N-acetyl-D-glucosamine

N-アセチル-D-グルコサミン

関

acetylglucosamine

WordNet

1. the 4th letter of the Roman alphabet (同)d
2. the 14th letter of the Roman alphabet (同)n
3. the organic group of acetic acid (CH3CO-) (同)acetyl_group, acetyl radical, ethanoyl group, ethanoyl radical
4. an amino derivative of glucose that is a component of many polysaccharides

PrepTutorEJDIC

1. deuteriumの化学記号
2. nitrogenの化学記号
3. (おもに人称代名詞・固有名詞(人名),thereの後で)had, wouldの短縮形 / (疑問文でwhere,what,whenの後で)didの短縮形;Where'd he go?=Where did he go?

Wikipedia preview

出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2017/09/11 00:47:28」(JST)

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N-Acetylglucosamine

Haworth projection
Names
IUPAC name β-D-(Acetylamino)-2-deoxy-glucopyranose
Other names N-Acetyl-D-glucosamine GlcNAc NAG
Identifiers
CAS Number	7512-17-6 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:28009 N
ChemSpider	22563 Y
ECHA InfoCard	100.028.517
PubChem CID	24139
UNII	V956696549 N
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-FMDGEEDCSA-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-FMDGEEDCBL
SMILES O=C(N[C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@H]1O)CO)C
Properties
Chemical formula	C8H15NO6
Molar mass	221.21
Melting point	211
Hazards
S-phrases (outdated)	S24/25
Related compounds
Related Monosaccharides	N-Acetylgalactosamine
Related compounds	Glucosamine Glucose
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

N-Acetylglucosamine molecule done by IQmol

N-Acetylglucosamine (N-acetyl-D-glucosamine, or GlcNAc, or NAG) is a monosaccharide and a derivative of glucose. It is an amide between glucosamine and acetic acid. It has a molecular formula of C₈H₁₅NO₆, a molar mass of 221.21 g/mol, and it is significant in several biological systems.

It is part of a biopolymer in the bacterial cell wall, which is built from alternating units of GlcNAc and N-acetylmuramic acid (MurNAc), cross-linked with oligopeptides at the lactic acid residue of MurNAc. This layered structure is called peptidoglycan (formerly called murein).

GlcNAc is the monomeric unit of the polymer chitin, which forms the outer coverings of insects and crustaceans. It is the main component of the radulas of mollusks, the beaks of cephalopods, and a major component of the cell walls of most fungi.

Polymerized with glucuronic acid, it forms hyaluronan.

GlcNAc has been reported to be an inhibitor of elastase release from human polymorphonuclear leukocytes (range 8–17% inhibition), however this is much weaker than the inhibition seen with N-acetylgalactosamine (range 92–100%).

Medical uses

It has been proposed as a treatment for autoimmune diseases, and recent tests have claimed some success.

See also

• Keratan sulfate
• Chitin
• N-Acetyllactosamine synthase
• N-Acetylgalactosamine (GalNAc)
• Wheat germ agglutinin, a plant lectin that binds to this substrate

External links

• Re Multiple Sclerosis

UpToDate Contents

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English Journal

• Preharvest treatments with chitosan and other alternatives to conventional fungicides to control postharvest decay of strawberry.

• Feliziani E1, Landi L1, Romanazzi G2.
• Carbohydrate polymers.Carbohydr Polym.2015 Nov 5;132:111-7. doi: 10.1016/j.carbpol.2015.05.078. Epub 2015 Jun 8.
• The effectiveness of the control of postharvest decay of strawberry (Fragaria×ananassa, 'Alba' and 'Romina' cvs.) fruit following field applications of chitosan, laminarin, extracts of Abies spp., Polygonum spp., and Saccharomyces spp., an organic acids and calcium combination, and benzothiadiazole
• PMID 26256331

• Backbone structures in human milk oligosaccharides: trans-glycosylation by metagenomic β-N-acetylhexosaminidases.

