ChemicalBook > CAS DataBase List > Cytidine 5’-monophosphate

Cytidine 5’-monophosphate

Product Name
Cytidine 5’-monophosphate
CAS No.
63-37-6
Chemical Name
Cytidine 5’-monophosphate
Synonyms
CMP;CYTIDYLIC ACID;CYTIDINE 5'-MONOPHOSPHATE;5'-CYTIDINE MONOPHOSPHATE;((2R,3S,4R,5R)-5-(4-aMino-2-oxopyriMidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)Methyl dihydrogen phosphate;C-5-P;C-5'-P;5'-CMP;CMP.H2;3'-CMP
CBNumber
CB2700845
Molecular Formula
C9H14N3O8P
Formula Weight
323.2
MOL File
63-37-6.mol
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Cytidine 5’-monophosphate Property

Melting point:
~222 °C (dec.)
Boiling point:
678.1±65.0 °C(Predicted)
Density 
2.15±0.1 g/cm3(Predicted)
refractive index 
9.8 ° (C=1, 0.5mol/L Na2HPO4)
storage temp. 
2-8°C
solubility 
Water (Slightly, Heated)
pka
pK2:4.39(0);pK3:6.62(+1) (25°C)
form 
crystalline
color 
White
Water Solubility 
soluble
BRN 
46982
InChI
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
InChIKey
IERHLVCPSMICTF-JDNPWWSISA-N
SMILES
P(OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)[C@H](O)[C@@H]1O)(O)(O)=O
CAS DataBase Reference
63-37-6(CAS DataBase Reference)
EPA Substance Registry System
5'-Cytidylic acid (63-37-6)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
20/21/22-36/37/38
Safety Statements 
24/25-37/39-36-26
WGK Germany 
3
RTECS 
HA3980000
F 
10-21
HS Code 
29349990
Toxicity
LD50 intraperitoneal in mouse: > 1gm/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C1131
Product name
Cytidine 5′-monophosphate
Purity
Sigma Grade, ≥99% (HPLC), synthetic, powder
Packaging
1g
Price
$112
Updated
2024/03/01
Sigma-Aldrich
Product number
1162126
Product name
5′-Cytidylic acid
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
500mg
Price
$420
Updated
2024/03/01
TCI Chemical
Product number
C1675
Product name
Cytidine 5'-Monophosphate
Purity
>98.0%(HPLC)
Packaging
1g
Price
$49
Updated
2024/03/01
TCI Chemical
Product number
C1675
Product name
Cytidine 5'-Monophosphate
Purity
>98.0%(HPLC)
Packaging
5g
Price
$164
Updated
2024/03/01
Sigma-Aldrich
Product number
C1131
Product name
Cytidine 5′-monophosphate
Purity
Sigma Grade, ≥99% (HPLC), synthetic, powder
Packaging
500mg
Price
$74.8
Updated
2024/03/01
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Cytidine 5’-monophosphate Chemical Properties,Usage,Production

Description

Cytidine 5'-monophosphate, also known as 5'-CMP, is a nucleotide that is used as a monomer in RNA. 5'-CMP is a key intermediate in the preparation of several nucleotide derivatives and is widely used in food and pharmaceutical industries.

Chemical Properties

white crystalline powder

Uses

A constituent of nucleic acids. It was isolated from yeast nucleic acid.

Uses

Cytidine 5′-monophosphate has been used in Raman spectroscopy studies.

Definition

ChEBI: A pyrimidine ribonucleoside 5'-monophosphate having cytosine as the nucleobase.

Production Methods

As a key intermediate in preparing several nucleotide derivatives, cytidine 5′-monophosphate (5′-CMP) is widely applied in food and pharmaceutical industries. Enzymatic synthesis of 5′-CMP is catalyzed by cytidine kinase (CK, EC 2.7.1.213), a type of nucleoside kinase that belongs to the PfkB family. Li et al. constructed a highly efficient biosynthesis system for manufacturing 5′-CMP in vitro. CK was used for the biotransformation of cytidine to 5′-CMP, while polyphosphate kinase (PPK) was coupled for adenosine triphosphate regeneration. Both CK and PPK were selected from extremophiles, possessing great potential for biocatalytic synthesis. After optimization, 96 mM 5′-CMP was produced within 6 h, and the yield reached nearly 100%[1].

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.

References

[1] Zonglin Li. “Efficient One-Pot Synthesis of Cytidine 5′-Monophosphate Using an Extremophilic Enzyme Cascade System.” Journal of Agricultural and Food Chemistry 68 34 (2020): 9188–9194.

