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M5639

Sigma-Aldrich

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

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

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C34H47N3O18
Numéro CAS:
53643-13-3
Poids moléculaire :
785.75
Numéro Beilstein :
5710839
Numéro MDL:
MFCD00036892
Code UNSPSC :
12352204
ID de substance PubChem :
24897027
Nomenclature NACRES :
NA.32

product name

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

Niveau de qualité

300

Pureté

≥98.00% (TLC)

Forme

powder

Solubilité

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

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

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.

Substrats

Fluorogenic substrate for endochitinases, peptidoglycan muramidase, and lysozyme.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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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
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
M V Telkov et al.
Biochemistry. Biokhimiia, 71(4), 414-422 (2006-04-18)
The secreted Micrococcus luteus protein, Rpf, is required for successful resuscitation of dormant "non-culturable" M. luteus cells and for growth stimulation in poor media. The biochemical mechanism of Rpf action remained unknown. Theoretical predictions of Rpf domain architecture and organization
Sarah Kim et al.
Molecular genetics and metabolism reports, 29, 100803-100803 (2021-10-15)
Elevated serum chitotriosidase (CHITO) is an indication of macrophage activation, and its capacity have been explored as a marker of inflammation in a number of disease states. For over a decade, CHITO plasma levels have been used by clinicians as
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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