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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:
Molecular Weight:
323.20
Beilstein:
46982
EC Number:
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
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 Code

11 - Combustible Solids

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

Protocols

ZIC®-cHILIC is a densely bonded zwitterionic stationary phase with phosphorylcholine functional groups covalently attached to silica.

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

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