84434-84-4

Basic information

• Product Name: 4-Methylumbelliferyl beta-glucuronide
• Synonyms: 4-Methylumbelliferyl beta-glucuronide
• CAS NO: 84434-84-4
• Molecular Weight: 0
• Mol File: 84434-84-4.mol
• Article Data: 21

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-Methylumbelliferyl beta-glucuronide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methylumbelliferyl beta-glucuronide(84434-84-4)
• EPA Substance Registry System: 4-Methylumbelliferyl beta-glucuronide(84434-84-4)

Safety Data

• Hazardous Substances Data: 84434-84-4(Hazardous Substances Data)

Upstream product

• 937018-37-6 4-methylumbelliferyl-2,3,4-tri-O-acetyl-β-D-glucopyranosiduronic acid 
• 90-33-5 7-hydroxy-4-methyl-chromen-2-one 
• 63700-19-6 uridine-5'-diphospho-α-D-glucuronic acid trisodium salt 
• 777038-38-7 α-D-glucuronyl fluoride 
• 63700-19-6 Uridine diphospho-D-glucuronic acid triammonium salt 
• 2616-64-0 UDP-glucuronic acid 
• 14795-18-7 Acetic acid (2S,3R,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-bromo-tetrahydro-pyran-4-yl ester 
• 330974-67-9 1,2,3,4,6-penta-O-acetyl-L-idopyranose 
• 66901-41-5 1-(4-methylumbelliferone)-α-L-idopyranoside 
• 1245697-26-0 UDP-glucuronic acid 
• 128095-52-3 4-methylcoumarin-7-yl-α-L-iduronic acid methyl ester 
• 128095-50-1 4-methylcoumarin-7-yl-2,3,4-tri-O-acetyl-α-L-iduronic acid methyl ester 
• 101014-65-7 methyl (4′-methylumbelliferyl 2,3,4-tri-O-acetyl-β-D-glucopyranosid)urinate 
• 1421266-08-1 methyl 4-methylcoumarin-7-yl-2,3,4-tri-O-acetyl-α-L-idopyranuronate 

Downstream Products

• 116523-82-1 methyl 4-methylcoumarin-7-yl-β-D-glucopyranuronate 

Relevant articles and documents

Interaction of bisphenol A with human UDP-glucuronosyltransferase 1A6 enzyme

The effects of bisphenol A (BPA) on UDP-glucuronosyltransferase 1A6 (UGT1A6) activities in microsomes from human livers and yeast cells expressing human UGT1A6 (humUGT1A6) were investigated. Serotonin (5-HT) and 4-methylumbelliferone (4-MU) were used as the substrates for UGT1A6. BPA dose-dependently inhibited 5-HT and 4-MU glucuronidation activities in both enzyme sources. The IC50 values of BPA for 5-HT and 4-MU glucuronidation activities were 156 and 163 μM for liver microsomes, and 84.6 and 80.3 μM for yeast cell microsomes expressing humUGT1A6, respectively. The inhibitory pattern of BPA for 5-HT and 4-MU glucuronidation activities in human liver microsomes exhibited a mixture of competitive and noncompetitive components, with Ki values of 84.9 and 72.3 μM, respectively. In yeast cell microsomes expressing humUGT1A6, 5-HT glucuronidation activities were noncompetitively inhibited by BPA (Ki value, 65.5 μM), whereas the inhibition of 4-MU glucuronidation activities by BPA exhibited the mixed type (Ki value, 42.5 μM). These results suggest that BPA interacts with human UGT1A6 enzyme, and that the interaction may contribute to the toxicity, such as hormone disruption and reproductive effects, of BPA.

Synthesis method for Beta-glucuronidase precipitation type fluorometric substrate

The invention discloses a synthesis method for a Beta-glucuronidase precipitation type fluorometric substrate based on 2-(benzothiazole-2'-yl)-4-bromophenol. The synthesis method comprises the following three steps of reaction: (1) glycosylation reaction; (2) aromatic cyclization reaction; (3) protecting group removal reaction. The yield of each step of reaction in the synthesis method can reach the medium level or more and even up to more than 90 percent, the reaction conversion rate of materials with high prices or preparation costs is relatively high, the total yield of the three steps canreach 37 percent, moreover, the reaction condition is mild, and the synthesis method is easy to implement. Furthermore, the step of glycosylation reaction and the step of protecting group removal reaction in the synthesis method can be applied.

Based on 4 - methyl [...] synthesis method of a plurality of glycoside

The invention discloses a method for synthesizing various glucosides on a basis of 4-methylumbelliferone. According to the invention, a glycosyl donor peracetyl saccharide and a glycosyl acceptor 4-methylumbelliferone are subjected to a glycosylation reaction under room temperature or under heating with dichloromethane or 1,2-dichloroethane as a solvent and with the combined effect of Lewis acid boron trifluoride ethyl ether and organic alkali triethylamine or pyridine; and protecting groups are removed, such that various glucosides based on 4-methylumbelliferone can be obtained. The glucosides include 4-methylumbelliferone-beta-D-glucopyranosiduronide, 4-methylumbelliferone-beta-D-glucopyranoside, 4-methylumbelliferone-beta-D-xylopyranoside, 4-methylumbelliferone-beta-D-ribofuranoside, 4-methylumbelliferone-alpha-D-galactopyranoside, and 4-methylumbelliferone-alpha-D-mannopyranoside. The method is simple, and can produce a beta or alpha single-configuration target. A glycosylation reaction yield can reach 17-93%.