Product Name

  • Name

    Uridine Monophosphate

  • EINECS 200-408-0
  • CAS No. 58-97-9
  • Article Data126
  • CAS DataBase
  • Density 1.865 g/cm3
  • Solubility
  • Melting Point 202°C (rough estimate)
  • Formula C9H13 N2 O9 P
  • Boiling Point °Cat760mmHg
  • Molecular Weight 324.184
  • Flash Point °C
  • Transport Information
  • Appearance
  • Safety Moderately toxic by intraperitoneal route. When heated to decomposition it emits toxic vapors of NOx and POx.
  • Risk Codes
  • Molecular Structure Molecular Structure of 58-97-9 (Uridine Monophosphate)
  • Hazard Symbols
  • Synonyms 5'-Monophosphate, Uridine;Acid, Uridylic;Acids, Uridylic;Monophosphate, Uridine;UMP;Uridine 5' Monophosphate;Uridine 5'-Monophosphate;Uridine Monophosphate;Uridylic Acid;Uridylic Acids
  • PSA 181.12000
  • LogP -2.73490

Synthetic route

2,2'-dipyridyldisulphide
2127-03-9

2,2'-dipyridyldisulphide

C10H13N2O10P*2H3N

C10H13N2O10P*2H3N

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

Conditions
ConditionsYield
With pyridine; benzenesulfonamide for 0.5h; Ambient temperature;95%
uridine
58-96-8

uridine

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

Conditions
ConditionsYield
Stage #1: uridine With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; trichlorophosphate at 20℃; for 0.25h; Flow reactor; Green chemistry;
Stage #2: With water at 20℃; Temperature; Flow reactor; Green chemistry; chemoselective reaction;
89%
With tris(p-nitrophenyl)phosphate at 50℃; Erwina herbicola 47/3 cells;78%
With pyridine; trichlorophosphate
uridine 5’-monophosphate-imidazole
56428-57-0

uridine 5’-monophosphate-imidazole

A

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

B

[5']uridylic acid monofluoride
3803-29-0

[5']uridylic acid monofluoride

Conditions
ConditionsYield
With water; lithium fluoride at 25℃; pH=8.6; Reagent/catalyst; pH-value;A 18.7%
B 76.3%
uridine
58-96-8

uridine

A

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

B

O-((2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl)methyl O,O-dihydrogen phosphorothioate
15548-52-4

O-((2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl)methyl O,O-dihydrogen phosphorothioate

Conditions
ConditionsYield
With trichlorothiophosphine In various solvent(s) for 92h; Ambient temperature; Title compound not separated from byproducts;A 14.5%
B 60.9%
uridine
58-96-8

uridine

A

uridine 2',3'-cyclic phosphate
606-02-0

uridine 2',3'-cyclic phosphate

B

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

Conditions
ConditionsYield
Stage #1: uridine With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; trichlorophosphate In dimethyl sulfoxide at 20℃; for 0.25h; Flow reactor; Green chemistry;
Stage #2: With water In dimethyl sulfoxide at 20℃; Reagent/catalyst; Flow reactor; Green chemistry;
A 29%
B 36%
triethylamine carbonate
15715-58-9

triethylamine carbonate

uridine 5'-monophosphate morpholidate
27908-36-7

uridine 5'-monophosphate morpholidate

fluoromethylenebis(phosphonic acid) tri-n-butylammonium salt

fluoromethylenebis(phosphonic acid) tri-n-butylammonium salt

A

uridine 5′-β,γ-fluoromethylenetriphosphosphate triethylammonium salt

uridine 5′-β,γ-fluoromethylenetriphosphosphate triethylammonium salt

B

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

Conditions
ConditionsYield
Stage #1: fluoromethylenebis(phosphonic acid) tri-n-butylammonium salt With tributyl-amine In ethanol; water at 20℃; for 0.5h; pH=4.5;
Stage #2: triethylamine carbonate; uridine 5'-monophosphate morpholidate In dimethyl sulfoxide at 20℃; for 72h; pH=7; Inert atmosphere;
A 20%
B n/a
sodium cytidine 5'-S-methyl phosphorothiolate

sodium cytidine 5'-S-methyl phosphorothiolate

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

Conditions
ConditionsYield
With isopentyl nitrite In acetone for 24h;15%
2',3'-O-isopropylideneuridine
362-43-6

