Melibiose

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title: "Melibiose" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["disaccharides"] topic_path: "general/disaccharides" source: "https://en.wikipedia.org/wiki/Melibiose" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0

| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 304512290 | ImageFile = Melibiose structure.svg | ImageSize = 200px | IUPACName = α-D-Galactopyranosyl-(1→6)-D-glucopyranose

6-O-α-D-Galactopyranosyl-β-D-glucopyranose | SystematicName = (2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol | OtherNames = | Section1 = {{Chembox Identifiers | CASNo_Ref = | CASNo = 585-99-9 | UNII_Ref = | UNII = 9B1VBE526I | PubChem=11458 | ChEBI_Ref = | ChEBI = 28053 | ChEMBL_Ref = | ChEMBL = 1159652 | ChemSpiderID_Ref = | ChemSpiderID = 10974 | InChI = 1S/C12H22O11/c13-1-3-5(14)8(17)10(19)12(23-3)21-2-4-6(15)7(16)9(18)11(20)22-4/h3-20H,1-2H2/t3-,4-,5+,6-,7+,8+,9-,10-,11-,12+/m1/s1 | InChIKey = DLRVVLDZNNYCBX-ZZFZYMBESA-N | SMILES=C([C@@H]1C@@HO)O | MeSHName=Melibiose | Section2 = {{Chembox Properties | C=12 | H=22 | O=11 | Appearance= | Density= | MeltingPtC=84-85 | BoilingPt= | Solubility= | Section3 = {{Chembox Hazards | MainHazards= | FlashPt= | AutoignitionPt =

Melibiose is a reducing disaccharide formed by an α-1,6 linkage between galactose and glucose (D-Gal-(α1→6)-D-Glc). It differs from lactose in the chirality of the carbon where the galactose ring is closed and that the galactose is linked to a different point on the glucose moiety. It can be formed by invertase-mediated hydrolysis of raffinose, which produces melibiose and fructose. Melibiose can be broken down into its component saccharides, glucose and galactose, by the enzyme alpha-galactosidase, such as MEL1 from Saccharomyces pastorianus (lager yeast).

Melibiose cannot be used by Saccharomyces cerevisiae (ale yeast), so this is one test to differentiate between the two yeast species.

References

References

  1. Thisbe K. Lindhorst. (2007). "Essentials of Carbohydrate Chemistry and Biochemistry". Wiley-VCH.
  2. John F. Robyt. (1997). "Essentials of Carbohydrate Chemistry". Springer.
  3. Bokulicha. Nicholas A. & Bamforth. Charles W.. (1 June 2013). "The Microbiology of Malting and Brewing". American Society for Microbiology.

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disaccharides