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2616-64-0

Basic Information
CAS No.: 2616-64-0
Name: (2S,3S,4R,5R,6R)-6-[[[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-3,4,5-trihydroxy-oxane-2-carboxylic
Article Data: 26
Molecular Structure:
Molecular Structure of 2616-64-0 ((2S,3S,4R,5R,6R)-6-[[[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-3,4,5-trihydroxy-oxane-2-carboxylic)
Formula: C15H22 N2 O18 P2
Molecular Weight: 580.29
Synonyms: Glucopyranuronicacid, 1-ester with uridine 5'-pyrophosphate (7CI); Glucopyranuronic acid, 1®5'-ester with uridine5'-(trihydrogen pyrophosphate), a-D- (8CI); a-D-Glucopyranuronicacid, ester with uridine 5'-pyrophosphate (6CI); UDP-D-glucuronic acid;UDP-GlcUA; UDP-glucuronic acid; UDP-a-D-glucuronic acid; Uridine 5'-diphospho-a-D-glucuronic acid; Uridine5'-diphosphoglucuronic acid; Uridine diphosphate glucuronic acid; Uridinediphospho-D-glucuronic acid; Uridine diphosphoglucuronic acid; Uridinepyrophosphoglucuronic acid
Density: 2.05g/cm3
Boiling Point: °Cat760mmHg
Flash Point: °C
PSA: 333.68000
LogP: -4.70140
Synthetic route
57-50-1

Sucrose

2616-64-0

UDP-glucuronic acid

Conditions
ConditionsYield
With histidine-6-nicotinamide adenine dinucleotide hydride oxidase; histidine-6-uridine 5’-diphosphate-α-D-glucose-dehydrogenase; sucrose synthase 1; NAD In aq. buffer at 30℃; for 5h; pH=7.8; Enzymatic reaction;100%
Multi-step reaction with 2 steps
1: sucrose synthase 1 / Enzymatic reaction
2: NAD; histidine-6-uridine 5’-diphosphate-α-D-glucose-dehydrogenase; histidine-6-nicotinamide adenine dinucleotide hydride oxidase / aq. buffer / 5 h / 30 °C / pH 8.7 / Enzymatic reaction
View Scheme
70021-34-0

D-glucuronic acid

2616-64-0

UDP-glucuronic acid

Conditions
ConditionsYield
With glucuronokinase from Arabidopsis thaliana; pyrophosphatase from E. coli; UDP-sugar pyrophosphorylasegene from Arabidopsis thaliana; ATP; magnesium chloride In aq. buffer at 37℃; pH=8; Enzymatic reaction;89%
133-89-1

UDP-glucose

2616-64-0

UDP-glucuronic acid

Conditions
ConditionsYield
With Tris buffer; NAD; 2-oxo-propionic acid for 12h; lactate dehydrogenase, uridine 5'-diphosphoglucose dehydrogenase (UDP-Glc dehydrogenase);87%
With UDP-glucose dehydrogenase; NAD; 2-oxo-propionic acid for 24h; Ambient temperature; pH 7.5 - 8.2;68%
at 25℃; potassium bicinate buffer (pH 8.5), NAD(+), UDP-glucose dehydrogenase; kinetic parameters: Km, Vm;
Conditions
ConditionsYield
With recombinant Arabidopsis thaliana glucuronokinase; molecular weight around 42 kDa; recombinant Bifidobacterium longum UDP-sugar pyrophosphorylase; recombinant Pasteurella multocida inorganic pyrophosphatase; ATP; magnesium chloride In aq. buffer at 37℃; for 36h; pH=6.5; Catalytic behavior; Reagent/catalyst; pH-value; Enzymatic reaction; chemoselective reaction;80%
With glucuronokinase from Arabidopsis thaliana; inorganic pyrophosphatase from P. multocida; UDP-sugar pyrophosphorylase from Arabidopsis thaliana; ATP; sodium hydroxide; magnesium chloride In aq. buffer at 37℃; for 24h; pH=7.5; Enzymatic reaction;
15483-88-2

O5'-(amino-hydroxy-phosphoryl)-uridine

2616-64-0

UDP-glucuronic acid

31932-92-0

uridine diphospho-α-D-gluco-hexodialdose

2616-64-0

UDP-glucuronic acid

Conditions
ConditionsYield
With Streptococcus pyogenes UDP-glucose dehydrogenase; nicotinamide adenine dinucleotide Yield given;
With Streptococcus pyogenes UDP-glucose dehydrogenase; nicotinamide adenine dinucleotide Rate constant; Michaelis constant;
O5'-<2-α-D-glucopyranosyloxy-1,2-dihydroxy-diphosphoryl>-uridine

O5'-<2-α-D-glucopyranosyloxy-1,2-dihydroxy-diphosphoryl>-uridine

2616-64-0

UDP-glucuronic acid

Conditions
ConditionsYield
enzymatische Synthese mit Hilfe von UDPglucose-dehydrogenase aus Leber-Homogenaten;
enzymatische Synthese mit Hilfe von UDPglucose-dehydrogenase aus Knorpel-Homogenaten;
enzymatische Synthese mit Hilfe von UDPglucose-dehydrogenase aus Erbsen-Saemlingen;
enzymatische Synthese mit Hilfe von UDPglucose-dehydrogenase aus Extrakten von Pneumococcus-Staemmen;
UTP

UTP

2616-64-0

UDP-glucuronic acid

Conditions
ConditionsYield
reversible enzymatische Bildung mit Hilfe eines Enzym-Praeparats aus Phaseolus aureus;
61259-51-6

Acetic acid (2S,3R,4S,5S,6S)-2,3,5-triacetoxy-6-formyl-tetrahydro-pyran-4-yl ester

2616-64-0

UDP-glucuronic acid

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: Zn, TiCl4
2: H3PO4 / 50 °C
3: NaOMe / methanol
4: 1.) O3, 2.) Me2S / 1.) -78 deg C, 2.) -20 deg C, 12 h
5: UDP-glucose pyrophosphorylase, pyrophosphotase
6: Streptococcus pyogenes UDP-glucose dehydrogenase, NAD(+) / Michaelis constant
View Scheme
2616-64-0

UDP-glucuronic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: UDP-glucose pyrophosphorylase, pyrophosphotase
2: Streptococcus pyogenes UDP-glucose dehydrogenase, NAD(+) / Michaelis constant
View Scheme
Multi-step reaction with 2 steps
1: Bacillus cerius UDP-Glc phosphorylase / Enzymatic reaction
2: recombinant Bacillus cerius UDP-glucose 6-dehydrogenase; nicotinamide adenine dinucleotide / 0.25 h / 37 °C / pH 8 / aq. phosphate buffer; Enzymatic reaction
View Scheme
Multi-step reaction with 2 steps
1: bovine serum albumin; magnesium chloride; S. cerevisiae hexokinase; rabbit muscle phosphoglucomutase; UTP-glucose-1-phosphate uridylyltransferase from Bifidobacterium longum subsp. longum JCM 1217; S. cerevisiae inorganic pyrophosphatase; 6-phospho-α-D-glucopyranosyl-1-phosphate / aq. buffer / 24 h / 30 °C / pH 7.5 / Enzymatic reaction
2: 9,10-phenanthrenequinone; Candida tenuis xylose reductase; nicotinamide adenine dinucleotide; human UDP-glucose dehydrogenase; dihydrogen peroxide / aq. buffer / 3 h / 37 °C / pH 7.5 / Enzymatic reaction
View Scheme
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