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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

Product Name

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

InChI key

IERHLVCPSMICTF-XVFCMESISA-N

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

SMILES string

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

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

Quality Level

200

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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

WGK 3

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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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
An enzymatic alternative for the synthesis of nucleoside 5?-monophosphates
Gudino ED, et al.
Enzyme and Microbial Technology, 111, 1-6 (2018)
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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