• Nyffenegger C1, Nordvang RT, Zeuner B, Łężyk M, Difilippo E, Logtenberg MJ, Schols HA, Meyer AS, Mikkelsen JD.
• Applied microbiology and biotechnology.Appl Microbiol Biotechnol.2015 Oct;99(19):7997-8009. doi: 10.1007/s00253-015-6550-0. Epub 2015 Apr 7.
• This paper describes the discovery and characterization of two novel β-N-acetylhexosaminidases HEX1 and HEX2, capable of catalyzing the synthesis of human milk oligosaccharides (HMO) backbone structures with fair yields using chitin oligomers as β-N-acetylglucosamine (GlcNAc) donor. The enzyme-enc
• PMID 25843303

• Tfp1 is required for ion homeostasis, fluconazole resistance and N-Acetylglucosamine utilization in Candida albicans.

• Jia C1, Zhang K1, Yu Q1, Zhang B1, Xiao C1, Dong Y1, Chen Y1, Zhang B2, Xing L1, Li M3.
• Biochimica et biophysica acta.Biochim Biophys Acta.2015 Oct;1853(10 Pt A):2731-44. doi: 10.1016/j.bbamcr.2015.08.005. Epub 2015 Aug 7.
• The vacuolar-type H(+)-ATPase (V-ATPase) is crucial for the maintenance of ion homeostasis. Dysregulation of ion homeostasis affects various aspects of cellular processes. However, the importance of V-ATPase in Candida albicans is not totally clear. In this study, we demonstrated the essential roles
• PMID 26255859

Japanese Journal

• SYNTHESIS OF 2-ACETAMIDO-2,5-DIDEOXY-5-PHOSPHORYL-D-GLUCOPYRANOSE DERIVATIVES : NEW PHOSPHA-SUGAR ANALOGS OF N-ACETYL-D-GLUCOSAMINE (Dedicated to Professor Dr. Ei-ichi Negishi on the occasion of his 77th birthday)

• Hanaya Tadashi,Kawaguchi Masahiro,Sumi Masakazu [他]
• Heterocycles : an international journal for reviews and communications in heterocyclic chemistry 86(2), 1147-1165, 2012-12-31
• NAID 40019533922

• N-アセチル-D-グルコサミンからN-アセチル-D-マンノサミンの微生物変換

• 滝口 泰之,阿部 浩幸,塩澤 卓,酒井 将裕
• キチン・キトサン研究 = Chitin and chitosan research 18(2), 164-165, 2012-07-01
• NAID 10030780551

Related Links

• N-Acetyl-D-glucosamine ≥99% | Sigma-Aldrich

Sigma-Aldrich offers Sigma-A8625, N-Acetyl-D-glucosamine for your research needs. Find product specific information including CAS, MSDS, protocols and references. ... ANALYTICAL / CHROMATOGRAPHY » Analytical Standards

• N-Acetyl-D-glucosamine 7512-17-6 | 東京化成工業株式会社

[N-Acetyl-D-glucosamine] [7512-17-6] | 価格や在庫、物性値などの詳細情報ページです。 ... ・川口の在庫は即日，つくばの在庫は2〜3日以内の出荷となります。・詳細につきましては，お手数ですが営業部までお問い合わせください。

Related Pictures

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★リンクテーブル★

リンク元	「N-アセチルグルコサミン」「GlcNAc」「acetylglucosamine」
関連記事	「D」「n」「N」「Nd」「acetyl」

「N-アセチルグルコサミン」

　　[★]

英

N-acetylglucosamine, N-acetyl glucosamine, GlcNAc, NAG

同

N-アセチル-D-グルコサミン N-acetyl-D-glucosamine、N-アセチルキトサミン N-acetylchitosamine

関

N-アセチルグルコサミニダーゼ

「GlcNAc」

　　[★] N-アセチルグルコサミン

同

N-acetyl-D-glucosamine

関

See N-Acetylglucosamine (GlcNAc)

「acetylglucosamine」

　　[★]

アセチルグルコサミン

関

N-acetyl-D-glucosamine

「D」

　　[★]

• アスパラギン酸
• ジヒドロウリジン
• 遠位の distal,
• うつ病 depression
• 下行結腸 descending colon(大腸内視鏡検査の結果を記載するときに用いる)

　 　

「n」

　　[★]

• n.

• 例数

関

number of experiment、sample size

• pの前の[n]はmと記載する。synptom→symptom

「N」

　　[★]

• アスパラギン asparagine
• 窒素(原子、分子)

　 　

「Nd」

　　[★] ネオジム neodymium 　

「acetyl」

　　[★]

アセチル

関

Ac