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Uridine 5'-(trihydrogendiphosphate), P'-alpha-D-glucopyranosylester
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Name

Uridine 5'-(trihydrogendiphosphate), P'-alpha-D-glucopyranosylester

 EINECS 205-121-4
CAS No. 133-89-1 Density 1.97 g/cm3
PSA 327.61000 LogP -5.40690
Solubility N/A Melting Point N/A
Formula C15H24N2O17P2 Boiling Point N/A
Molecular Weight 566.306 Flash Point N/A
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 133-89-1 (Uridine 5'-(trihydrogen diphosphate), mono-alpha-d-glucopyranosyl ester) Hazard Symbols N/A
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;

Article Data 67

Uridine 5'-(trihydrogendiphosphate), P'-alpha-D-glucopyranosylester Synthetic route

63-39-8

UTP

59-56-3

α-D-glucopyranosyl-1-phosphate

133-89-1

UDP-glucose

Conditions
ConditionsYield
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%
59-56-3, 2240-08-6, 2255-14-3, 2520-52-7, 6799-01-5, 10456-01-6, 14048-34-1, 15978-07-1, 19993-19-2, 20299-62-1, 40591-51-3, 62057-78-7, 77280-79-6, 78341-19-2

glucose 1-phosphate

63-39-8

UTP

133-89-1

UDP-glucose

Conditions
ConditionsYield
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;
2280-44-6

D-Glucose

1476-50-2, 14264-46-1, 19817-92-6, 36051-69-1, 74674-72-9

uridine 5'-triphosphate trisodium salt

133-89-1

UDP-glucose

Conditions
ConditionsYield
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%
3387-36-8

disodium uridine-5'-monophosphate

57-50-1

Sucrose

133-89-1

UDP-glucose

Conditions
ConditionsYield
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%
56401-20-8

α-D-Glucopyranoside 1-(disodium phosphate)

19817-92-6

uridine 5'-triphosphate sodium salt

133-89-1

UDP-glucose

Conditions
ConditionsYield
With inorganic pyrophosphatase; uridine-5'-diphosphoglucose pyrophosphorylase enzymatically at pH 7.6;
299-31-0, 15209-11-7, 15209-12-8, 33163-99-4, 40436-57-5, 40436-58-6, 40436-60-0, 40436-61-1

α-D-glucose 6-phosphate

63-39-8

UTP

133-89-1

UDP-glucose

Conditions
ConditionsYield
With phosphoglucomutase; inorganic pyrophosphatase; PAN-immobilized UDP-Glc pyrophosphorylase In water for 20h; pH 7.5;6 mmol
58-98-0

UDP

(2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-(3-methoxy-pyridin-2-yloxy)-tetrahydro-pyran-3,4,5-triol

A

133-89-1

UDP-glucose

B

133-89-1, 2956-16-3, 7307-71-3, 7349-77-1, 16375-64-7, 16375-65-8, 16414-46-3, 17012-87-2, 25318-68-7, 78391-94-3, 99020-05-0, 99945-86-5

diphosphoric acid 1''-β-D-[1'']glucopyranosyl ester 2-(uridin-5'-yl)ester

Conditions
ConditionsYield
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;
538-75-0

dicyclohexyl-carbodiimide

pyridine salt of/the/ <5'>uridylic acid

pyridine salt of/the/ <5'>uridylic acid

pyridine salt of/the/ O1-phosphono-α-D-glucopyranose

pyridine salt of/the/ O1-phosphono-α-D-glucopyranose

133-89-1

UDP-glucose

Conditions
ConditionsYield
With N,N-dimethyl-formamide; acetonitrile
N,N'-dicyclohexyl-guanidine salt of O5'--uridine

N,N'-dicyclohexyl-guanidine salt of O5'--uridine

trioctylamine salt of/the/ O1-phosphono-α-D-glucopyranose

trioctylamine salt of/the/ O1-phosphono-α-D-glucopyranose

133-89-1

UDP-glucose

Conditions
ConditionsYield
With pyridine
O2',O3'-diacetyl-O5'--uridine

O2',O3'-diacetyl-O5'--uridine

trioctylamine salt of/the/ O1-phosphono-α-D-glucopyranose

trioctylamine salt of/the/ O1-phosphono-α-D-glucopyranose

133-89-1

UDP-glucose

Conditions
ConditionsYield
With tributyl-amine; benzene Hydrogenation.an Palladium/Kohle in wss. Aethanol;

Uridine 5'-(trihydrogendiphosphate), P'-alpha-D-glucopyranosylester Specification

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

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