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M5639

Sigma-Aldrich

4-Methylumbelliferyl β-D-N,N′,N′′-triacetylchitotrioside

glycanase substrate, fluorogenic, ≥98.00% (TLC), powder

Sinónimos:

4-Methyl-7-coumarinyl-tri-N-acetyl-β-chitotrioside, 4-Methylumbelliferyl-N,N′,N″-triacetyl-β-chitotrioside

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About This Item

Fórmula empírica (notación de Hill):
C34H47N3O18
Número de CAS:
53643-13-3
Peso molecular:
785.75
Beilstein/REAXYS Number:
5710839
MDL number:
MFCD00036892
UNSPSC Code:
12352204
PubChem Substance ID:
24897027
NACRES:
NA.32

product name

4-Methylumbelliferyl β-D-N,N′,N′′-triacetylchitotrioside, fluorogenic glycanase substrate

Quality Level

300

assay

≥98.00% (TLC)

form

powder

solubility

water: pyridine, 1:1: 4.90-5.10 mg/mL, clear, colorless to light yellow

storage temp.

2-8°C

SMILES string

CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@H]2[C@H](O)[C@@H](NC(C)=O)[C@@H](O[C@@H]2CO)O[C@H]3[C@H](O)[C@@H](NC(C)=O)[C@@H](O[C@@H]3CO)Oc4ccc5C(C)=CC(=O)Oc5c4

InChI

1S/C34H47N3O18/c1-12-7-22(44)50-18-8-16(5-6-17(12)18)49-32-24(36-14(3)42)28(47)30(20(10-39)52-32)55-34-25(37-15(4)43)29(48)31(21(11-40)53-34)54-33-23(35-13(2)41)27(46)26(45)19(9-38)51-33/h5-8,19-21,23-34,38-40,45-48H,9-11H2,1-4H3,(H,35,41)(H,36,42)(H,37,43)/t19-,20-,21-,23-,24-,25-,26-,27-,28-,29-,30-,31-,32-,33+,34+/m1/s1

InChI key

BNYGKUQXGBVTRE-JFWBNMEYSA-N

Application

4-Methylumbelliferyl β-D-N,N′,N′′-triacetylchitotrioside has been used as a fluorogenic substrate to determine chitinase and chitotriosidase enzyme activity.

Substrates

Fluorogenic substrate for endochitinases, peptidoglycan muramidase, and lysozyme.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Michael B Howard et al.
Journal of bacteriology, 185(11), 3352-3360 (2003-05-20)
The marine bacterium Microbulbifer degradans strain 2-40 produces at least 10 enzyme systems for degrading insoluble complex polysaccharides (ICP). The draft sequence of the 2-40 genome allowed a genome-wide analysis of the chitinolytic system of strain 2-40. The chitinolytic system
Gavriella Mavrikiou et al.
Clinical biochemistry, 49(12), 885-889 (2016-05-01)
The purpose of this study was to determine the normal range of chitotriosidase activity in the Cypriot population and the frequency of the 24bp duplication polymorphism. Furthermore, we compared the allele frequency of this polymorphism in two locations with different
Unnur Dilja Teitsdottir et al.
Sleep & breathing = Schlaf & Atmung, 22(4), 1101-1109 (2018-10-13)
The inflammatory markers chitinase-3-like protein 1 (CHI3L1) and chitotriosidase (CHIT1) have both been associated with cardiovascular complications. The aim of this preliminary observational study was to assess the roles and interaction of obstructive sleep apnea (OSA) severity and body mass
Gerald Hochwimmer et al.
BMC microbiology, 9, 184-184 (2009-09-02)
The oomycete Aphanomyces astaci is regarded as the causative agent of crayfish plague and represents an evident hazard for European crayfish species. Native crayfish populations infected with this pathogen suffer up to 100% mortality. The existence of multiple transmission paths
Michèle Reindl et al.
Frontiers in microbiology, 11, 1529-1529 (2020-08-01)
Subcellular targeting of proteins is essential to orchestrate cytokinesis in eukaryotic cells. During cell division of Ustilago maydis, for example, chitinases must be specifically targeted to the fragmentation zone at the site of cell division to degrade remnant chitin and
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