N-acetyl-α-D-glucosamine (CHEM042317)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-27 01:58:32 UTC
Update Date2016-11-09 01:22:39 UTC
Accession NumberCHEM042317
Identification
Common NameN-acetyl-α-D-glucosamine
ClassSmall Molecule
DescriptionThe N-acetyl derivative of galactosamine. [PubChem]
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-(Acetylamino)-2-deoxy-alpha-D-galactopyranoseChEBI
alpha-GalNAcChEBI
alpha-GalpNAcChEBI
GalNAc-alphaChEBI
TnChEBI
TN Antigen saccharideChEBI
TN Antigen saccharide componentChEBI
TN SaccharideChEBI
TN Saccharide componentChEBI
2-(Acetylamino)-2-deoxy-a-D-galactopyranoseGenerator
2-(Acetylamino)-2-deoxy-α-D-galactopyranoseGenerator
a-GalNAcGenerator
Α-galnacGenerator
a-GalpNAcGenerator
Α-galpnacGenerator
GalNAc-aGenerator
GalNAc-αGenerator
2-Acetamido-2-deoxy-a-D-allopyranoseHMDB
2-Acetamido-2-deoxy-a-D-glucopyranoseHMDB
2-Acetamido-2-deoxy-alpha-D-allopyranoseHMDB
2-Acetamido-2-deoxy-alpha-D-glucopyranoseHMDB
2-Acetamido-2-deoxy-alpha-delta-allopyranoseHMDB
2-Acetamido-2-deoxy-alpha-delta-glucopyranoseHMDB
2-Acetamido-2-deoxy-b-D-glucopyranoseHMDB
2-Acetamido-2-deoxy-beta-D-glucopyranoseHMDB
2-Acetamido-2-deoxy-beta-delta-glucopyranoseHMDB
2-Acetamido-2-desoxy-b-D-talofuranoseHMDB
2-Acetamido-2-desoxy-beta-D-talofuranoseHMDB
2-Acetamido-2-desoxy-beta-delta-talofuranoseHMDB
2-Acetamino-2-deoxy-a-D-glucoseHMDB
2-Acetamino-2-deoxy-alpha-D-glucoseHMDB
2-Acetamino-2-deoxy-alpha-delta-glucoseHMDB
2-Acetamino-2-desoxy-a-D-glucopyranoseHMDB
2-Acetamino-2-desoxy-alpha-D-glucopyranoseHMDB
2-Acetamino-2-desoxy-alpha-delta-glucopyranoseHMDB
2-Acetamino-2-desoxy-D-galaktoseHMDB
2-Acetamino-2-desoxy-D-glucoseHMDB
2-Acetamino-2-desoxy-delta-galaktoseHMDB
2-Acetamino-2-desoxy-delta-glucoseHMDB
2-Acetylamino-2-deoxy-a-D-galactopyranoseHMDB
2-Acetylamino-2-deoxy-a-D-glucopyranoseHMDB
2-Acetylamino-2-deoxy-a-D-mannopyranoseHMDB
2-Acetylamino-2-deoxy-alpha-D-galactopyranoseHMDB
2-Acetylamino-2-deoxy-alpha-D-glucopyranoseHMDB
2-Acetylamino-2-deoxy-alpha-D-mannopyranoseHMDB
2-Acetylamino-2-deoxy-alpha-delta-galactopyranoseHMDB
2-Acetylamino-2-deoxy-alpha-delta-glucopyranoseHMDB
2-Acetylamino-2-deoxy-alpha-delta-mannopyranoseHMDB
2-Acetylamino-2-deoxy-b-D-allopyranoseHMDB
2-Acetylamino-2-deoxy-b-D-altropyranoseHMDB
2-Acetylamino-2-deoxy-b-D-galactopyranoseHMDB
2-Acetylamino-2-deoxy-b-D-glucopyranoseHMDB
2-Acetylamino-2-deoxy-b-D-mannopyranoseHMDB
2-Acetylamino-2-deoxy-beta-D-allopyranoseHMDB
2-Acetylamino-2-deoxy-beta-D-altropyranoseHMDB
2-Acetylamino-2-deoxy-beta-D-galactopyranoseHMDB
2-Acetylamino-2-deoxy-beta-D-glucopyranoseHMDB
2-Acetylamino-2-deoxy-beta-D-mannopyranoseHMDB
2-Acetylamino-2-deoxy-beta-delta-allopyranoseHMDB
2-Acetylamino-2-deoxy-beta-delta-altropyranoseHMDB
2-Acetylamino-2-deoxy-beta-delta-galactopyranoseHMDB
2-Acetylamino-2-deoxy-beta-delta-glucopyranoseHMDB
2-Acetylamino-2-deoxy-beta-delta-mannopyranoseHMDB
2-Acetylamino-2-desoxy-a-D-galaktoseHMDB
2-Acetylamino-2-desoxy-a-D-mannoseHMDB
2-Acetylamino-2-desoxy-alpha-D-galaktoseHMDB
2-Acetylamino-2-desoxy-alpha-D-mannoseHMDB
2-Acetylamino-2-desoxy-alpha-delta-galaktoseHMDB
2-Acetylamino-2-desoxy-alpha-delta-mannoseHMDB
2-Acetylamino-2-desoxy-b-D-galaktoseHMDB
2-Acetylamino-2-desoxy-b-D-mannoseHMDB
2-Acetylamino-2-desoxy-beta-D-galaktoseHMDB
2-Acetylamino-2-desoxy-beta-D-mannoseHMDB
2-Acetylamino-2-desoxy-beta-delta-galaktoseHMDB
2-Acetylamino-2-desoxy-beta-delta-mannoseHMDB
2-Acetylamino-2-desoxy-D-mannoseHMDB
2-Acetylamino-2-desoxy-delta-mannoseHMDB
2-Acetylamino-2-desoxy-DL-glucopyranoseHMDB
2-Acetylamino-a-D-2-deoxy-galactopyranoseHMDB
2-Acetylamino-a-D-2-deoxy-glucopyranoseHMDB
