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Hexa-N-acetylchitohexaose (Synonyms: N-Acetylchitohexaose,NACOS-6)

Katalog-Nr.GC43822

Hexa-N-Acetylchitohexaose ist ein Induktor der Krankheitsresistenz in Nutzpflanzen, was eine ErhÖhung von verholzungsbedingten und antioxidativen Enzymen in Sojabohnenpflanzen hervorrufen kÖnnte.

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Hexa-N-acetylchitohexaose Chemische Struktur

Cas No.: 38854-46-5

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Sample solution is provided at 25 µL, 10mM.

Description of Hexa-N-acetylchitohexaose

Hexa-N-acetylchitohexaose is a hexamer of N-acetylglucosamine, a subunit of the natural polymer chitin. It functions as an elicitor in plants, inducing the expression of chitinases. [1][2] Like chitin and some of its derivatives, hexa-N-acetylchitohexaose is a substrate of lysozyme.[3] It also binds LysM domains on certain proteins, including an endopeptidase of T. thermophilus [4]. Hexa-N-acetylchitohexaose heightens the immune response against Pseudomonas and Listeria in mice, stimulates cytokine secretion in mesenchymal stem cells, and inhibits nitric oxide production by activated macrophages.[5][6][7][8]

Reference:
[1]. Inui, H., Yamaguchi, Y., and Hirano, S. Elicitor actions of N-acetylchitooligosaccharides and laminarioligosaccharides for chitinase and L-phenylalanine ammonia-lyase induction in rice suspension culture. Bioscience, Biotechnology, and Biochemistry 61(6), 975-978 (1997).
[2]. Gao, Y., Zan, X.L., Wu, X.F., et al. Identification of fungus-responsive cis-acting element in the promoter of Brassica juncea chitinase gene, BjCHI1. Plant Science 215-216, 190-198 (2014).
[3]. Ouyang, Z., Takáts, Z., Blake, T.A., et al. Preparing protein microarrays by soft-landing of mass-selected ions. Science 301, 1351-1354 (2003).
[4]. Wong, J.E.M.M., Midtgaard, S.R., Gysel, K., et al. An intermolecular binding mechanism involving multiple LysM domains mediates carbohydrate recognition by an endopeptidase. Acta.Cryst. D71, 592-605 (2014).
[5]. Tokoro, A., Kobayashi, M., Tatewaki, N., et al. Protective effect of N-acetyl chitohexaose on Listeria monocytogenes infection in mice. Microbiology and Immunology 33(4), 357-367 (1989).
[6]. Okawa, Y., Kobayashi, M., Suzuki, S., et al. Comparative study of protetive effects of chitin, chitosan, and N-acetyl chitohexaose against Pseudomonas aeruginosa and Listeria monocytogenes infections in mice. Biological and Pharmaceutical Bullentin 26(6), 902-904 (2003).
[7]. Lieder, R., Thormodsson, F., Ng, C.H., et al. Chitosan and chitin hexamers affect expansion and differentiation of mesenchymal stem cells differently. Int.J.Biol.Macromol. 51(4), 675-680 (2012).
[8]. Hwang, S.M., Chen, C.Y., Chen, S.S., et al. Chitinous materials inhibit nitric oxide production by activated RAW 264.7 macrophages. Biochemical and Biophysical Research Communications 271(1), 229-233 (2000).

Chemical Properties of Hexa-N-acetylchitohexaose

Cas No. 38854-46-5 SDF
Überlieferungen N-Acetylchitohexaose,NACOS-6
Chemical Name O-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl-(1→4-O-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl-(1→4)-O-2-(acetylamino)-2-deoxy-β-D-glucopyranosy-(1→4)-O-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl-(1→4)-O-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl-(1→4)-2-(acetylamino)-2-deoxy-D-glucose
Canonical SMILES OC[C@H]1O[C@](O[C@@H]2[C@@H](CO)O[C@](O[C@H]3[C@H](O)[C@@H](NC(C)=O)[C@H](O[C@]4([H])[C@@H](CO)O[C@@H](O[C@@]5([H])[C@H](O)[C@@H](NC(C)=O)[C@H](O[C@@]([C@H](O)CO)([H])[C@H](O)[C@@H](NC(C)=O)C=O)O[C@@H]5CO)[C@H](NC(C)=O)[C@H]4O)O[C@@H]3CO)([H])[C@H](N
Formula C48H80N6O31 M.Wt 1237.2
Löslichkeit 10mg/mL in PBS, pH 7.2 Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Hexa-N-acetylchitohexaose

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1 mg 5 mg 10 mg
1 mM 0.8083 mL 4.0414 mL 8.0828 mL
5 mM 0.1617 mL 0.8083 mL 1.6166 mL
10 mM 0.0808 mL 0.4041 mL 0.8083 mL
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