CAS 53643-13-3

4-metilumbeliferil-N,N',N''-triacetil-beta-quitotriosido

Descripción:

4-metilumbeliferil-N,N',N''-triacetil-beta-quitotriosido es un sustrato sintético comúnmente utilizado en ensayos bioquímicos, particularmente para la detección de la actividad de la quitinasa. Este compuesto presenta un grupo 4-metilumbeliferilo, que sirve como una etiqueta fluorescente, permitiendo una fácil visualización de las reacciones enzimáticas. La porción de triacetil-beta-quitotriosa indica que es un derivado de la quitina, específicamente un trisacárido compuesto de unidades de N-acetilglucosamina, modificado con grupos acetilo para mejorar la solubilidad y estabilidad. La presencia del enlace beta en la estructura de la quitotriosa es crucial para su interacción con las quitinasas, enzimas que catalizan la hidrólisis de la quitina. Tras la escisión enzimática, se libera la fluorescente 4-metilumbeliferona, que puede ser medida cuantitativamente, lo que hace que este compuesto sea valioso en aplicaciones de investigación y diagnóstico relacionadas con el metabolismo de la quitina y las infecciones fúngicas. Su número CAS, 53643-13-3, identifica de manera única esta sustancia química en bases de datos químicas, facilitando su uso en literatura científica y contextos regulatorios.

Fórmula: C₃₄H₄₇N₃O₁₈

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

Clave InChI: InChIKey=BNYGKUQXGBVTRE-JFWBNMEYSA-N

SMILES: O([C@H]1[C@H](NC(C)=O)[C@@H](O)[C@H](O[C@H]2[C@H](NC(C)=O)[C@@H](O)[C@H](O)[C@@H](CO)O2)[C@@H](CO)O1)[C@@H]3[C@@H](CO)O[C@@H](OC=4C=C5C(=CC4)C(C)=CC(=O)O5)[C@H](NC(C)=O)[C@H]3O

Sinónimos:

• 2H-1-Benzopyran-2-one, 7-[[O-2-(acetylamino)-2-deoxy-β-<span class="text-smallcaps">D</smallcap>-glucopyranosyl-(1→4)-O-2-(acetylamino)-2-deoxy-β-<smallcap>D</smallcap>-glucopyranosyl-(1→4)-2-(acetylamino)-2-deoxy-β-<smallcap>D</span>-glucopyranosyl]oxy]-4-methyl-
• 4-Methylumbelliferyl N,N′,N′′-triacetyl-β-chitotrioside
• 4-Methylumbelliferyl b-D-N,N,N-Triacetylchitotrioside
• 4-Methylumbelliferyl beta-D-N,N,N-triacetylchitotrioside
• 4-Methylumbelliferyl tri-N-acetyl-β-chitotrioside
• 4-Meu-Triac-Chitotrioside
• 4-methylumbelliferyl B-D-N,N,N-*triacetylchito
• 7-[[O-2-(Acetylamino)-2-deoxy-β-<span class="text-smallcaps">D</smallcap>-glucopyranosyl-(1→4)-O-2-(acetylamino)-2-deoxy-β-<smallcap>D</smallcap>-glucopyranosyl-(1→4)-2-(acetylamino)-2-deoxy-β-<smallcap>D</span>-glucopyranosyl]oxy]-4-methyl-2H-1-benzopyran-2-one
• 2H-1-Benzopyran-2-one, 7-[[O-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl-(1→4)-O-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl-(1→4)-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl]oxy]-4-methyl-
• 7-[[O-2-(Acetylamino)-2-deoxy-β-D-glucopyranosyl-(1→4)-O-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl-(1→4)-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl]oxy]-4-methyl-2H-1-benzopyran-2-one
• 4-Methyl-7-coumarinyl-tri-N-acetyl-β-chitotrioside, 4-Methylumbelliferyl-N,Nμ,N-triacetyl-β-chitotrioside
• 4-METHYLUMBELLIFERYL-N N' N''-TRIACETYL&
• 4-METHYL-7-COUMARINYL-TRI-N-ACETYL-BETA-CHITOTRIOSIDE
• 4-MethylumbelliferylN,N',N''-triacetyl-b-D-chitotrioside
• 4-methylumberiferryl-N,N',N"-triacetyl-beta-chitotrioside
• 7-[[O-2-(Acetylamino)-2-deoxy-beta-D-glucopyranosyl-(1-4)-O-2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl-(1-4)-2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl]oxy]-4-methyl-2H-1-benzopyran-2-one
• 4-METHYLUMBELLIFERYL-N,N',N''-TRIACETYL-BETA-CHITOTRIOSIDE
• 4-Methylumbelliferyl N,N',N''-triacetyl-β-D-chitotrioside ,98%
• 4-METHYLUMBELLIFERYL BETA-D-N,N',N''-TRIACETYLCHITOTRIOSE
• GLCNAC1-B-4GLCNAC1-B-4GLCNAC1-B-4MU
• 4-METHYLUMBELLIFERYL B-D-N,N',N''-*TRIAC ETYLCHITOTR
• 4-methyl-7-coumarinyl-tri-n-acetyl-β-chitotrioside

