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C1131

Sigma-Aldrich

Cytidine 5′-monophosphate

Sigma Grade, ≥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
Beilstein/REAXYS Number:
46982
EC Number:
200-556-6
MDL number:
MFCD00006544
UNSPSC Code:
41106305
PubChem Substance ID:
24892358
NACRES:
NA.51

biological source

synthetic

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

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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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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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
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
Otto Geiger et al.
Biochimica et biophysica acta, 1831(3), 503-513 (2012-08-28)
Phosphatidylcholine (PC) is the major membrane-forming phospholipid in eukaryotes and is estimated to be present in about 15% of the domain Bacteria. Usually, PC can be synthesized in bacteria by either of two pathways, the phospholipid N-methylation (Pmt) pathway or
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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Protocols

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.

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.

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