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C1131

Sigma-Aldrich

Cytidine 5′-monophosphate

Sigma Grade, ≥99% (HPLC), synthetic, powder

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Synonym(s):
5′-CMP, 5′-Cytidylic acid, C-5′-P
Empirical Formula (Hill Notation):
C9H14N3O8P
CAS Number:
63-37-6
Molecular Weight:
323.20
Beilstein:
46982
EC Number:
200-556-6
MDL number:
MFCD00006544
UNSPSC Code:
41106305
PubChem Substance ID:
24892358
NACRES:
NA.51

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

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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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Zhinan Jin et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(5), E348-E357 (2013-01-12)
Hepatitis C virus (HCV) RNA-dependent RNA polymerase replicates the viral genomic RNA and is a primary drug target for antiviral therapy. Previously, we described the purification of an active and stable polymerase-primer-template elongation complex. Here, we show that, unexpectedly, 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
A Hirono et al.
British journal of haematology, 65(1), 35-41 (1987-01-01)
Human erythrocyte pyrimidine 5'-nucleotidase (P5N) was separated into two subclasses. P5N-I and P5N-II, by DEAE Bio-Gel A column chromatography. Their enzymological properties were studied using five normal subjects and five patients with different P5N deficiencies. Study of the normal subjects
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
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Protocols

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

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