| Identification | Back Directory | [Name]
UMP | [CAS]
58-97-9 | [Synonyms]
UMP-H
U 5'-P
5’-ump
UMP.H2
98-100%
Urd-5'-P
Uridylate
5'-UMP·H2
URIDYLIC ACID
UMP USP/EP/BP
5'- uridine acid
ump(nucleicacid)
uridinephosphate
5'-URIDYLIC ACID
URIDINE-5'-PHOSPHATE
uridinemonophosphate
Uridine Monophospahte
Uridine-5-Monophosphat
Uridine 5’-monophosphte
Uridine-5'-phosphate/UMP
URIDINE 5'-MONOPHOSPHATE
uridine5’-phosphoricacid
5'-Uridylate monophosphate
5'-Uridylic acid (8ci)(9ci)
uridine monophosphate {= UMP}
U 5μ-P, UMP, Uridylic acid
URIDINE 5''-MONOPHOSPHATE (UMP)
Uridine 5'-monophosphate(UMP-H)
uridine5’-(dihydrogenphosphate)
Uridine Monophosphate and salts
uridine 5-monophosphate free acid
Diquafosol Impurity 1(UMP Sodium Salt)
URIDINE-5'-MONOPHOSPHATE FREE ACID 98-100%
Uridine 5'-monophosphate Solution, 100μg/mL
Uridine 5′-monophosphate,U 5′-P, UMP, Uridylic acid
Uridine-5''-monophosphoric acid (and/or unspecified salts)
URIDINE-5'-MONOPHOSPHATE FREE ACID CELL CULTURE REAGENT 98-100%
[(2R,3S,4R,5R)-5-(2,4-dioxo-1-pyrimidinyl)-3,4-dihydroxy-2-oxolanyl]methyl phosphate
Uridylic acid, 5'-Uridylic acid, Uridine phosphate, 5'-UMP, Uridine 5'-phosphoric acid
((2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyriMidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)Methyl dihydrogen phosphate | [EINECS(EC#)]
200-408-0 | [Molecular Formula]
C9H13N2O9P | [MDL Number]
MFCD00067346 | [MOL File]
58-97-9.mol | [Molecular Weight]
324.18 |
| Chemical Properties | Back Directory | [Melting point ]
202°C (rough estimate) | [density ]
1.865±0.06 g/cm3(Predicted) | [storage temp. ]
−20°C
| [solubility ]
H2O: soluble50mg/mL, clear, colorless | [form ]
solid | [pka]
pK1:6.63 (25°C) | [color ]
White to Off-White | [biological source]
natural (organic) | [Water Solubility ]
H2O: soluble 50mg/mL, clear, colorless | [InChI]
InChI=1S/C9H13N2O9P/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 | [InChIKey]
DJJCXFVJDGTHFX-XVFCMESISA-N | [SMILES]
P(OC[C@H]1O[C@@H](N2C=CC(=O)NC2=O)[C@H](O)[C@@H]1O)(O)(O)=O | [CAS DataBase Reference]
58-97-9 | [EPA Substance Registry System]
5'-Uridylic acid (58-97-9) |
| Hazard Information | Back Directory | [Description]
Uridine 5'-monophosphateis a nucleotide that is synthesized from uridine. Uridine 5'-monophosphate has been shown to have anticancer activity in vitro and in vivo, as well as antiviral activity against herpes viruses. It is also used in foods such as infant formula to as a method of increasing uridine levels in blood. | [Chemical Properties]
(Uridine-3′-phosphate) Crystallizes in
prisms from methanol. Freely soluble in water and alcohol; dextrorotatory
in solution. | [Uses]
Biochemical research. | [Application]
Uridine 5'-monophosphate (5'-Uridylic acid) is an orally active mitochondrial ATP-dependent potassium channel
activator that has a protective effect on the heart. Uridine
5'-monophosphate can promote the synthesis of CDP-choline and induce apoptosis in intestinal epithelial cells, which is beneficial for gut development and reduces diarrhea. | [Definition]
The monophosphoric ester of uracil, i.e., the nucleotide containing uracil-d-ribose and phosphoric acid. The phosphate may be esterified to either the 2, 3, or 5 carbon of ribose, yielding uridine-2′-phosphate, uridine-3′phosphate, and uridine-5′-phosphate, respectively.
| [General Description]
Uridine 5′-monophosphate acts as a precursor for all pyrimidine nucleotides. | [Synthesis]
The general procedure for the synthesis of ((2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyldihydrophosphoric acid and the compound (CAS: 3803-29-0) from the compound (CAS: 56428-57-0) was carried out as follows: selected activated nucleotides of a 15 mM solution and ImpN (N = A, U, C, G, dA) were dissolved in 1 M sodium fluoride (Sigma). The reaction mixtures were allowed to stand at 24°C for 8-10 days, during which time the progress of the reaction was monitored periodically by HPLC using a reversed-phase column. Upon completion of the reaction, each product mixture contained predominantly the corresponding fluorinated phosphate ester and a small amount of NMP hydrolysis product. Separation was carried out using a semipreparative reversed-phase Alltima C-18, 5 μm (10 mm × 300 mm) column (Alltech, Grace Davison) under isocratic elution conditions (88% aqueous 0.2% formic acid (Sigma) with 12% 30% acetonitrile). The flow rate was set at mL/min. the collected fractions were characterized by mass spectrometry. | [storage]
Store at -20°C | [References]
[1] Tetrahedron Letters, 2014, vol. 55, # 8, p. 1464 - 1466 |
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