2',3'-O-isopropylideneuridine

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

Conditions
ConditionsYield
With pyridine; trichlorophosphate at -35 - -30℃; anschl. Erwaermen mit wss. H2SO4;
With pyrophosphoryl chloride anfangs bei -30grad, und Hydrolysieren des Rktprod. mit Hilfe von LiOH;
With pyridine; chlorophosphoric acid dibenzyl ester at -40 - -30℃; anschl. Hydrierung;
orotic acid
65-86-1

orotic acid

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

Conditions
ConditionsYield
Biosynthese;
(R)-2',3'-O-benzylideneuridine
3257-71-4, 26302-00-1, 51096-52-7, 51096-53-8

(R)-2',3'-O-benzylideneuridine

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

Conditions
ConditionsYield
With pyridine; chlorophosphoric acid dibenzyl ester at -15℃; anschl. Hydrierung;
5-phosphoribosyl-1-pyrophosphate
97-55-2, 7540-64-9, 99945-37-6, 130384-52-0

5-phosphoribosyl-1-pyrophosphate

uracil
66-22-8

uracil

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

Conditions
ConditionsYield
reversible enzymatische Bildung mit Hilfe von Uracil-phosphoribosyltransferase aus Tumor-Extrakten;
reversible enzymatische Bildung mit Hilfe von Uracil-phosphoribosyltransferase aus Lactobacillus-Arten;
reversible enzymatische Bildung mit Hilfe von Uracil-phosphoribosyltransferase aus Escherichia coli-Staemmen;
With uracil phosphoribosyltransferase from Thermus thermophilus HB8; magnesium chloride In aq. buffer at 60℃; pH=8; Kinetics; Enzymatic reaction;
[5']uridylic acid monophenyl ester

[5']uridylic acid monophenyl ester

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

Conditions
ConditionsYield
With ethanol; platinum Hydrogenation;
1-methyl-4-carboxypyridinium chloride
5746-18-9

1-methyl-4-carboxypyridinium chloride

C9H13N2O9P(1-)

C9H13N2O9P(1-)

A

C7H8NO2
36455-39-7

C7H8NO2

B

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

Conditions
ConditionsYield
In water at 20℃; Rate constant; Equilibrium constant; pH 8.2-8.8;
terephthalaldehyde,
623-27-8

terephthalaldehyde,

C9H13N2O9P(1-)

C9H13N2O9P(1-)

A

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

B

Benzene-1,4-dicarbaldehyde
623-27-8

Benzene-1,4-dicarbaldehyde

Conditions
ConditionsYield
In water at 20℃; Rate constant; pH 8.8;
uridine 3',5'-cyclic monophosphate
4004-57-3

uridine 3',5'-cyclic monophosphate

A

uridine-3'-phosphate
84-53-7

uridine-3'-phosphate

B

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

Conditions
ConditionsYield
Lactuca phosphodiesterase In water for 0.416667h; Product distribution; Tris-HCl buffer (pH 6.5); effect of purification stage of phosphodiesterase;
uridine 3',5'-cyclic monophosphate
4004-57-3

uridine 3',5'-cyclic monophosphate

A

uridine-3'-phosphate
84-53-7

uridine-3'-phosphate

B

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

C

uridine 2'-monophosphate
131-83-9

uridine 2'-monophosphate

Conditions
ConditionsYield
With hydrogenchloride at 90.1℃; Rate constant;
Phosphoric acid bis-(5-chloro-quinolin-8-yl) ester (2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-ylmethyl ester
83416-85-7

