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C1006

Sigma-Aldrich

Cytidine 5′-monophosphate disodium salt

Sigma Grade, ≥99%, crystalline

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Synonym(s):
C-5′-P, CMP
Linear Formula:
C9H12N3O8PNa2
CAS Number:
6757-06-8
Molecular Weight:
367.16
EC Number:
229-819-3
MDL number:
MFCD00064355
UNSPSC Code:
41106305
PubChem Substance ID:
24892293
NACRES:
NA.51

biological source

synthetic

Quality Level

300

grade

Sigma Grade

Assay

≥99%

form

crystalline

solubility

water: 100 mg/mL, clear to very slightly hazy, colorless to very faintly yellow

storage temp.

2-8°C

SMILES string

[Na].NC1=NC(=O)N(C=C1)C2OC(COP(O)(O)=O)C(O)C2O

InChI

1S/C9H14N3O8P.Na.H/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);;

InChI key

RCIPNLSOCXMZDD-UHFFFAOYSA-N

Related Categories

Application

Cytidine 5′-monophosphate disodium salt has been used:
  • in nucleotide stock solution
  • as an ectonucleotidase (ENTase) inhibitor to probe 5′-ENTase activity in cortical neurons
  • in in vitro studies to estimate its effect on growth response of selected bacteria strains that dominate the piglets′ small intestine

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.
Cytidine monophosphate (CMP) serve as a nucleotide carrier for sugars.

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)

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Charuni A Amarasekara et al.
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Vaur P, et al.
Faseb Journal (2017)
Carbohydrate Metabolism III: Glycoproteins, Glycolipids, GPI Anchors, Proteoglycans, and Peptidoglycans
Medical Biochemistry, 307-330 (2002)
Nucleotides modify growth of selected intestinal bacteria in vitro
Sauer N, et al.
Livestock Science, 133(1), 161-163 (2010)
Balvinder Dhaliwal et al.
Acta crystallographica. Section F, Structural biology and crystallization communications, 62(Pt 8), 710-715 (2006-08-02)
The crystal structure of Staphylococcus aureus cytidine monophosphate kinase (CMK) in complex with cytidine 5'-monophosphate (CMP) has been determined at 2.3 angstroms resolution. The active site reveals novel features when compared with two orthologues of known structure. Compared with the
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