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M5639

Sigma-Aldrich

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

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

Synonym(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

Empirical Formula (Hill Notation):
C34H47N3O18
CAS Number:
53643-13-3
Molecular Weight:
785.75
Beilstein:
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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
Paul J Orchard et al.
Scientific reports, 9(1), 7858-7858 (2019-05-28)
Cerebral adrenoleukodystrophy (cALD) is an inflammatory neurodegenerative disease associated with mutation of the ABCD1 gene. Proteomic analysis of cerebral spinal fluid (CSF) from young males with active cALD revealed markers of inflammation including APOE4. APOE4 genotype has been associated with
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