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Melezitose

Melezitose, also spelled melicitose, is a nonreducing trisaccharide sugar that is produced by many plant sap eating insects, including aphids such as Cinara pilicornis, by an enzyme reaction. This is beneficial to the insects, as it reduces the stress of osmosis by reducing their own water potential. The melezitose is part of the honeydew which acts as an attractant for ants and also as a food for bees.[1] This is useful to the aphids as they have a symbiotic relationship with ants. Melezitose can be partially hydrolyzed to glucose and turanose the latter of which is an isomer of sucrose.

Melezitose
Names
IUPAC name
α-D-Glucopyranosyl α-D-glucopyranosyl-(1→3)-β-D-fructofuranoside
Systematic IUPAC name
(2R,2′R,3R,3′R,4S,4′S,5S,5′S,6R,6′R)-2,2′-{[(2S,3S,4R,5R)-4-Hydroxy-2,5-bis(hydroxymethyl)oxolane-2,3-diyl]bis(oxy)}bis[6-(hydroxymethyl)oxane-3,4,5-triol]
Other names
Melicitose
Identifiers
  • 597-12-6 Y
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:6731 Y
ChEMBL
  • ChEMBL386007 Y
ChemSpider
  • 83787 Y
ECHA InfoCard 100.008.997
  • 92817
UNII
  • T4T25QN29L Y
  • DTXSID20883458
  • InChI=1S/C18H32O16/c19-1-5-8(23)11(26)13(28)16(30-5)32-15-10(25)7(3-21)33-18(15,4-22)34-17-14(29)12(27)9(24)6(2-20)31-17/h5-17,19-29H,1-4H2/t5-,6-,7-,8-,9-,10-,11+,12+,13-,14-,15+,16-,17-,18+/m1/s1 Y
    Key: QWIZNVHXZXRPDR-WSCXOGSTSA-N Y
  • InChI=1/C18H32O16/c19-1-5-8(23)11(26)13(28)16(30-5)32-15-10(25)7(3-21)33-18(15,4-22)34-17-14(29)12(27)9(24)6(2-20)31-17/h5-17,19-29H,1-4H2/t5-,6-,7-,8-,9-,10-,11+,12+,13-,14-,15+,16-,17-,18+/m1/s1
    Key: QWIZNVHXZXRPDR-WSCXOGSTBR
  • O1[C@H](CO)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O[C@@]3(O[C@@H]([C@@H](O)[C@@H]3O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)CO)CO
Properties
C18H32O16
Molar mass 504.438 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Honeycomb filled with melezitose

References edit

  1. ^ Fischer, M. K; Shingleton, A. W (2001). "Host plant and ants influence the honeydew sugar composition of aphids". Functional Ecology. 15 (4): 544. doi:10.1046/j.0269-8463.2001.00550.x.

melezitose, also, spelled, melicitose, nonreducing, trisaccharide, sugar, that, produced, many, plant, eating, insects, including, aphids, such, cinara, pilicornis, enzyme, reaction, this, beneficial, insects, reduces, stress, osmosis, reducing, their, water, . Melezitose also spelled melicitose is a nonreducing trisaccharide sugar that is produced by many plant sap eating insects including aphids such as Cinara pilicornis by an enzyme reaction This is beneficial to the insects as it reduces the stress of osmosis by reducing their own water potential The melezitose is part of the honeydew which acts as an attractant for ants and also as a food for bees 1 This is useful to the aphids as they have a symbiotic relationship with ants Melezitose can be partially hydrolyzed to glucose and turanose the latter of which is an isomer of sucrose Melezitose NamesIUPAC name a D Glucopyranosyl a D glucopyranosyl 1 3 b D fructofuranosideSystematic IUPAC name 2R 2 R 3R 3 R 4S 4 S 5S 5 S 6R 6 R 2 2 2S 3S 4R 5R 4 Hydroxy 2 5 bis hydroxymethyl oxolane 2 3 diyl bis oxy bis 6 hydroxymethyl oxane 3 4 5 triol Other names MelicitoseIdentifiersCAS Number 597 12 6 Y3D model JSmol Interactive imageChEBI CHEBI 6731 YChEMBL ChEMBL386007 YChemSpider 83787 YECHA InfoCard 100 008 997PubChem CID 92817UNII T4T25QN29L YCompTox Dashboard EPA DTXSID20883458InChI InChI 1S C18H32O16 c19 1 5 8 23 11 26 13 28 16 30 5 32 15 10 25 7 3 21 33 18 15 4 22 34 17 14 29 12 27 9 24 6 2 20 31 17 h5 17 19 29H 1 4H2 t5 6 7 8 9 10 11 12 13 14 15 16 17 18 m1 s1 YKey QWIZNVHXZXRPDR WSCXOGSTSA N YInChI 1 C18H32O16 c19 1 5 8 23 11 26 13 28 16 30 5 32 15 10 25 7 3 21 33 18 15 4 22 34 17 14 29 12 27 9 24 6 2 20 31 17 h5 17 19 29H 1 4H2 t5 6 7 8 9 10 11 12 13 14 15 16 17 18 m1 s1Key QWIZNVHXZXRPDR WSCXOGSTBRSMILES O1 C H CO C H O C H O C H O C H 1O C 3 O C H C H O C H 3O C H 2O C H CO C H O C H O C H 2O CO COPropertiesChemical formula C 18H 32O 16Molar mass 504 438 g mol 1Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox references Honeycomb filled with melezitoseReferences edit Fischer M K Shingleton A W 2001 Host plant and ants influence the honeydew sugar composition of aphids Functional Ecology 15 4 544 doi 10 1046 j 0269 8463 2001 00550 x Retrieved from https en wikipedia org w index php title Melezitose amp oldid 1176792366, wikipedia, wiki, book, books, library,

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