N-アセチルグルコサミン
WordNet
- the 14th letter of the Roman alphabet (同)n
- the organic group of acetic acid (CH3CO-) (同)acetyl_group, acetyl radical, ethanoyl group, ethanoyl radical
- an amino derivative of glucose that is a component of many polysaccharides
PrepTutorEJDIC
- nitrogenの化学記号
- neodymiumの化学記号
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2015/07/29 01:02:08」(JST)
[Wiki en表示]
N-Acetylglucosamine
|
Names |
IUPAC name
2-(Acetylamino)-2-deoxy-D-glucose
|
Other names
N-Acetyl-D-Glucosamine
GlcNAc
NAG
|
Identifiers |
CAS Registry Number
|
7512-17-6 Y |
ChEBI |
CHEBI:28009 N |
ChEMBL |
ChEMBL447878 Y |
ChemSpider |
22563 Y |
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
|
Jmol-3D images |
Image |
PubChem |
24139 |
SMILES
-
O=C(N[C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@H]1O)CO)C
|
UNII |
V956696549 N |
Properties |
Chemical formula
|
C8H15NO6 |
Molar mass |
221.21 |
Melting point |
211 |
Hazards |
S-phrases |
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: Y/N?) |
Infobox references |
|
|
N-Acetylglucosamine (N-acetyl-D-glucosamine, or GlcNAc, or NAG) is a monosaccharide 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, 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 polymorphonulear leukocytes (range 8 - 17% inhibition), however this is much weaker than the inhibition seen with N-acetyl-galactosamine (range 92 - 100%).[1]
Contents
- 1 Medical uses
- 2 See also
- 3 References
- 4 External links
Medical uses
It has been proposed as a treatment for autoimmune diseases,[2] and recent tests have claimed some success.[3]
See also
- Keratan sulfate
- Chitin
- N-acetyllactosamine synthase
- Wheat germ agglutinin, a plant lectin that binds to this substrate
References
- ^ Kamel, M; Hanafi, M; Bassiouni, M (1991). "Inhibition of elastase enzyme release from human polymorphonuclear leukocytes by N-acetyl-galactosamine and N-acetyl-glucosamine". Clinical and experimental rheumatology 9 (1): 17–21. PMID 2054963. edit
- ^ "Sugar supplement may treat immune disease - health - 07 June 2007 - New Scientist". Retrieved 2007-06-08.
- ^ "Glucosamine-Like Supplement Suppresses Multiple Sclerosis Attacks, Study Suggests". Science Daily.
External links
Microbiology: Bacteria
|
|
Pathogenic
bacteria |
- Bacterial disease
- Coley's toxins
- Exotoxin
- Lysogenic cycle
|
|
Human flora |
- Gut flora
- Skin flora
- Vaginal flora
|
|
Substrate
preference |
- Lipophilic
- Saccharophilic
|
|
Oxygen
preference |
- Aerobic
- Anaerobic
- Microaerophile
- Nanaerobe
- Aerotolerant
|
|
Structures |
Cell
envelope |
- Cell membrane
- Cell wall: Peptidoglycan
- Gram-positive bacteria only: Teichoic acid
- Lipoteichoic acid
- Endospore
- Gram-negative bacteria only: Bacterial outer membrane
- Periplasmic space
- Mycobacteria only: Arabinogalactan
- Mycolic acid
|
|
Outside
envelope |
- Bacterial capsule
- Slime layer
- S-layer
- Glycocalyx
- Pilus
- Fimbria
|
|
Composite |
|
|
|
Shapes |
- Bacterial cellular morphologies
- L-form bacteria
- Coccus
- Bacillus
- Coccobacillus
- Spiral
|
|
Index of bacterial disease
|
|
Description |
|
|
Disease |
- Gram-positive firmicutes
- Gram-positive actinobacteria
- Gram-negative proteobacteria
- Gram-negative non-proteobacteria
- Cholera
- Tuberculosis
|
|
Treatment |
- Antibiotics
- cell wall
- nucleic acid
- mycobacteria
- protein synthesis
- other
- Antibodies
|
|
|
UpToDate Contents
全文を閲覧するには購読必要です。 To read the full text you will need to subscribe.
English Journal
- Single cell profiling of surface carbohydrates on Bacillus cereus.
- Wang C1, Ehrhardt CJ2, Yadavalli VK3.
- Journal of the Royal Society, Interface / the Royal Society.J R Soc Interface.2015 Feb 6;12(103). pii: 20141109. doi: 10.1098/rsif.2014.1109.
