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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

Key Documents

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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
0000509982

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Brendon Stubbs et al.
Geriatrics & gerontology international, 15(7), 881-888 (2014-08-29)
Chronic musculoskeletal pain (CMP) and falls are common among community-dwelling older adults. The study aims were: (i) to investigate the relationship between CMP and any falls (≥1), single falls and recurrent falls (≥2) in community-dwelling older adults; and (ii) to
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
An enzymatic alternative for the synthesis of nucleoside 5?-monophosphates
Gudino ED, et al.
Enzyme and Microbial Technology, 111, 1-6 (2018)
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)
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
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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.

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