4-Methylumbelliferyl-N,N’,N”-triacetyl-beta-chitotrioside

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Catalog No: A10GD-4166
Cas No: 53643-13-3
Properties: Mol Formula: C34H47N3O18, Mol Weight: 785.7
IUPAC Name: N-[(2S,3R,4R,5S,6R)-2-[(2R,3S,4R,5R,6S)-5-acetamido-6-[(2R,3S,4R,5R,6S)-5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-(4-methyl-2-oxochromen-7-yl)oxyoxan-3-yl]oxy-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
Synonym: N-[(2S,3R,4R,5S,6R)-2-[(2R,3S,4R,5R,6S)-5-acetamido-6-[(2R,3S,4R,5R,6S)-5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-(4-methyl-2-oxochromen-7-yl)oxyoxan-3-yl]oxy-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide, 4-Methylumbelliferyl Beta-D-N,N’,N”-Triacetylchitotrioside, 4-Methylumbelliferyl N,N’,N”-triacetyl-b-D-chitotrioside

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4-Methylumbelliferyl N,N’,N”-triacetyl-b-D-chitotrioside

4-Methylumbelliferyl N,N’,N”-triacetyl-b-D-chitotrioside is a fluorescent probe that is used to measure the activity of chitinase enzymes. The enzyme activity can be measured in vivo or in vitro. 4-Methylumbelliferyl N,N’,N”-triacetyl-b-D-chitotrioside has been shown to hydrolyze and release glutamate from chitin. This product can be used for the detection of biological activities such as lysis, enzymatic activities, and bioreactor processes. It can also be used for biochemical analysis and industrial processing. 4MUFBT has a long shelf life when stored at low temperatures.

Fluorogenic substrate for chitinases, chitotriosidases, peptidoglycan muramidase, and lysozyme. Can be used to screen plasma samples for reduced chitotriosidase activity that may be indicative of lysosomal storage disorders.

4-Methylumbelliferyl-?-D-N,N’,N”-triacetylchitotrioside is a fluorogenic substrate for chitinases and chitotriosidases. 4-Methylumbelliferyl-?-D-N,N’,N”-triacetylchitotrioside is cleaved by chitinases and chitotriosidases to release the fluorescent moiety 4-methylumbelliferyl (4-MU). 4-MU fluorescence is pH-dependent with excitation maxima of 320 and 360 nm at low (1.97-6.72) and high (7.12-10.3) pH, respectively, and an emission maximum ranging from 445 to 455 nM, increasing as pH decreases. It has been used to screen plasma samples for reduced chitotriosidase activity that may be indicative of lysosomal storage disorders.

4-Methylumbelliferyl-?-D-N,N/’,N/’/’-triacetylchitotrioside is a fluorogenic substrate for chitinases and chitotriosidases. It can be used to screen plasma samples for reduced chitotriosidase activity that may be indicative of lysosomal storage disorders.

CAS Number 53643-13-3
Product Name N-[(2S,3R,4R,5S,6R)-2-[(2R,3S,4R,5R,6S)-5-acetamido-6-[(2R,3S,4R,5R,6S)-5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-(4-methyl-2-oxochromen-7-yl)oxyoxan-3-yl]oxy-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
IUPAC Name N-[(2S,3R,4R,5S,6R)-2-[(2R,3S,4R,5R,6S)-5-acetamido-6-[(2R,3S,4R,5R,6S)-5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-(4-methyl-2-oxochromen-7-yl)oxyoxan-3-yl]oxy-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
Molecular Formula C34H47N3O18
Molecular Weight 785.75 g/mol
InChI 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
SMILES CC1=CC(=O)OC2=C1C=CC(=C2)OC3C(C(C(C(O3)CO)OC4C(C(C(C(O4)CO)OC5C(C(C(C(O5)CO)O)O)NC(=O)C)O)NC(=O)C)O)NC(=O)C
Synonyms GlcNAc1-b-4GlcNAc1-b-4GlcNAc1-b-4MU
Canonical SMILES CC1=CC(=O)OC2=C1C=CC(=C2)OC3C(C(C(C(O3)CO)OC4C(C(C(C(O4)CO)OC5C(C(C(C(O5)CO)O)O)NC(=O)C)O)NC(=O)C)O)NC(=O)C
Isomeric SMILES CC1=CC(=O)OC2=C1C=CC(=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)NC(=O)C)O)NC(=O)C)O)NC(=O)C

CAS No: 53643-13-3
MDL No: MFCD00036892
Chemical Formula: C34H47N3O18
Molecular Weight: 785.75

References:
1. Tang Y, Hamaguchi KJ, J. Biochem. 1980, 87, p1003

2. MSDS

3. Tech Data Sheets/Manuals

Size

1 G, 100 MG, 5 G, Other

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