2-Acetylamino-a-D-2-deoxy-glucoseHMDB
2-Acetylamino-a-D-2-deoxy-mannopyranoseHMDB
2-Acetylamino-alpha-D-2-deoxy-galactopyranoseHMDB
2-Acetylamino-alpha-D-2-deoxy-glucopyranoseHMDB
2-Acetylamino-alpha-D-2-deoxy-glucoseHMDB
2-Acetylamino-alpha-D-2-deoxy-mannopyranoseHMDB
2-Acetylamino-alpha-delta-2-deoxy-galactopyranoseHMDB
2-Acetylamino-alpha-delta-2-deoxy-glucopyranoseHMDB
2-Acetylamino-alpha-delta-2-deoxy-glucoseHMDB
2-Acetylamino-alpha-delta-2-deoxy-mannopyranoseHMDB
2-Acetylamino-b-D-2-deoxy-galactopyranoseHMDB
2-Acetylamino-b-D-2-deoxy-glucopyranoseHMDB
2-Acetylamino-b-D-2-deoxy-mannopyranoseHMDB
2-Acetylamino-beta-D-2-deoxy-galactopyranoseHMDB
2-Acetylamino-beta-D-2-deoxy-glucopyranoseHMDB
2-Acetylamino-beta-D-2-deoxy-mannopyranoseHMDB
2-Acetylamino-beta-delta-2-deoxy-galactopyranoseHMDB
2-Acetylamino-beta-delta-2-deoxy-glucopyranoseHMDB
2-Acetylamino-beta-delta-2-deoxy-mannopyranoseHMDB
2-Acetylamino-D-2-deoxy-galactoseHMDB
2-Acetylamino-D-2-deoxy-glucoseHMDB
2-Acetylamino-D-2-deoxy-guloseHMDB
2-Acetylamino-D-2-deoxy-idoseHMDB
2-Acetylamino-D-2-deoxy-mannoseHMDB
2-Acetylamino-D-2-deoxy-taloseHMDB
2-Acetylamino-delta-2-deoxy-galactoseHMDB
2-Acetylamino-delta-2-deoxy-glucoseHMDB
2-Acetylamino-delta-2-deoxy-guloseHMDB
2-Acetylamino-delta-2-deoxy-idoseHMDB
2-Acetylamino-delta-2-deoxy-mannoseHMDB
2-Acetylamino-delta-2-deoxy-taloseHMDB
2-Acetylamino-L-2-deoxy-galactoseHMDB
2-Acetylamino-L-2-deoxy-mannoseHMDB
a-2-Acetamido-2-deoxy-D-galactoseHMDB
alpha-2-Acetamido-2-deoxy-D-galactoseHMDB
alpha-2-Acetamido-2-deoxy-delta-galactoseHMDB
GalNAcHMDB
N-(2,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-acetamideHMDB
N-Acetyl-a-D-glucosamineHMDB
N-Acetyl-alpha-D-glucosamineHMDB
N-Acetyl-alpha-delta-glucosamineHMDB
N-Acetyl-D-allosamineHMDB
N-Acetyl-D-galactosamineHMDB
N-Acetyl-delta-allosamineHMDB
N-Acetyl-delta-galactosamineHMDB
N-AcetylgalactosaminHMDB
N-AcetylglucosaminHMDB
N-AcetylgluosaminHMDB
N-AcetylmannosaminHMDB
2 Acetamido 2 deoxy D galactoseHMDB
2-Acetamido-2-D-galactopyranoseHMDB
AcetylgalactosamineHMDB
2-Acetamido-2-deoxygalactoseHMDB
N Acetyl D galactosamineHMDB
2 Acetamido 2 D galactopyranoseHMDB
2 Acetamido 2 deoxygalactoseHMDB
2-Acetamido-2-deoxy-D-galactoseHMDB
N-Acetyl-a-D-galactosamineHMDB
N-Acetyl-α-D-galactosamineHMDB
a-N-Acetyl-D-galactosamineHMDB
Α-N-acetyl-D-galactosamineHMDB
Chemical FormulaC8H15NO6
Average Molecular Mass221.208 g/mol
Monoisotopic Mass221.090 g/mol
CAS Registry NumberNot Available
IUPAC NameN-[(2S,3R,4R,5R,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
Traditional Nameα-GalNAc
SMILESCC(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@H](O)[C@@H]1O
InChI IdentifierInChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6+,7-,8+/m1/s1
InChI KeyOVRNDRQMDRJTHS-CBQIKETKSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as n-acyl-alpha-hexosamines. These are carbohydrate derivatives containing a hexose moiety in which the oxygen atom is replaced by an n-acyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentN-acyl-alpha-hexosamines
Alternative Parents
Substituents
  • N-acyl-alpha-hexosamine
  • Hexose monosaccharide
  • Monosaccharide
  • Oxane
  • Hemiacetal
  • Secondary alcohol
  • Carboximidic acid
  • Carboximidic acid derivative
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Alcohol
  • Organonitrogen compound
  • Organic nitrogen compound
  • Primary alcohol
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility254 g/LALOGPS
logP-2.6ALOGPS
logP-3.2ChemAxon
logS0.06ALOGPS
pKa (Strongest Acidic)11.6ChemAxon
pKa (Strongest Basic)-1.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area119.25 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity47.02 m³·mol⁻¹ChemAxon
