アセチルガラクトサミン
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- N-acetyl-D-galactosamine
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2014/08/16 16:25:28」(JST)
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N-Acetylgalactosamine |
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IUPAC name
2-(Acetylamino)-2-deoxy-D-galactose
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Other names
GalNAc; 2-Acetamido-2-deoxy-D-galactose; N-Acetylchondrosamine; 2-Acetamido-2-deoxy-D-galactopyranose; N-Acetyl-D-galactosamine
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Identifiers |
CAS number |
31022-50-1 N |
PubChem |
84265 |
ChemSpider |
76020 Y |
ChEBI |
CHEBI:40356 Y |
Jmol-3D images |
Image 1 |
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O[C@@H](C(CO)O[C@H](O)[C@H]1NC(C)=O)[C@H]1O
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InChI=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 Y
Key: OVRNDRQMDRJTHS-CBQIKETKSA-N Y
InChI=1/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
Key: OVRNDRQMDRJTHS-CBQIKETKBW
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Properties |
Molecular formula |
C8H15NO6 |
Molar mass |
221.21 g/mol |
Melting point |
172–173 °C |
Hazards |
S-phrases |
S24/25 |
Related compounds |
Related monosaccharides |
N-Acetylglucosamine
Galactosamine
Galactose |
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa) |
N (verify) (what is: Y/N?) |
Infobox references |
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N-Acetylgalactosamine (GalNAc), is an amino sugar derivative of galactose.
Function
In humans it is the terminal carbohydrate forming the antigen of blood group A.[1]
It is typically the first monosaccharide that connects serine or threonine in particular forms of protein O-glycosylation.
N-Acetylgalactosamine is necessary for intercellular communication, and is concentrated in sensory nerve structures of both humans and animals.
See also
References
- ^ Donald M. Marcus, Elvin A. Kabat, Gerald Schiffman (1964). "Immunochemical Studies on Blood Groups. XXXI. Destruction of Blood Group A Activity by an Enzyme from Clostridium tertium Which Deacetylates N-Acetylgalactosamine in Intact Blood Group Substances". Biochemistry 3: 437–443. doi:10.1021/bi00891a023.
UpToDate Contents
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English Journal
- Sulfation pattern of fucose branches affects the anti-hyperlipidemic activities of fucosylated chondroitin sulfate.
- Wu N1, Zhang Y1, Ye X1, Hu Y1, Ding T1, Chen S2.
- Carbohydrate polymers.Carbohydr Polym.2016 Aug 20;147:1-7. doi: 10.1016/j.carbpol.2016.03.013. Epub 2016 Mar 8.
- Fucosylated chondroitin sulfates (fCSs) are glycosaminoglycans extracted from sea cucumbers, consisting of chondroitin sulfate E (CSE) backbones and sulfated fucose branches. The biological properties of fCSs could be affected by the sulfation pattern of their fucose branches. In the present study,
- PMID 27178902
- Expression of human β-N-acetylhexosaminidase B in yeast eases the search for selective inhibitors.
- Krejzová J1, Kulik N2, Slámová K3, Křen V4.
- Enzyme and microbial technology.Enzyme Microb Technol.2016 Jul;89:1-6. doi: 10.1016/j.enzmictec.2016.03.003. Epub 2016 Mar 9.
- Human lysosomal β-N-acetylhexosaminidases from the family 20 of glycoside hydrolases are dimeric enzymes catalysing the cleavage of terminal β-N-acetylglucosamine and β-N-acetylgalactosamine residues from a broad spectrum of glycoconjugates. Here, we present a facile, robust, and cost-effective e
- PMID 27233122
- N-acetylgalactosamine glycans function in cancer cell adhesion to endothelial cells: A role for truncated O-glycans in metastatic mechanisms.
- Bapu D1, Runions J1, Kadhim M1, Brooks SA2.
- Cancer letters.Cancer Lett.2016 Jun 1;375(2):367-74. doi: 10.1016/j.canlet.2016.03.019. Epub 2016 Mar 16.
- Failure in O-glycan chain extension exposing Tn antigen (GalNAc-O-Ser/Thr) is clinically associated with cancer metastasis. This study provides evidence of a functional role for aberrant GalNAc-glycans in cancer cell capture from blood flow and/or adhesion to endothelium. Adhesion of breast cancer c
- PMID 26994652
Japanese Journal
- Mannose-recognition mutant of the galactose/N-acetylgalactosamine-specific C-type lectin CEL-I engineered by site-directed mutagenesis
- Biochimica et Biophysica Acta (BBA) - General Subjects 1850(7), 1457-1465, 2015-07
- NAID 120005611344
- Deletion of Exon 4 in the N-Acetylgalactosamine-4-Sulfatase Gene in a Taiwanese Patient with Mucopolysaccharidosis Type VI
- 機能性食品に含まれるコンドロイチン硫酸の基原を推定するための簡易HPLC法
Related Links
- N-Acetylgalactosamine. IUPAC name. 2-(Acetylamino)-2-deoxy-D-galactose. Other names. GalNAc; 2-Acetamido-2-deoxy-D-galactose; N- Acetylchondrosamine; 2-Acetamido-2-deoxy-D-galactopyranose; N-Acetyl-D- galactosamine. Identifiers ...
Related Pictures
★リンクテーブル★
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