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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2007-05-24 16:11:40 UTC
Update Date2021-09-14 15:19:34 UTC
HMDB IDHMDB0006591
Secondary Accession Numbers
  • HMDB06591
Metabolite Identification
Common NameLactosamine
DescriptionLactosamine is a disaccharide composed of galactose b1,4-linked to N-acetylglucosamine, and is a common constituent of complex N-linked glycans in metazoans. Unmodified terminal lactosamine, however, is less typical in tissues, since it is often further modified by additional substitutions, such as fucose, sialic acid, or sulfate to form a number of significant receptor and signaling molecules. Lactosamine-containing glycans are also required for proper targeting and maintenance of olfactory axons, and may also function in other sensory regions.(PMID: 17111357 ).
Structure
Thumb
SynonymsNot Available
Chemical FormulaC12H23NO10
Average Molecular Weight341.3117
Monoisotopic Molecular Weight341.132195961
IUPAC Name(2R,3R,4S,5R)-2-amino-3,5,6-trihydroxy-4-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexanal
Traditional Namepolylactosamine
CAS Registry Number13000-25-4
SMILES
N[C@@H](C=O)[C@@H](O)[C@H](O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)[C@H](O)CO
InChI Identifier
InChI=1S/C12H23NO10/c13-4(1-14)7(18)11(5(17)2-15)23-12-10(21)9(20)8(19)6(3-16)22-12/h1,4-12,15-21H,2-3,13H2/t4-,5+,6+,7+,8-,9-,10+,11+,12-/m0/s1
InChI KeyLAVNEPYDFKGEOD-JVCRWLNRSA-N
Chemical Taxonomy
ClassificationNot classified
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Lysosome
  • Endoplasmic reticulum
  • Golgi apparatus
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
External LinksNot Available
References
Synthesis ReferencePark W K; Aravind S; Romanowska A; Renaud J; Roy R Syntheses of clustered lactosides by telomerization. Methods in enzymology (1994), 242 294-304.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Henion TR, Schwarting GA: Patterning the developing and regenerating olfactory system. J Cell Physiol. 2007 Feb;210(2):290-7. [PubMed:17111357 ]

Only showing the first 10 proteins. There are 26 proteins in total.

Enzymes

General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
Involved in the biosynthesis of gangliosides GM2, GD2 and GA2.
Gene Name:
B4GALNT1
Uniprot ID:
Q00973
Molecular weight:
58881.78
General function:
Involved in polypeptide N-acetylgalactosaminyltransfera
Specific function:
Catalyzes the initial reaction in O-linked oligosaccharide biosynthesis, the transfer of an N-acetyl-D-galactosamine residue to a serine or threonine residue on the protein receptor. Has a highest activity toward Muc7, EA2 and Muc2, with a lowest activity than GALNT2. Glycosylates 'Thr-57' of SELPLG.
Gene Name:
GALNT4
Uniprot ID:
Q8N4A0
Molecular weight:
45701.465
General function:
Cell wall/membrane/envelope biogenesis
Specific function:
Catalyzes the initial reaction in O-linked oligosaccharide biosynthesis, the transfer of an N-acetyl-D-galactosamine residue to a serine or threonine residue on the protein receptor. Has activity toward HIV envelope glycoprotein gp120, EA2, Muc2 and Muc5. Probably glycosylates fibronectin in vivo. Glycosylates FGF23. Plays a central role in phosphate homeostasis.
Gene Name:
GALNT3
Uniprot ID:
Q14435
Molecular weight:
72609.79
General function:
Cell wall/membrane/envelope biogenesis
Specific function:
Probably catalyzes the initial reaction in O-linked oligosaccharide biosynthesis, the transfer of an N-acetyl-D-galactosamine residue to a serine or threonine residue on the protein receptor (By similarity).
Gene Name:
GALNT8
Uniprot ID:
Q9NY28
Molecular weight:
72850.77
General function:
Involved in polypeptide N-acetylgalactosaminyltransfera
Specific function:
Catalyzes the initial reaction in O-linked oligosaccharide biosynthesis, the transfer of an N-acetyl-D-galactosamine residue to a serine or threonine residue on the protein receptor. Although it displays a much weaker activity toward all substrates tested compared to GALNT2, it is able to transfer up to seven GalNAc residues to the Muc5AC peptide, suggesting that it can fill vicinal Thr/Ser residues in cooperation with other GALNT proteins. Prefers Muc1a as substrate.
Gene Name:
GALNTL2
Uniprot ID:
Q8N3T1
Molecular weight:
73062.79
General function:
Involved in polypeptide N-acetylgalactosaminyltransfera
Specific function:
May catalyze the initial reaction in O-linked oligosaccharide biosynthesis, the transfer of an N-acetyl-D-galactosamine residue to a serine or threonine residue on the protein receptor (By similarity).
Gene Name:
GALNTL1
Uniprot ID:
Q8N428
Molecular weight:
63073.595
General function:
Involved in metal ion binding
Specific function:
Catalyzes the initial reaction in O-linked oligosaccharide biosynthesis, the transfer of an N-acetyl-D-galactosamine residue to a serine or threonine residue on the protein receptor. Has activity toward Muc5Ac and EA2 peptide substrates.
Gene Name:
GALNT10
Uniprot ID:
Q86SR1
Molecular weight:
68991.22
General function:
Involved in polypeptide N-acetylgalactosaminyltransfera
Specific function:
May catalyze the initial reaction in O-linked oligosaccharide biosynthesis, the transfer of an N-acetyl-D-galactosamine residue to a serine or threonine residue on the protein receptor (By similarity).
Gene Name:
GALNTL4
Uniprot ID:
Q6P9A2
Molecular weight:
69559.95
General function:
Involved in polypeptide N-acetylgalactosaminyltransfera
Specific function:
Glycopeptide transferase involved in O-linked oligosaccharide biosynthesis, which catalyzes the transfer of an N-acetyl-D-galactosamine residue to an already glycosylated peptide. In contrast to other proteins of the family, it does not act as a peptide transferase that transfers GalNAc onto serine or threonine residue on the protein receptor, but instead requires the prior addition of a GalNAc on a peptide before adding additional GalNAc moieties. Some peptide transferase activity is however not excluded, considering that its appropriate peptide substrate may remain unidentified
Gene Name:
GALNT7
Uniprot ID:
Q86SF2
Molecular weight:
75388.6
General function:
Cell wall/membrane/envelope biogenesis
Specific function:
Catalyzes the initial reaction in O-linked oligosaccharide biosynthesis, the transfer of an N-acetyl-D-galactosamine residue to a serine or threonine residue on the protein receptor. May participate in synthesis of oncofetal fibronectin. Has activity toward Muc1a, Muc2, EA2 and fibronectin peptides.
Gene Name:
GALNT6
Uniprot ID:
Q8NCL4
Molecular weight:
71158.055

Only showing the first 10 proteins. There are 26 proteins in total.