Polarizability20.58 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0kn9-9510000000-8257171f06e4c704d6c7Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positivesplash10-006y-5125900000-2d5a04f77a0106be2e7fSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_7) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_8) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_9) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_10) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_3_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_3_2) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_3_3) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_3_4) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_3_5) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_3_6) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_3_7) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0udr-0970000000-f6d052d0a798e4e2edeeSpectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-003s-9500000000-8dc5f0ece3a66ea3928dSpectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-001j-9000000000-23b0bbbd1c8a5ad5551eSpectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9300000000-c5b00d3c0c640460939cSpectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-0kmi-7690000000-0379d0dd56fec2bed44fSpectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-9510000000-422cde531f065d5e4946Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0540-9100000000-0ce448f2f58df56a856dSpectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-002n-9800000000-ec7209a768c753d47709Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-000i-2900000000-b13dd76a5e0c01867c4cSpectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-002u-2900000000-166169863c3bda7fcd02Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-004u-2900000000-dac77e9deddac603f878Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-002u-2910000000-f4490188227492913aeeSpectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0f8a-9000000000-95e011521a10f2c0f12aSpectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-003e-9700000000-8e49c95be0c9d841080fSpectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-00lv-9000000000-2cc319b93d5874dd2978Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00fr-0690000000-76eea9cfdbd489aa104eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0imi-2930000000-440841c73a9eca07c5dfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-02nm-9600000000-e4f081a779068ec3341cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00dr-8920000000-b0218f0ec55de02b404dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0pb9-9820000000-ecdc02d885b289c2e845Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9100000000-582cce650e2eb7e1c0eaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0390000000-3820a7eec5a8c72f49d9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0h90-9740000000-db880363194a3979c637Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0229-9200000000-cdcf015aa799dc7d6d8bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-9500000000-2c2b09cb6bfb29039085Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB03567
HMDB IDHMDB0000212
FooDB IDFDB031022
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG ID36880
BioCyc IDCPD-3604
METLIN ID5222
PDB IDNot Available
Wikipedia LinkN-Acetylgalactosamine
Chemspider ID76020
ChEBI ID40356
PubChem Compound ID84265
Kegg Compound IDC01074
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Cardini, C. E.; Leloir, Luis F. Enzymic formation of acetylgalactosamine. Journal of Biological Chemistry (1957), 225 317-24.