Phosphoric acid bis-(5-chloro-quinolin-8-yl) ester (2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-ylmethyl ester

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

Conditions
ConditionsYield
With hydrogenchloride; zinc(II) chloride 1.) pyridine, water, room temp., 24 h, 2.) 22 deg C, 20 h; Yield given. Multistep reaction;
uridine 5'-(β-D-glucopyranosyl phosphoric acid)
99564-44-0

uridine 5'-(β-D-glucopyranosyl phosphoric acid)

A

D-glucose
50-99-7

D-glucose

B

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

Conditions
ConditionsYield
With hydrogenchloride at 25℃; for 40h;
O2',O3'-isopropylidene-[5']uridylic acid
55728-64-8

O2',O3'-isopropylidene-[5']uridylic acid

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

Conditions
ConditionsYield
With hydrogenchloride at 25℃; for 12h; Yield given;
With DOWEX(R) 50WX2-200
Morpholin-4-yl-phosphonic acid mono-[(2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-4-(4-methoxy-tetrahydro-pyran-4-yloxy)-tetrahydro-furan-2-ylmethyl] ester

Morpholin-4-yl-phosphonic acid mono-[(2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-4-(4-methoxy-tetrahydro-pyran-4-yloxy)-tetrahydro-furan-2-ylmethyl] ester

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

Conditions
ConditionsYield
With hydrogenchloride In water at 20℃; for 2h;
1-(2,3-O-ethoxymethylidene-β-D-ribofuranosyl)uracil
19140-04-6

1-(2,3-O-ethoxymethylidene-β-D-ribofuranosyl)uracil

A

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

B

uridine
58-96-8

uridine

C

O-((2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl)methyl O,O-dihydrogen phosphorothioate
15548-52-4

O-((2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl)methyl O,O-dihydrogen phosphorothioate

Conditions
ConditionsYield
With 1H-imidazole; trichlorophosphate 1.) acetonitrile, room temp. 3 days; 2.) 50percent CH3COOH, 50 deg C, 1 h.; Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
With 1H-imidazole; trichlorophosphate 1.) acetonitrile, room temp. 3 days; 2.) 50percent CH3COOH, 50 deg C, 1 h.; Yield given. Multistep reaction. Title compound not separated from byproducts;
uridilyl(2'<*>5')uridine

uridilyl(2'<*>5')uridine

A

uridine 2',3'-cyclic phosphate
606-02-0

uridine 2',3'-cyclic phosphate

B

uridine-3'-phosphate
84-53-7

uridine-3'-phosphate

C

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

D

uracil
66-22-8

uracil

Conditions
ConditionsYield
With sodium persulfate; buffer pH=7 at 70℃; for 4h; Further byproducts given;A 4 % Chromat.
B 25 % Chromat.
C 8 % Chromat.
D 48 % Chromat.
uridilyl(2'<*>5')uridine

uridilyl(2'<*>5')uridine

A

uridine-3'-phosphate
84-53-7

uridine-3'-phosphate

B

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

C

uridine 2'-monophosphate
131-83-9

uridine 2'-monophosphate

D

uracil
66-22-8

uracil

Conditions
ConditionsYield
With sodium persulfate; buffer pH=7 at 70℃; for 4h; Further byproducts given;A 25 % Chromat.
B 8 % Chromat.
C 43 % Chromat.
D 48 % Chromat.
With sodium persulfate at 70℃; for 4h; Further byproducts given;A 25 % Chromat.
B 8 % Chromat.
C 43 % Chromat.
D 48 % Chromat.
uridilyl-(3'<*>5')uridine

