124223-99-0 Usage
Description
4-Methylumbelliferyl 2-acetoamido-2-deoxy-α-D-galactopyranoside (4-MU-2-acetoamido-2-deoxy-α-Gal) is a fluorogenic substrate used to quantify αand β-galactopyranosaminidase activity. It is an off-white solid that, when cleaved by αand β-galactopyranosaminidase, releases the fluorescent moiety 4-MU. The fluorescence of 4-MU is pH-dependent, with excitation maxima at 320 and 360 nm and an emission maximum ranging from 445 to 455 nm.
Uses
Used in Medical Research:
4-Methylumbelliferyl 2-acetoamido-2-deoxy-α-D-galactopyranoside is used as a diagnostic tool for detecting N-acetyl-α-D-galactopyranosiaminidase activity. The deficiency of this enzyme is associated with Schindler disease, making 4-MU-2-acetoamido-2-deoxy-α-Gal an essential component in the identification and study of this genetic disorder.
Used in Enzyme Assays:
In the field of biochemistry, 4-MU-2-acetoamido-2-deoxy-α-Gal is utilized as a substrate in enzyme assays to measure the activity of αand β-galactopyranosaminidases. The release of the fluorescent 4-MU allows for the quantification of enzyme activity, which is crucial for understanding enzyme function and kinetics.
Check Digit Verification of cas no
The CAS Registry Mumber 124223-99-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,4,2,2 and 3 respectively; the second part has 2 digits, 9 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 124223-99:
(8*1)+(7*2)+(6*4)+(5*2)+(4*2)+(3*3)+(2*9)+(1*9)=100
100 % 10 = 0
So 124223-99-0 is a valid CAS Registry Number.
InChI:InChI=1/C18H21NO8/c1-8-5-14(22)26-12-6-10(3-4-11(8)12)25-18-15(19-9(2)21)17(24)16(23)13(7-20)27-18/h3-6,13,15-18,20,23-24H,7H2,1-2H3,(H,19,21)/t13-,15-,16+,17-,18+/m1/s1
124223-99-0Relevant articles and documents
Synthesis of 4-methylumbelliferyl glycosides for the detection of α- and β-D-galactopyranosaminidases
Szweda, R.,Spohr, U.,Lemieux, R. U.,Schindler, D.,Bishop, D. F.,Desnick, R. J.
, p. 1388 - 1391 (2007/10/02)
Reaction at room temperature of either 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α- of β-D-galactopyranosyl chloride with a twofold excess of 4-methylumbelliferone and silver trifluoromethanesulfonate in dichloromethane containing an equimolar amount of sym-collidine yielded 4-methylumbelliferyl tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranoside in 33percent yield.The β anomer was formed in 20 and 10percent yields, respectively.Reduction of the azido group, acetylation followed by de-O-acetylation, provided the desired 4-methylumbelliferyl 2-acetamido-2-deoxy-α- and β-D-galactopyranosides (N-acetyl-α- and β-D-galactopyranosaminides).The α-glycoside proved to be an effective substrate for the highly sensitive fluorimetric detection of N-acetyl-α-D-galactopyranosaminidase activity in human tissues and was used to examine the deficiency of this activity, which is the enzymatic defect in Schindler disease.Key words: synthesis of 4-methylumbelliferyl N-acetyl-α- and β-D-galactopyranosaminides, N-acetyl-α-D-galactosaminidase deficiency (Schindler disease).
