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Chemical Compound Review

Coniferin     (2R,3S,4S,5R,6S)-2- (hydroxymethyl)-6-[4...

Synonyms: Laricin, Coniferosid, Coniferoside, AC1NQWYK, CHEMBL459056, ...
 
 
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Disease relevance of Coniferin

 

High impact information on Coniferin

  • A new inducer, the phenylpropanoid glucoside coniferin, has now been isolated from Pseudotsuga menziesii (Douglas-fir) [1].
  • Consistent with this hypothesis, roots of etiolated and soil-grown plants contain almost no soluble phenylpropanoids, but exposure to light leads to the accumulation of flavonoids, as well as high levels of coniferin and syringin (coniferyl and sinapyl-4-O-glycosides), compounds not previously reported to be accumulated in Arabidopsis [2].
  • Coniferin beta-glucosidase was found only in the secondary cell wall [3].
  • In Douglas fir needles, the major virulence region inducer is the glycoside coniferin (J. W. Morris and R. O. Morris, Proc. Natl. Acad. Sci. USA 87:3612-3618, 1990) [4].
  • Agrobacterium strains with high beta-glucosidase activity respond to coniferin and infect Douglas fir seedlings, whereas most strains with low beta-glucosidase activity fail to respond to coniferin and are avirulent on this host [4].
 

Biological context of Coniferin

 

Associations of Coniferin with other chemical compounds

  • Hydrolysis of the synthetic beta-glucosidase substrate p-nitrophenyl-beta-O-D-glucopyranoside was correlated with radial growth and lignification in the xylem of both conifers, but the relationship between lignification and the hydrolysis of coniferin by beta-glucosidase was not obvious [7].
  • Formation of beta-peltatin-A methyl ether and coniferin by root cultures of Linum flavum [8].
 

Gene context of Coniferin

  • Phylogenetic analysis of Arabidopsis thaliana GH Family 1 has revealed that At1g61810 (BGLU45), At1g61820 (BGLU46), and At4g21760 (BGLU47) cluster with Pinus contorta coniferin beta-glucosidase, leading to the hypothesis that their respective gene products may be involved in lignification by hydrolysing monolignol glucosides [6].
 

Analytical, diagnostic and therapeutic context of Coniferin

References

  1. Identification of an Agrobacterium tumefaciens virulence gene inducer from the pinaceous gymnosperm Pseudotsuga menziesii. Morris, J.W., Morris, R.O. Proc. Natl. Acad. Sci. U.S.A. (1990) [Pubmed]
  2. Light induces phenylpropanoid metabolism in Arabidopsis roots. Hemm, M.R., Rider, S.D., Ogas, J., Murry, D.J., Chapple, C. Plant J. (2004) [Pubmed]
  3. Cellular machinery of wood production: differentiation of secondary xylem in Pinus contorta var. latifolia. Samuels, A.L., Rensing, K.H., Douglas, C.J., Mansfield, S.D., Dharmawardhana, D.P., Ellis, B.E. Planta (2002) [Pubmed]
  4. Cloning and sequencing of an Agrobacterium tumefaciens beta-glucosidase gene involved in modifying a vir-inducing plant signal molecule. Castle, L.A., Smith, K.D., Morris, R.O. J. Bacteriol. (1992) [Pubmed]
  5. Characterization of beta-glucosidase isoenzymes possibly involved in lignification from chick pea (Cicer arietinum L.) cell suspension cultures. Hösel, W., Surholt, E., Borgmann, E. Eur. J. Biochem. (1978) [Pubmed]
  6. Arabidopsis thaliana beta-Glucosidases BGLU45 and BGLU46 hydrolyse monolignol glucosides. Escamilla-Treviño, L.L., Chen, W., Card, M.L., Shih, M.C., Cheng, C.L., Poulton, J.E. Phytochemistry (2006) [Pubmed]
  7. Developmental lignification and seasonal variation in beta-glucosidase and peroxidase activities in xylem of Scots pine, Norway spruce and silver birch. Marjamaa, K., Lehtonen, M., Lundell, T., Toikka, M., Saranpää, P., Fagerstedt, K.V. Tree Physiol. (2003) [Pubmed]
  8. Formation of beta-peltatin-A methyl ether and coniferin by root cultures of Linum flavum. Berlin, J., Wray, V., Mollenschott, C., Sasse, F. J. Nat. Prod. (1986) [Pubmed]
  9. A beta-glucosidase from lodgepole pine xylem specific for the lignin precursor coniferin. Dharmawardhana, D.P., Ellis, B.E., Carlson, J.E. Plant Physiol. (1995) [Pubmed]
  10. Production of podophyllotoxin using cross-species coculture of Linum flavum hairy roots and Podophyllum hexandrum cell suspensions. Lin, H.W., Kwok, K.H., Doran, P.M. Biotechnol. Prog. (2003) [Pubmed]
 
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