2. Kamakura K, Kaida K, Kusunoki S, Miyamoto N, Masaki T, Nakamura R, Motoyoshi K, Fukuda J: Harmful effects of anti-GalNAc-GD1a antibodies and TNF-alpha on rat dorsal root ganglia. J Peripher Nerv Syst. 2005 Jun;10(2):190-201.
3. Nakagawa F, Schulte BA, Spicer SS: Lectin cytochemical evaluation of somatosensory neurons and their peripheral and central processes in rat and man. Cell Tissue Res. 1986;245(3):579-89.
4. Petri WA Jr, Chaudhry O, Haque R, Houpt E: Adherence-blocking vaccine for amebiasis. Arch Med Res. 2006 Feb;37(2):288-91.
5. Petry K, Greinix HT, Nudelman E, Eisen H, Hakomori S, Levy HL, Reichardt JK: Characterization of a novel biochemical abnormality in galactosemia: deficiency of glycolipids containing galactose or N-acetylgalactosamine and accumulation of precursors in brain and lymphocytes. Biochem Med Metab Biol. 1991 Aug;46(1):93-104.
6. Kaida K, Kusunoki S, Kamakura K, Motoyoshi K, Kanazawa I: GalNAc-GD1a in human peripheral nerve: target sites of anti-ganglioside antibody. Neurology. 2003 Aug 26;61(4):465-70.
7. Gupta D, Sabesan S, Brewer CF: Selective inhibition of N-acetylglucosamine and galactose-specific lectins including the 14-kDa vertebrate lectin by novel synthetic biantennary oligosaccharides. Eur J Biochem. 1993 Sep 15;216(3):789-97.
8. White T, Bennett EP, Takio K, Sorensen T, Bonding N, Clausen H: Purification and cDNA cloning of a human UDP-N-acetyl-alpha-D-galactosamine:polypeptide N-acetylgalactosaminyltransferase. J Biol Chem. 1995 Oct 13;270(41):24156-65.
9. Sutherlin ME, Nishimori I, Caffrey T, Bennett EP, Hassan H, Mandel U, Mack D, Iwamura T, Clausen H, Hollingsworth MA: Expression of three UDP-N-acetyl-alpha-D-galactosamine:polypeptide GalNAc N-acetylgalactosaminyltransferases in adenocarcinoma cell lines. Cancer Res. 1997 Nov 1;57(21):4744-8.
10. Kariniemi AL, Virtanen I: Dolichos biflorus agglutinin (DBA) reveals a similar basal cell differentiation in normal and psoriatic epidermis. Histochemistry. 1989;93(2):129-32.
11. Yuki N: Infectious origins of, and molecular mimicry in, Guillain-Barre and Fisher syndromes. Lancet Infect Dis. 2001 Aug;1(1):29-37.
12. Tao X, Gao G, Zhang HZ, Zhu DX, Boersma A, Lamblin G, Han KK: Isolation and characterization of human urinary colony-stimulating factor. Biol Chem Hoppe Seyler. 1987 Mar;368(3):187-94.
13. Hiruma T, Togayachi A, Okamura K, Sato T, Kikuchi N, Kwon YD, Nakamura A, Fujimura K, Gotoh M, Tachibana K, Ishizuka Y, Noce T, Nakanishi H, Narimatsu H: A novel human beta1,3-N-acetylgalactosaminyltransferase that synthesizes a unique carbohydrate structure, GalNAcbeta1-3GlcNAc. J Biol Chem. 2004 Apr 2;279(14):14087-95. Epub 2004 Jan 14.
14. Chikakiyo H, Kunishige M, Yoshino H, Asano A, Sumitomo Y, Endo I, Matsumoto T, Mitsui T: Delayed motor and sensory neuropathy in a patient with brainstem encephalitis. J Neurol Sci. 2005 Jul 15;234(1-2):105-8.
15. Roelen HC, Bijsterbosch MK, Bakkeren HF, van Berkel TJ, Kempen HJ, Buytenhek M, van der Marel GA, van Boom JH: Water-soluble cholesteryl-containing phosphorothioate monogalactosides: synthesis, properties, and use in lowering blood cholesterol by directing plasma lipoproteins to the liver. J Med Chem. 1991 Mar;34(3):1036-42.
16. Smith PL, Bousfield GR, Kumar S, Fiete D, Baenziger JU: Equine lutropin and chorionic gonadotropin bear oligosaccharides terminating with SO4-4-GalNAc and Sia alpha 2,3Gal, respectively. J Biol Chem. 1993 Jan 15;268(2):795-802.
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