uridilyl-(3'<*>5')uridine

A

uridine 2',3'-cyclic phosphate
606-02-0

uridine 2',3'-cyclic phosphate

B

uridine-3'-phosphate
84-53-7

uridine-3'-phosphate

C

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

D

uridine 2'-monophosphate
131-83-9

uridine 2'-monophosphate

E

uracil
66-22-8

uracil

Conditions
ConditionsYield
With sodium persulfate; sodium phosphate buffer pH=7 In water at 70℃; for 4h; Product distribution; other compounds;A 1 % Chromat.
B 33 % Chromat.
C 19 % Chromat.
D 2 % Chromat.
E 44 % Chromat.
uridilyl-(3'<*>5')uridine

uridilyl-(3'<*>5')uridine

A

uridine 2',3'-cyclic phosphate
606-02-0

uridine 2',3'-cyclic phosphate

B

uridine-3'-phosphate
84-53-7

uridine-3'-phosphate

C

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

D

uracil
66-22-8

uracil

Conditions
ConditionsYield
With dipotassium peroxodisulfate; buffer pH=7 at 70℃; for 4h; Further byproducts given;A 1 % Chromat.
B 33 % Chromat.
C 19 % Chromat.
D 44 % Chromat.
uridilyl-(3'<*>5')uridine

uridilyl-(3'<*>5')uridine

A

uridine-3'-phosphate
84-53-7

uridine-3'-phosphate

B

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

C

uridine 2'-monophosphate
131-83-9

uridine 2'-monophosphate

D

uracil
66-22-8

uracil

Conditions
ConditionsYield
With dipotassium peroxodisulfate; buffer pH=7 at 70℃; for 4h; Further byproducts given;A 33 % Chromat.
B 19 % Chromat.
C 2 % Chromat.
D 44 % Chromat.
A(2'p5'G)3'p5'U

A(2'p5'G)3'p5'U

A

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

B

5'-adenosine monophosphate
61-19-8

5'-adenosine monophosphate

C

5'-guanosine monophosphate
85-32-5

5'-guanosine monophosphate

Conditions
ConditionsYield
With SVP (1 unit) In water at 37℃; for 12h; Product distribution; HPLC analysis; no reaction with RNaseT2 or spleen phosphodiesterase;
A(2'p5'A)3'p5'U

A(2'p5'A)3'p5'U

A

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

B

5'-adenosine monophosphate
61-19-8

5'-adenosine monophosphate

Conditions
ConditionsYield
With SVP (1 unit) In water at 37℃; for 12h; Product distribution; HPLC analysis; no reaction with RNaseT2 or spleen phosphodiesterase;
uridine-5'-monothiophosphate
15548-52-4

uridine-5'-monothiophosphate

A

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

B

uridine
58-96-8

uridine

Conditions
ConditionsYield
With water at 90.1℃; Rate constant; var. pH;
uridylyl-3',5'-uridine
2415-43-2

uridylyl-3',5'-uridine

A

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

B

uridine
58-96-8

uridine

Conditions
ConditionsYield
With sodium hydroxide at 50℃; for 33h; relative half-life; further hydrolytic conditions: with ribonuclease A, with snake venom phosphodiesterase; further reaction time and temperature;
5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

O2',O3'-carbonyl-O5'-(hydroxy-imidazol-1-yl-phosphoryl)-uridine
65062-80-8

O2',O3'-carbonyl-O5'-(hydroxy-imidazol-1-yl-phosphoryl)-uridine

Conditions
ConditionsYield
In acetonitrile for 1h; Milling;100%
1H-imidazole
288-32-4

