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Merck

C1131

Cytidine 5′-monophosphate

≥99% (HPLC), synthetic, powder

Synonym(s):

5′-CMP, 5′-Cytidylic acid, C-5′-P

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About This Item

Empirical Formula (Hill Notation):
C9H14N3O8P
CAS Number:
63-37-6
Molecular Weight:
323.20
NACRES:
NA.51
PubChem Substance ID:
24892358
UNSPSC Code:
41106305
EC Number:
200-556-6
MDL number:
MFCD00006544
Beilstein/REAXYS Number:
46982
Assay:
≥99% (HPLC)
Biological source:
synthetic
Form:
powder
Solubility:
1 M NH4OH: 50 mg/mL, clear, colorless
Storage temp.:
2-8°C

Key Documents

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Product Name

Cytidine 5′-monophosphate, Sigma Grade, ≥99% (HPLC), synthetic, powder

biological source

synthetic

Quality Level

200

grade

Sigma Grade

assay

≥99% (HPLC)

form

powder

solubility

1 M NH4OH: 50 mg/mL, clear, colorless

storage temp.

2-8°C

SMILES string

NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]2O

InChI

1S/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1

InChI key

IERHLVCPSMICTF-XVFCMESISA-N

Related Categories

Application

Cytidine 5′-monophosphate has been used in Raman spectroscopy studies.

Biochem/physiol Actions

Cytidine 5′-monophosphate (CMP) is used as a substrate of uridine monophosphate (UMP)/cytidine monophosphate (CMP) kinase (EC 2.7.4.4) to form CDP which upon phosphorylation to CTP supports DNA and RNA biosynthesis.
The nucleoside diphosphates cytidine diphosphate (CDP) and uridine diphosphate (UDP) are essential for pyrimidine synthesis Cytidine 5′-monophosphate (CMP) nucleotide is useful in adsorption studies on biomimetic apatite for mimicking bone mineral. It also serves an immunity supplement in pediatric formulas.

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000519723
0000519723
0000509982
0000509987
0000509987

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Haifeng C Xu et al.
Journal of virology, 89(9), 4748-4759 (2015-02-13)
The B cell-activating factor (BAFF) is critical for B cell development and humoral immunity in mice and humans. While the role of BAFF in B cells has been widely described, its role in innate immunity remains unknown. Using BAFF receptor
Ho Jun Lee et al.
The Journal of biological chemistry, 286(41), 35922-35932 (2011-08-13)
Sialic acids play important roles in various biological processes and typically terminate the oligosaccharide chains on the cell surfaces of a wide range of organisms, including mammals and bacteria. Their attachment is catalyzed by a set of sialyltransferases with defined
Sarah Schott et al.
International journal of cancer, 131(9), 2165-2174 (2012-02-11)
Melanoma is an increasingly common and potentially fatal malignancy of the skin and some mucous membranes. As no cure exists for metastatic disease, there is an urgent need for novel drugs. 2'-Deoxy-5-fluorouridylyl-(3'-5')-3'-C-ethynylcytidine [5-FdU(3'-5')ECyd] and 3'-C-ethynylcytidinylyl-(5' → 1-O)-2-O-octadecyl-sn-glycerylyl-(3-O → 5')-2'-deoxy-5-fluorouridine [ECyd-lipid-5-FdU]
Páraic M Keane et al.
Physical chemistry chemical physics : PCCP, 14(18), 6307-6311 (2012-02-24)
The decay pathways of UV-excited cytosine polymers are investigated using picosecond time-resolved infrared spectroscopy. Similar yields of a non-emissive (1)nπ* state are found in the single-stranded dC(30) polymer as in the dCMP monomer, but with a longer lifetime in the
Adsorption of nucleotides on biomimetic apatite: The case of cytidine 5? monophosphate (CMP)
Choimet M, et al.
Journal of Colloid and Interface Science, 456, 132-137 (2015)
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