- Cell surface carbohydrates are important to various bacterial activities and functions. It is well known that different types of Bacillus display heterogeneity of surface carbohydrate compositions, but detection of their presence, quantitation and estimation of variation at the single cell level hav
- PMID 25505137
- Effect of the urease-derived peptide Jaburetox on the central nervous system of Triatoma infestans (Insecta: Heteroptera).
- Galvani GL1, Fruttero LL2, Coronel MF3, Nowicki S4, Demartini DR5, Defferrari MS6, Postal M7, Canavoso LE8, Carlini CR9, Settembrini BP10.
- Biochimica et biophysica acta.Biochim Biophys Acta.2015 Feb;1850(2):255-62. doi: 10.1016/j.bbagen.2014.11.008. Epub 2014 Nov 13.
- BACKGROUND: Triatoma infestans is the main vector of Chagas'disease in Southern Cone countries. In triatomines, symptoms suggesting neurotoxicity were observed after treatment with Jaburetox (Jbtx), the entomotoxic peptide obtained from jackbean urease. Here, we study its effect in the central nervo
- PMID 25445710
- An optimal glucose feeding strategy integrated with step-wise regulation of the dissolved oxygen level improves N-acetylglucosamine production in recombinant Bacillus subtilis.
- Zhu Y1, Liu Y2, Li J3, Shin HD4, Du G5, Liu L6, Chen J7.
- Bioresource technology.Bioresour Technol.2015 Feb;177:387-92. doi: 10.1016/j.biortech.2014.11.055. Epub 2014 Nov 20.
- In our previous work, a recombinant Bacillus subtilis strain for the microbial production of N-acetylglucosamine (GlcNAc) was constructed through modular pathway engineering. In this study, to enhance GlcNAc production, glucose feeding approaches and dissolved oxygen (DO) control methods in fed-batc
- PMID 25499147
Japanese Journal
- Self-assembling lipid modified glycol-split heparin nanoparticles suppress lipopolysaccharide-induced inflammation through TLR4-NF-κB signaling.
- Babazada Hasan,Yamashita Fumiyoshi,Yanamoto Shinya,Hashida Mitsuru
- Journal of controlled release 194, 332-340, 2014-11-28
- … In line with these findings, 6-O-sulfate groups of d-glucosamine residue were essential for effective inhibition, while removal of 2-O-sulfo and 3-O-sulfo groups as well as replacement of N-sulfo groups with N-acetyl did not alter anti-inflammatory activity. …
- NAID 120005512273
- Characterization of Mannose Isomerase from a Cellulolytic Actinobacteria Thermobifida fusca MBL10003
- Kasumi Takafumi,Mori Sumiko,Kaneko Satoshi,Matsumoto Hitoshi,Kobayashi Yousuke,Koyama Yoshiyuki
- Journal of Applied Glycoscience 61(1), 21-25, 2014
- … It showed activity on D-mannose and also on D-lyxose, but not on N-acetyl D-glucosamine, suggesting that it is functionally different from N-acyl D-glucosamine 2-epimerase despite the sequence similarity. …
- NAID 130004481035
- Modulation of acceptor specificity of Ruminococcus albus cellobiose phosphorylase through site-directed mutagenesis
- Hamura Ken,Saburi Wataru,Matsui Hirokazu,Mori Haruhide
- Carbohydrate research 379, 21-25, 2013-09-20
- … C485A showed higher preference for D-glucosamine than the wild type. … Y648V had synthetic activity toward N-acetyl-D-glucosamine, while the other variants did not. … C485A produced 4-O-beta-D-glucopyranosyl-D-glucosamine from 10 mM Glc1P and D-glucosamine at a rate similar to the wild type. …
- NAID 120005348940
Related Links
- GTDC2 modifies O-mannosylated α-dystroglycan in the endoplasmic reticulum to generate N-acetyl glucosamine epitopes reactive with CTD110.6 antibody. Ogawa M, Nakamura N, Nakayama Y, et al. Biochem. Biophys. Res ...
- Product Description... Chew: D-Mannose, 100 mg; N-Acetyl-Glucosamine (Shrimp and Crab), 100 mg ...
- Find patient medical information for N-ACETYL GLUCOSAMINE on WebMD including its uses, effectiveness, side effects and safety, interactions, user ratings and products that have it. ... N-acetyl glucosamine is a ...
★リンクテーブル★
[★]
- 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
[★]
[★]
- 関
- number of experiment、sample size
- pの前の[n]はmと記載する。synptom→symptom
[★]
[★]
ネオジム neodymium
[★]
アセチル
- 関
- Ac