1H-imidazole

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

D-ImpU

D-ImpU

Conditions
ConditionsYield
Stage #1: 1H-imidazole; 5'-Uridylic Acid With 2,2'-dipyridyldisulphide; triethylamine; triphenylphosphine In dimethyl sulfoxide; N,N-dimethyl-formamide for 3h;
Stage #2: With sodium perchlorate; triethylamine In diethyl ether; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone for 2h;
85%
Stage #1: 1H-imidazole; 5'-Uridylic Acid With 2,2'-dipyridyldisulphide; triethylamine; triphenylphosphine In dimethyl sulfoxide; N,N-dimethyl-formamide
Stage #2: With sodium perchlorate; triethylamine In diethyl ether; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone for 2h;
Stage #1: 1H-imidazole; 5'-Uridylic Acid With 2,2'-dipyridyldisulphide; triethylamine; triphenylphosphine In dimethyl sulfoxide; N,N-dimethyl-formamide for 2h;
Stage #2: With sodium perchlorate; triethylamine In diethyl ether; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone for 0.5h;
(1S,2R,3S,4R,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl dihydrogen phosphate
807318-50-9

(1S,2R,3S,4R,5R)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl dihydrogen phosphate

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

uridine 5'-(5a-carba-α-D-glucopyranosyl diphosphate)

uridine 5'-(5a-carba-α-D-glucopyranosyl diphosphate)

Conditions
ConditionsYield
With magnesium chloride hexahydrate; acetylphosphoric acid; acetate kinase; glucose-1-phosphate uridyltransferase; UMP kinase; tris hydrochloride; ATP In water at 37℃; for 5h; Enzymatic reaction;84.4%
5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

5'-monophosphate-5,6-dihydrouridine sodium salt

5'-monophosphate-5,6-dihydrouridine sodium salt

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol under 2068.65 Torr; for 24h;83%
C4H6N6O7P2

C4H6N6O7P2

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

P1,P4-diuridine-5′,5′-tetraphosphate tetrasodium salt

P1,P4-diuridine-5′,5′-tetraphosphate tetrasodium salt

Conditions
ConditionsYield
With calcium chloride In N,N-dimethyl acetamide Reagent/catalyst; Solvent;82%
diimidazolylpyrophosphate

diimidazolylpyrophosphate

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

P1,P4-diuridine-5′,5′-tetraphosphate tetrasodium salt

P1,P4-diuridine-5′,5′-tetraphosphate tetrasodium salt

Conditions
ConditionsYield
Stage #1: diimidazolylpyrophosphate; 5'-Uridylic Acid With calcium chloride In N,N-dimethyl-formamide at 30℃; for 4h; Cooling with ice;
Stage #2: With hydrogenchloride; sodium chloride In water Reagent/catalyst;
80%
5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

1-methyladenine
4121-42-0

1-methyladenine

uridine 5'-(1-methyladenin-1-ium-9-yl)phosphonate

uridine 5'-(1-methyladenin-1-ium-9-yl)phosphonate

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water for 6h; pH 5;79.1%
1,2-dioctanoyl-sn-glycero-3-phosphocholine
19191-91-4

1,2-dioctanoyl-sn-glycero-3-phosphocholine

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

Dioctanoylphosphatidyl uridine

Dioctanoylphosphatidyl uridine

Conditions
ConditionsYield
phospholipase D-P In chloroform at 40℃; for 6h;79%
triethylamine hydrobromide
636-70-4

triethylamine hydrobromide

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

5-iodouridine-5'-monophosphate triethylammonium
1356191-61-1

5-iodouridine-5'-monophosphate triethylammonium

Conditions
ConditionsYield
Stage #1: 5'-Uridylic Acid With iodine; nitric acid In chloroform; water at 80℃; for 12h;
Stage #2: triethylamine hydrobromide
77%
C8H12N4O7P2

C8H12N4O7P2

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

P1,P4-diuridine-5′,5′-tetraphosphate tetrasodium salt

P1,P4-diuridine-5′,5′-tetraphosphate tetrasodium salt

Conditions
ConditionsYield
With calcium chloride In dimethyl sulfoxide Reagent/catalyst; Solvent;76%
5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

