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Merck
CN

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

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.
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.

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
0000548253
0000548253
0000519723
0000519723
0000509982

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A Hirono et al.
Clinica chimica acta; international journal of clinical chemistry, 130(2), 189-197 (1983-05-30)
Three new variants of pyrimidine 5'-nucleotidase (P5N) found in Japan were studied. They are characterized by slow electrophoretic mobility and a high Michaelis constant for cytidine 5'-monophosphate as has been described in previously reported cases, but are unique with respect
Linda J Reha-Krantz et al.
Biochemistry, 50(46), 10136-10149 (2011-10-26)
The adenine base analogue 2-aminopurine (2AP) is a potent base substitution mutagen in prokaryotes because of its enhanceed ability to form a mutagenic base pair with an incoming dCTP. Despite more than 50 years of research, the structure of the
Riku Aono et al.
Journal of bacteriology, 194(24), 6847-6855 (2012-10-16)
AMP phosphorylase (AMPpase), ribose-1,5-bisphosphate (R15P) isomerase, and type III ribulose-1,5-bisphosphate carboxylase/oxygenase (Rubisco) have been proposed to constitute a novel pathway involved in AMP metabolism in the Archaea. Here we performed a biochemical examination of AMPpase and R15P isomerase from Thermococcus
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)
An enzymatic alternative for the synthesis of nucleoside 5?-monophosphates
Gudino ED, et al.
Enzyme and Microbial Technology, 111, 1-6 (2018)
View All Related Papers

Protocols

LC/MS Analysis of Nucleotides on SeQuant ZIC-cHILIC

HILIC separation is an alternative that permits sensitive MS detection and without the use of ion-pair reagents.

LC/MS Analysis of Nucleotides SeQuant® ZIC®-cHILIC – Effect of pH

ZIC®-cHILIC is a densely bonded zwitterionic stationary phase with phosphorylcholine functional groups covalently attached to silica.

Global Trade Item Number

SKUGTIN
C1131-500MG04061833461235
C1131-1G04061833461228
C1131-5G04061833461259

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