Roy, Director, IICB, Dr. A. K. Sen (Jr.), IICB and Dr. S. Lahiri, IACS, Kolkatta, for providing instrumental facilities. Mr. Barun Majumder of Bose Institute, Kolkata, is acknowledged for preparing NMR spectra. DST, Govt of India is acknowledged for sanctioning a project (Ref. No.: SR/S1/OC-52/2006 dated 19/02/2007). One of the authors (C.K.N.) is grateful to UGC, New Delhi for offering junior research fellowship.

References (37)

  • T. Sasaki et al.

    Carbohydr. Res.

    (1976)
  • H. Kawagishi et al.

    Carbohydr. Res.

    (1989)
  • I. Chakraborty et al.

    Carbohydr. Res.

    (2006)
  • D. Rout et al.

    Carbohydr. Res.

    (2008)
  • T. Kiho et al.

    Carbohydr. Res.

    (1992)
  • I. Suzuki et al.

    Int. J. Immunopharmacol.

    (1990)
  • C. Hara et al.

    Carbohydr. Res.

    (1982)
  • G.J. Gerwig et al.

    Carbohydr. Res.

    (1978)
  • A. Gutiérrez et al.

    Carbohydr. Res.

    (1996)
  • I. Ciucanu et al.

    Carbohydr. Res.

    (1984)
  • M. Rinaudo et al.

    Carbohydr. Polym.

    (1982)
  • D. Rout et al.

    Carbohydr. Res.

    (2005)
  • M. Pramanik et al.

    Carbohydr. Res.

    (2007)
  • D. Rout et al.

    Carbohydr. Res.

    (2006)
  • K. Chandra et al.

    Carbohydr. Res.

    (2007)
  • D. Das et al.

    Carbohydr. Res.

    (2008)
  • G. Chihara et al.

    Nature

    (1969)
  • G. Chihara et al.

    Cancer Res.

    (1970)
  • Cited by (22)

    • Structural characterisation and cholesterol efflux improving capacity of the novel polysaccharides from Cordyceps militaris

      2019, International Journal of Biological Macromolecules
      Citation Excerpt :

      These results confirmed that CMS is →6)-β-D-Glcp(1→ linked glucan, with α-D-Glcp(1→ at the non-reducing end (Fig. 4C). NMR data of CMS is consistent with a previously reported →6)-β-D-Glcp(1→ linked glucan isolated from an edible mushroom, Agarius bitorquis [36]. The NMR results of α-D-Glcp(1→ at the non-reducing end and the β-D-Glcp(1→ at the reducing end were consistent with a previous report [37].

    • Water-insoluble glucans from the edible fungus Ramaria botrytis

      2014, Bioactive Carbohydrates and Dietary Fibre
      Citation Excerpt :

      Several glucans have been reported from various sources using different procedures (Bohn & BeMiller, 1995; Kollar et al., 1997). The glucans in mushrooms are present mostly as linear β-(1→3)-(Misaki & Kakuta, 1995; Ojha, Chandra, Ghosh, & Islam, 2010), β-(1→6)-(Nandan et al., 2008; Sarkar et al., 2012) and non linear form with β-(1→3) backbone branched at O-6 (Mizuno et al., 1990; Rout, Mondal, Chakraborty, & Islam, 2008), and β-(1→6) backbone branched at O-3 (Maji et al., 2012; Sen et al., 2013). The β-d-glucans are biologically important for their outstanding ability to enhance and stimulate the immune systems of human (Blascheck, Kasbauer, Kraus, & Franz, 1992; Kiho, Sakushima, Wang, Nagai, & Ukai, 1991; Kulicke, Lettau, & Thielking, 1997) and are thus regarded as typical biological response modifiers (BRMs).

    • Structural characterization of an immunoenhancing glucan isolated from a mushroom Macrolepiota dolichaula

      2013, International Journal of Biological Macromolecules
      Citation Excerpt :

      Now days, mushrooms have drawn the attention of immunobiologist and pharmacologist for their immunostimulatory, antitumor, and antioxidant properties [1–3]. The glucans in mushroom are present mostly as linear β-(1 → 3)- [4–6], β-(1 → 6)- [7–9] and non linear with β-(1 → 3) backbone branched at O-6 [10,11], and β-(1 → 6) backbone branched at O-3 [12,13]. The genus Macrolepiota, family Agaricaceae was first established by Singer [14].

    • Structural diversity of fungal glucans

      2013, Carbohydrate Polymers
      Citation Excerpt :

      Inter-unit 13C–1H correlations obtained from the HMBC experiment also confirmed (1→6)-connection between β-d-Glcp units. Cross peaks were found between H-1 (δ 4.50) and C-6 (δ 69.2), and between C-1 (δ 103.4) and H-6 (δ 4.20 and 3.84) of neighbour residues (Nandan et al., 2008). Ukawa, Ito, and Hisamatsu (2000) described three polysaccharide fractions isolated from a hot-water extract of Lyophyllum decastes basidiocarps.

    View all citing articles on Scopus
    View full text