5-iodouridine-5’-monophosphate
21016-94-4, 7531-46-6

5-iodouridine-5’-monophosphate

Conditions
ConditionsYield
With iodine; nitric acid In chloroform at 90℃; for 18h;75%
With iodine; nitric acid In chloroform at 80℃; for 12h; Product distribution / selectivity;
5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

cytidine 5'-monophosphate morpholidate
76742-17-1

cytidine 5'-monophosphate morpholidate

P1-uridine-5'-P2-cytidine-5'-diphosphate disodium salt

P1-uridine-5'-P2-cytidine-5'-diphosphate disodium salt

Conditions
ConditionsYield
With 4,5-dicyano-1H-imidazole In N,N-dimethyl-formamide at 20℃; for 24h; Reagent/catalyst; Time; Concentration; Temperature;68%
5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

C9H14N2O11P2
120138-94-5

C9H14N2O11P2

Conditions
ConditionsYield
With sodium hypophosphate at 60℃; pH 6;66%
5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

2-amino-3,4-di-O-acetyl-2-deoxy-α-D-fucopyranosyl phosphate
405218-94-2

2-amino-3,4-di-O-acetyl-2-deoxy-α-D-fucopyranosyl phosphate

diammonium uridine 5'-(2-amino-3,4-di-O-acetyl-2-deoxy-α-D-fucopyranosyl diphosphate)

diammonium uridine 5'-(2-amino-3,4-di-O-acetyl-2-deoxy-α-D-fucopyranosyl diphosphate)

Conditions
ConditionsYield
Stage #1: 5'-Uridylic Acid With tributyl-amine In 1,4-dioxane for 0.25h;
Stage #2: With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20℃; for 3h;
Stage #3: 2-amino-3,4-di-O-acetyl-2-deoxy-α-D-fucopyranosyl phosphate In N,N-dimethyl-formamide at 20℃; for 24h;
47%
5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

5'-adenosine monophosphate
61-19-8

5'-adenosine monophosphate

double stranded RNA (polyadenylic acid-polyuridylic acid)

double stranded RNA (polyadenylic acid-polyuridylic acid)

Conditions
ConditionsYield
With lithium chloride In water at 85℃; for 8h; pH=Ca. 2.5; Reagent/catalyst; Inert atmosphere;42%
mitomycin C
50-07-7

mitomycin C

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

2,7-diamino-1-hydroxymitosene 1-uridilate uridilic acid salt

2,7-diamino-1-hydroxymitosene 1-uridilate uridilic acid salt

Conditions
ConditionsYield
In 1,4-dioxane for 5h; Ambient temperature;38%
5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

A

UDP
58-98-0

UDP

B

UTP
63-39-8

UTP

Conditions
ConditionsYield
With N-ethylmorpholine buffer; phosphorotriimidazolide at 22℃; for 72h; other 5'-nucleotides, also with phosphorotribenzimidazolide, MnCl2; other time, temperature;A 25%
B 36%
With phosphorotriimidazolide; magnesium chloride at 22℃; for 72h; N-ethylmorpholine buffer (pH 7.0);A 25%
B 36%
C18H23N5O5
88949-01-3

C18H23N5O5

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

2-amino-7-(dimethylamidino)mitosene 1-uridylate uridylic acid
132019-16-0

2-amino-7-(dimethylamidino)mitosene 1-uridylate uridylic acid

Conditions
ConditionsYield
In 1,4-dioxane for 16h; Ambient temperature;32%
tributylammonium salt

tributylammonium salt

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

diuridine tetraphosphate tetraammonium salt

diuridine tetraphosphate tetraammonium salt

Conditions
ConditionsYield
With tributyl-amine In water; sodium hydrogencarbonate; N,N-dimethyl-formamide30%
5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

