GalNAc

N-アセチル-D-ガラクトサミン N-acetyl-D-galactosamine

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2014/11/06 22:14:13」(JST)

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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
CAS number	31022-50-1 N
PubChem	84265
ChemSpider	76020 Y
ChEBI	CHEBI:40356 Y
Jmol-3D images	Image 1
SMILES O[C@@H](C(CO)O[C@H](O)[C@H]1NC(C)=O)[C@H]1O
InChI 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
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

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.

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

• Galactosamine
• Globoside

References

UpToDate Contents

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• 1. ギラン・バレー症候群の病因 pathogenesis of guillain barre syndrome
• 2. 成人におけるギラン・バレー症候群の臨床的特徴および診断 clinical features and diagnosis of guillain barre syndrome in adults
• 3. 赤痢アメーバによる腸菅アメーバ症 intestinal entamoeba histolytica amebiasis
• 4. Peeling skin syndrome
• 5. ファブリー病の臨床的特徴および診断 clinical features and diagnosis of fabry disease

English Journal

• Alteration of plasma galactose/N-acetylgalactosamine level after irradiation.

• Ma J, Han D, Zhang M, Chen C, Zhang B, Zhang Z, Wang X, Yang S, Guo Y, Okunieff P, Zhang L.SourceInstitute of Digestive Diseases, Zhengzhou University, Henan, China.
• Advances in experimental medicine and biology.Adv Exp Med Biol.2013;765:147-53. doi: 10.1007/978-1-4614-4989-8_21.
• Although glycoproteins possess a variety of functional and structural roles in intracellular and intercellular activities, the effect of ionizing radiation (IR) on glycosylation is largely unknown. To explore this effect, we established a sandwich assay in which PHA-L, a phytohaemagglutinin that agg
• PMID 22879027

• Unexpected mucin-type O-glycosylation and host-specific N-glycosylation of human recombinant interleukin-17A expressed in a human kidney cell line.

• Geoghegan KF, Song X, Hoth LR, Feng X, Shanker S, Quazi A, Luxenberg DP, Wright JF, Griffor MC.SourcePfizer Worldwide Research, Groton, CT 06340, United States. Electronic address: kieran.f.geoghegan@pfizer.com.
• Protein expression and purification.Protein Expr Purif.2013 Jan;87(1):27-34. doi: 10.1016/j.pep.2012.09.013. Epub 2012 Oct 13.
• The T helper cell-derived cytokine interleukin-17A (IL-17A) is a variably glycosylated disulfide-linked homodimer of 34-38kDa. Its polypeptide monomer contains one canonical N-glycosylation site at Asn68, and human recombinant IL-17A was partly N-glycosylated when expressed in human kidney (HEK293)
• PMID 23069765

Japanese Journal

• Receptor for Advanced Glycation End Products (RAGE) Functions as a Receptor for Specific Sulfated Glycosaminoglycans, and Anti-RAGE Antibody or The Sulfated Glycosaminoglycans Delivered in Vivo Inhibit Pulmonary Metastasis of Tumor Cells

• Shuji Mizumoto,Jun Takahashi,Kazuyuki Sugahara
• THE JOURNAL OF BIOLOGICAL CHEMISTRY 287(23), 18985-18994, 2012-06-01
• … Previously we demonstrated that a Lewis lung carcinoma (LLC)-derived tumor cell line with high metastatic potential had a higher proportion of E-disaccharide units, GlcUA-GalNAc(4,6-O-disulfate), in CS chains than low metastatic LLC cells and that such CS chains are involved in the metastatic process. …
• NAID 120004123493

• Paradoxical effects of chondroitin sulfate-E on Japanese encephalitis viral infection

• Kim Eunmi,Okumura Megumi,Sawa Hirofumi,Miyazaki Tadaaki,Fujikura Daisuke,Yamada Shuhei,Sugahara Kazuyuki,Sasaki Michihito,Kimura Takashi
• Biochemical and Biophysical Research Communications 409(4), 717-722, 2011-06-17
• … The purpose of this study was to evaluate the possible roles of the E-disaccharide units GlcAβ1-3GalNAc(4,6-O-disulfate) of chondroitin sulfate (CS), a GAG involved in neuritogenesis and neuronal migration, in Japanese encephalitis virus (JEV) infection. …
• NAID 80021801833

Related Links

• 抗GM1 GalNAc-GD1a複合体抗体陽性で，伝導ブロックを呈した ...

抗GM1 GalNAc-GD1a複合体抗体陽性のGuillain-Barré症候群の1例 49：491 Table 1 Serial assessment of motor nerve conduction study Right median nerve Right ulnar nerve Right tibial nerve CV (m/sec) duration (msec) CMAP (mV) DL

• グリコサミノグリカン - 脂質と血栓の医学

グリコサミノグリカン グリコサミノグリカン（glyocosaminoglucan：GAG）は、ウロン酸（GlcUA、IdoA）、又は、ガラクトース（Gal）が、アミノ糖（注1、GlcNAc、GalNAc、など）と結合した二糖構造が、繰り返して構成される酸性ムコ多 ...

Related Pictures

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★リンクテーブル★

リンク元	「コンドロイチン硫酸」「N-アセチルガラクトサミン」「N-アセチル-D-ガラクトサミン」「N-acetylgalactosamine」

「コンドロイチン硫酸」

　　[★]

英

chondroitin sulfate

商

コンドロン、エレジェクト、エレメンミック、ガイシード、ガシクロン、コンドナール、サイリジン、ザルチロン、シザナリン、シボン、ハウゼマイム、ピリツイン、ホモック、ボルビサール、ボルビックス、メドレニック、ヤスラミン。(静注)(コンドロイチン硫酸、サリチル酸)ロイサールS、カシミタール、カシロン、カシワドール、ザルソロイチン。(眼科手術補助剤)ディスコビスク、ビスコート

(点眼液)ムコティア、ムコファジン、ムコロイド、コンドロンナファ、コンドロン、アイドロイチン

化

コンドロイチン硫酸ナトリウム sodium chondroitin sulfate

関

グリコサミノグリカン

• 骨格：N-アセチルガラクトサミン(GalNAc) + グルクロン酸(GlcA)

「N-アセチルガラクトサミン」

　　[★]

英

N-acetylgalactosamine, GalNAc

同

N-アセチルコンドロサミン N-acetylchondrosamine、Nアセチルガラクトサミン

「N-アセチル-D-ガラクトサミン」

　　[★]

英

N-acetyl-D-galactosamine

同

GalNAc

関

アセチルガラクトサミン、N-アセチルガラクトサミン

「N-acetylgalactosamine」

　　[★]

N-アセチルガラクトサミン

同

GalNAc