Cytidine 5’-monophosphate Preparation Products And Raw materials

Raw materials

Preparation Products

Polyinosinic acid-polycytidylic acid
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View Lastest Price from Cytidine 5’-monophosphate manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Cytidylic acid 63-37-6
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
98%min HPLC
Supply Ability
1000KG
Release date
2021-06-18
Xinxiang Aurora Biotechnology Co.,Ltd.
Product
Cytidine 5'-monophosphate 63-37-6
Price
US $0.00/Kg
Min. Order
1Kg
Purity
98%
Supply Ability
20 tons
Release date
2024-10-22
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
Cytidine 5’-monophosphate 63-37-6
Price
US $999.00-666.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000
Release date
2024-08-20

63-37-6, Cytidine 5’-monophosphateRelated Search:

Polyinosinic acid-polycytidylic acid Tributyl phosphate L-DIHYDROOROTIC ACID NUCLEOSIDE PHOSPHORYLASE BACTERIAL Cytosine Ethyl 2-(Chlorosulfonyl)acetate Tylosin phosphate Triethyl phosphate Fluorocytosine Ribavirin AMPHISOL A Hyaluronic acid Citric acid 5-Fluorocytidine 5-Azacytidine Trisodium phosphate Folic acid Cytidine-5'-triphosphate disodium salt dihydrate

  • C-5'-P
  • C-5-P
  • CMP MONOHYDRATE
  • CMP
  • CYTIDYLIC ACID
  • CYTIDINE 5'-MONOPHOSPHATE
  • CYTIDINE-5'-MONOPHOSPHATE MONOHYDRATE
  • CYTIDINE-5'-MONOPHOSPHORIC ACID
  • 5'-CYTIDINE MONOPHOSPHATE
  • 5'-CYTIDYLIC ACID
  • 5'-CYTIDYLIC ACID MONOHYDRATE
  • 5'-CMP
  • Cytidine Monophosphate and salts
  • Cytidine 5'-monophate
  • CYTIDINE 5'-MONOPHOSPHATE FREE ACIDSIGMA GRADE FRO
  • Cmp:Cytidine-5'-MonophosphateFreeAcid
  • CYTIDINE 5'-MONOPHOSPHATE, FREE ACID (5'-CMP)
  • [5-(4-amino-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxyphosphonic acid
  • 5''-CYTIDINE MONOPHOSPHORIC ACID(FREE ACID)
  • Cytidylic acid、CMP
  • Cytidine-5''-monophosphoric acid (and/or unspecified salts)
  • 5'-cytidylate monophosphate
  • Cytidine 3'-(dihydrogen phosphate)
  • 5-CYTIDYLICACID(5-CMP)
  • Cytidine 5’-Monophosphate(CMP)
  • CYTIDINE-5-MONOPHOSPHORIC ACID extrapure
  • 5μ-CMP, 5μ-Cytidylic acid, C-5μ-P
  • Cytidine mono(dihydrogen phosphate)
  • Cytodine monophosphate: (Cytidine 5-monophosphate free acid)
  • Cytidine-5'-monophosphoric acid hydrate,99%
  • ((2R,3S,4R,5R)-5-(4-Amino-2-oxopyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl di
  • 5'-CMP 5'-Cytidylic acid C-5'-P CMP
  • 4-Amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-5-yldihydrogenphosphate
  • Cytidine -5'- Monophosphate（CMP-H）
  • 5'-CMP(Cytidine 5'-monophosphate free acid)
  • Cytidine-5'monophosphate(CMP),FREE ACID
  • CMP.H2
  • cytidylic acid ,5'-cMp
  • cytidine-5Monophophate
  • cmp(nucleotide)
  • cytidine5’-(dihydrogenphosphate)
  • cytidine5’-phosphate
  • cytidine5’-phosphoricacid
  • cytidinemonophosphate
  • ((2R,3S,4R,5R)-5-(4-aMino-2-oxopyriMidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)Methyl dihydrogen phosphate
  • CYTIDINE-5'-MONOPHOSPHATE(P)
  • ((2R,3S,4R,5R)-5-(4-Amino-2-oxopyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihyd
  • 5'-CMPH2
  • 5'-Cytidylic Acid (500 mg)
  • 5 ' - Cyticline Monophosphoric Acid (Free Acid )
  • 4-aMino-1-(O5-phosphono-pentofuranosyl)-1H-pyriMidin-2-one
  • Cytidylic acid SynonyMs 5'-cytidylate Monophosphate
  • Cytidine 5'-monophosphate (5'-CMP)
  • Cytidine 5′-monophosphate, synthetic, 99%
  • Cytidine 5'-Monophosphate &gt
  • Cytidylic acid Solution, 100μg/mL
  • -cytidylate monophosphate
  • 5'-CYTIDYLATE MONOPHOSPHATE（CMP）