α-D-galactofuranosyl bis(triethylammonium)phosphate salt

α-D-galactofuranosyl bis(triethylammonium)phosphate salt

uridine 5'-(α-D-galactofuranosyl diphosphate) di(triethylammonium) salt

uridine 5'-(α-D-galactofuranosyl diphosphate) di(triethylammonium) salt

Conditions
ConditionsYield
Stage #1: 5'-Uridylic Acid; 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20℃; for 3h;
Stage #2: α-D-galactofuranosyl bis(triethylammonium)phosphate salt In N,N-dimethyl-formamide at 20℃; for 19h;
26%
5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

mitomycin A
4055-39-4

mitomycin A

2-amino-7-methoxymitosene 1-uridylate uridilic acid salt
132019-12-6

2-amino-7-methoxymitosene 1-uridylate uridilic acid salt

Conditions
ConditionsYield
In 1,4-dioxane for 3h; Ambient temperature;25%
(1S,2R,3R,4R,5R)-2-acetamido-3,4-dihydroxy-5-hydroxymethyl-cyclohexane-1-phosphate
1151903-36-4

(1S,2R,3R,4R,5R)-2-acetamido-3,4-dihydroxy-5-hydroxymethyl-cyclohexane-1-phosphate

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

uridine 5'-(5a-carba-α-D-N-acetylglucosaminopyranosyl diphosphate)
1151903-27-3

uridine 5'-(5a-carba-α-D-N-acetylglucosaminopyranosyl diphosphate)

Conditions
ConditionsYield
With magnesium chloride hexahydrate; acetylphosphoric acid; acetate kinase; GlcNAc-1-phosphate uridyltransferase; UMP kinase; tris hydrochloride; ATP In water at 37℃; for 5h; Enzymatic reaction;23%
3,4,6-tri-O-acetyl-α-D-glucopyranose-1,2-(t-butylorthoacetat)
4715-05-3

3,4,6-tri-O-acetyl-α-D-glucopyranose-1,2-(t-butylorthoacetat)

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

uridine 5'-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl phosphoric acid)
81788-35-4

uridine 5'-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl phosphoric acid)

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 25℃; for 20h;21%
mitomycin C
50-07-7

mitomycin C

5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

2,7-diamino-1-hydroxymitosene 1-uridilate
114612-47-4

2,7-diamino-1-hydroxymitosene 1-uridilate

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 50 - 60℃;21%
5'-Uridylic Acid
58-97-9

5'-Uridylic Acid

C21H22N4O6
70343-57-6

C21H22N4O6

2-amino-7-(4-hydroxyanilino)mitosene 1-uridilate uridylic acid salt
132019-14-8

2-amino-7-(4-hydroxyanilino)mitosene 1-uridilate uridylic acid salt

Conditions
ConditionsYield
In 1,4-dioxane for 3h; Ambient temperature;21%

Uridylic acid Chemical Properties

IUPAC Name:   [(2R,3S,4R,5R)-5-(2,4-Dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
Synonyms: Uridine 5′-monophosphate ; Uridine-5'-monophosphate ; Uridine-5'-phosphate ; Uridine-monophosphate ; Uridine-phosphate ; Uridylate ; Uridylic acid
The Molecular Formula of  Uridylic acid (58-97-9):C9H13N2O9P
The Molecular Weight of   Uridylic acid (58-97-9):324.1813 g/mol
The Molecular Structure of  Uridylic acid (58-97-9):
Index of Refraction: 1.643
Molar Refractivity: 62.88 cm3
Molar Volume: 173.8 cm3
Polarizability: 10-24cm3
Surface Tension: 104.6 dyne/cm
Density: 1.865 g/cm3

Uridylic acid Uses

1.   Uridylic acid (58-97-9) can be used as intermediate of nucleic acid drug.
2.It can also be used as biochemical reagent.

Uridylic acid Toxicity Data With Reference

1.    

ipr-mus LD :>1 g/kg

    ANYAA9    Annals of the New York Academy of Sciences. 60 (1954),251.

Uridylic acid Safety Profile

Moderately toxic by intraperitoneal route. When heated to decomposition it emits toxic vapors of NOx and POx.
WGK Germany: 3

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