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CAS No.: | 133-89-1 |
---|---|
Name: | Uridine 5'-(trihydrogen diphosphate), mono-alpha-d-glucopyranosyl ester |
Article Data: | 67 |
Molecular Structure: | |
Formula: | C15H24N2O17P2 |
Molecular Weight: | 566.306 |
Synonyms: | Uridine5'-(trihydrogen pyrophosphate), mono-a-D-glucopyranosyl ester (8CI);Uridine 5'-pyrophosphate,a-D-glucopyranosyl ester(6CI,7CI);UDP-D-glucose;UDP-Glc;UDP-Glucose;UDP-a-D-Glucose;UDPG;Uridine 5'-(trihydrogenpyrophosphate), mono-D-glucosyl ester;Uridine 5'-(a-D-glucopyranosyl pyrophosphate);Uridine5'-diphosphate glucose;Uridine 5'-diphospho-a-D-glucose;Uridine 5'-diphosphoglucose;Uridinediphosphate glucose;Uridine diphospho-D-glucose;Uridine diphosphoglucose;Uridine pyrophosphate-glucose; |
EINECS: | 205-121-4 |
Density: | 1.97 g/cm3 |
PSA: | 327.61000 |
LogP: | -5.40690 |
Conditions | Yield |
---|---|
With Pasteurella multocida inorganic pyrophosphatase; Bifidobacterium longumuridine 5'-diphosphate-sugarpyrophosphorylase; adenosine-5'-triphosphate; magnesium chloride In aq. buffer at 37℃; for 2h; pH=8; Enzymatic reaction; | 99% |
With Glucose-1-phosphate thymidylyltransferase from Streptococcus pneumonia serotype 23F; magnesium chloride at 37℃; for 1h; Enzymatic reaction; | 94% |
With GalU; α(1->3) galactotransferase; α(1->4) galactotransferase; manganese(ll) chloride at 37℃; for 48h; pH=7; Inert atmosphere; aq. buffer; Enzymatic reaction; | 70% |
Conditions | Yield |
---|---|
With recombinant Bifidobacterium longum ATCC55813 UDP-sugar pyrophosphorylase; recombinant Pasteurella multocida P-1059 inorganic pyrophosphatase; magnesium chloride at 37℃; for 2h; pH=8; aq. buffer; Enzymatic reaction; | 99% |
With yeast inorganic pyrophosphatase; recombinant Arabidopsis N-acetylglucosamine-1-phosphate uridylyltransferase-2; magnesium chloride at 37℃; for 0.166667h; pH=7.6; aq. buffer; Enzymatic reaction; |
D-Glucose
uridine 5'-triphosphate trisodium salt
UDP-glucose
Conditions | Yield |
---|---|
With pyrophosphatase, inorganic from yeast; UTP-glucose-1-phosphate galactokinase from Streptococcus pneumoniae TIGR4; UTP-glucose-1-phosphate uridylyltransferase from Streptococcus pneumoniae TIGR4; adenosine 5'-triphosphate sodium salt; magnesium chloride In aq. buffer at 42℃; for 24h; pH=8; Enzymatic reaction; | 26% |
Conditions | Yield |
---|---|
With bovine serum albumine; phospho(enol)pyruvate CHA-salt; tris hydrochloride; uridine 5'-triphosphate trisodium salt; magnesium chloride; diothiothreitol at 30℃; for 21h; sucrose synthase, pyruvate kinase, nucleoside monophosphate kinase; | 21% |
α-D-Glucopyranoside 1-(disodium phosphate)
uridine 5'-triphosphate sodium salt
UDP-glucose
Conditions | Yield |
---|---|
With inorganic pyrophosphatase; uridine-5'-diphosphoglucose pyrophosphorylase enzymatically at pH 7.6; |
α-D-glucose 6-phosphate
UTP
UDP-glucose
Conditions | Yield |
---|---|
With phosphoglucomutase; inorganic pyrophosphatase; PAN-immobilized UDP-Glc pyrophosphorylase In water for 20h; pH 7.5; | 6 mmol |
UDP
A
UDP-glucose
B
diphosphoric acid 1''-β-D-[1'']glucopyranosyl ester 2-(uridin-5'-yl)ester
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 190h; Ambient temperature; Yield given; Yields of byproduct given. Title compound not separated from byproducts; | |
In N,N-dimethyl-formamide for 3.16667h; Ambient temperature; Yield given; Yields of byproduct given. Title compound not separated from byproducts; |
Conditions | Yield |
---|---|
With N,N-dimethyl-formamide; acetonitrile |
UDP-glucose
Conditions | Yield |
---|---|
With pyridine |
UDP-glucose
Conditions | Yield |
---|---|
With tributyl-amine; benzene Hydrogenation.an Palladium/Kohle in wss. Aethanol; |
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The Uridine 5'-(trihydrogendiphosphate), P'-alpha-D-glucopyranosylester is an organic compound with the formula C15H24N2O17P2. The systematic name of this chemical is [(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl dihydrogen diphosphate ( non-preferred name). With the CAS registry number 133-89-1, it is also named as Uridine 5'-Pyrophosphate Glucose Ester.
Physical properties about Uridine 5'-(trihydrogendiphosphate), P'-alpha-D-glucopyranosylester are: (1)ACD/LogP: -4.51; (2)# of Rule of 5 Violations: 3; (3)ACD/LogD (pH 5.5): -9.01; (4)ACD/LogD (pH 7.4): -9.06; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 19; (10)#H bond donors: 9; (11)#Freely Rotating Bonds: 15; (12)Polar Surface Area: 214.37 Å2; (13)Index of Refraction: 1.673; (14)Molar Refractivity: 107.32 cm3; (15)Molar Volume: 286.2 cm3; (16)Polarizability: 42.54×10-24cm3; (17)Surface Tension: 125 dyne/cm; (18)Density: 1.97 g/cm3.
You can still convert the following datas into molecular structure:
(1)SMILES: O=P(O[C@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO)(O)OP(=O)(O)OC[C@H]3O[C@@H](N2/C=C\C(=O)NC2=O)[C@H](O)[C@@H]3O
(2)InChI: InChI=1/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8-,9-,10+,11-,12-,13-,14-/m1/s1
(3)InChIKey: HSCJRCZFDFQWRP-JZMIEXBBBU
(4)Std. InChI: InChI=1S/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8-,9-,10+,11-,12-,13-,14-/m1/s1
(5)Std. InChIKey: HSCJRCZFDFQWRP-JZMIEXBBSA-N