4-Methylumbelliferyl N,N'',N''''-triacetyl-b-D-chitotrioside

CAS: 53643-13-3

Fórmula: C₃₄H₄₇N₃O₁₈

Pureza: ≥ 97%

Forma y color: White or off-white powder

Peso molecular: 785.75

Ref: 7W-GC1407

4-Methylumbelliferyl-β-D-N,N',N''-Triacetylchitotrioside

CAS: 53643-13-3

4-Methylumbelliferyl-β-D-N,N',N''-triacetylchitotrioside is a fluorogenic substrate for chitinases and chitotriosidases.

Fórmula: C₃₄H₄₇N₃O₁₈

Forma y color: Solid

Peso molecular: 785.75

Ref: TM-T37570

4-Methylumbelliferyl beta-D-N,N',N”-Triacetylchitotrioside

CAS: 53643-13-3

Stability Hygroscopic
Applications 4-Methylumbelliferyl β-D-N,N’,N”-Triacetylchitotrioside is a fluorogenic substrate of uniform, characterized structure for assays of lysozyme.
References Yang, Y., et al.: J. Biochem., 87, 1003 (1980)

Fórmula: C₃₄H₄₇N₃O₁₈

Forma y color: Neat

Peso molecular: 785.75

Ref: TR-M337500

4-Methylumbelliferyl N,N',N''-triacetyl-b-D-chitotrioside

CAS: 53643-13-3

4-Methylumbelliferyl N,N',N''-triacetyl-beta-D-chitotrioside is a fluorogenic substrate for chitinase. After enzymatic cleaveage, free 4-methylumbelliferone (also known as hymecromone) is released, exhibiting blue fluorescence upon excitation with UV light. The strongest fluorescence of 4-methylumbelliferone requires deprotonation of the hydroxyl group (thus requires alkaline pH), with a maximal fluorescence intensity obtained with excitation at 350 to 370 nm and emission at 440 to 470 nm. The use of 4-methylumbelliferyl N,N',N''-triacetyl-beta-D-chitotriosideas a substrate for measuring the chitinase activity is used for fungal infection assays.

Fórmula: C₃₄H₄₇N₃O₁₈

Pureza: Min. 95.0 Area-%

Forma y color: White Off-White Powder

Peso molecular: 785.75 g/mol

Ref: 3D-EM05139

4-METHYLUMBELLIFERYL-N,N',N''-TRIACETYL-β-CHITOTRIOSIDE

CAS: 53643-13-3

Fórmula: C₃₄H₄₇N₃O₁₈

Forma y color: Solid

Peso molecular: 785.7463

Ref: IN-DA00DA3A