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2′-Deoxycytidine 5′-monophosphate - 10mM in DMSO, high purity , CAS No.1032-65-1

    Grade & Purity:
  • 10mM in DMSO
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Item Number
D420411
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D420411-1ml
1ml
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$69.90

Uridine monophosphate (UMP)/cytidine monophosphate (CMP) kinase substrate.

Basic Description

Synonyms 1032-65-1 | dCMP | 2'-Deoxycytidine-5'-monophosphoric acid | 2'-DEOXYCYTIDINE-5'-MONOPHOSPHATE | deoxycytidylic acid | 2'-Deoxycytidine 5'-monophosphate | deoxycytidine monophosphate | 5'-Cytidylic acid, 2'-deoxy- | Deoxycytidylate | Deoxycytidine-5'-monophosphoric acid | 2'
Specifications & Purity 10mM in DMSO
Biochemical and Physiological Mechanisms Nucleoside monophosphate used as a substrate of uridine monophosphate (UMP)/cytidine monophosphate (CMP) kinase (EC 2.7.4.4) to form dCDP which upon phosphorylation to dCTP supports DNA biosynthesis.
Storage Temp Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description

2′-Deoxycytidine 5′-monophosphate (dCMP) is used as a substrate of uridine monophosphate (UMP)/cytidine monophosphate (CMP) kinase (EC 2.7.4.4) to form dCDP which upon phosphorylation to dCTP supports DNA biosynthesis.

It consists of a 2′-deoxy-β-D-ribofuranose, linked through an N-β-D-glycosidic linkage to a heterocycle nitrogen cytosine.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Nucleosides, nucleotides, and analogues
Class Pyrimidine nucleotides
Subclass Pyrimidine deoxyribonucleotides
Intermediate Tree Nodes Pyrimidine deoxyribonucleoside monophosphates
Direct Parent Pyrimidine 2'-deoxyribonucleoside monophosphates
Alternative Parents Pyrimidones  Monoalkyl phosphates  Aminopyrimidines and derivatives  Imidolactams  Hydropyrimidines  Tetrahydrofurans  Heteroaromatic compounds  Secondary alcohols  Oxacyclic compounds  Azacyclic compounds  Primary amines  Organopnictogen compounds  Organic oxides  Hydrocarbon derivatives  
Molecular Framework Aromatic heteromonocyclic compounds
Substituents Pyrimidine 2'-deoxyribonucleoside monophosphate - Aminopyrimidine - Pyrimidone - Monoalkyl phosphate - Hydropyrimidine - Organic phosphoric acid derivative - Phosphoric acid ester - Pyrimidine - Imidolactam - Alkyl phosphate - Heteroaromatic compound - Tetrahydrofuran - Secondary alcohol - Oxacycle - Azacycle - Organoheterocyclic compound - Hydrocarbon derivative - Primary amine - Organic oxide - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - Alcohol - Amine - Organic nitrogen compound - Aromatic heteromonocyclic compound
Description This compound belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleoside monophosphates. These are pyrimidine nucleotides with a monophosphate group linked to the ribose moiety lacking a hydroxyl group at position 2.
External Descriptors Deoxyribonucleotides

Associated Targets(Human)

CMPK1 Tchem UMP-CMP kinase (152 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

Deoxycytidylate deaminase (6 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name [(2R,3S,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate
INCHI InChI=1S/C9H14N3O7P/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(19-8)4-18-20(15,16)17/h1-2,5-6,8,13H,3-4H2,(H2,10,11,14)(H2,15,16,17)/t5-,6+,8+/m0/s1
InChIKey NCMVOABPESMRCP-SHYZEUOFSA-N
Smiles C1C(C(OC1N2C=CC(=NC2=O)N)COP(=O)(O)O)O
Isomeric SMILES C1[C@@H]([C@H](O[C@H]1N2C=CC(=NC2=O)N)COP(=O)(O)O)O
WGK Germany 3
Molecular Weight 307.2
Beilstein 41062
Reaxy-Rn 14609574
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=14609574&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Sensitivity Moisture sensitive;Heat sensitive
Specific Rotation[α] 37° (C=1,H2O)
Melt Point(°C) 161 °C(dec.)
Molecular Weight 307.200 g/mol
XLogP3 -3.400
Hydrogen Bond Donor Count 4
Hydrogen Bond Acceptor Count 7
Rotatable Bond Count 4
Exact Mass 307.057 Da
Monoisotopic Mass 307.057 Da
Topological Polar Surface Area 155.000 Ų
Heavy Atom Count 20
Formal Charge 0
Complexity 502.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 3
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Citations of This Product

1. Lei Hu, Xiaoli Dai, Ning Li, Xing Tang, Yetao Jiang.  (2019)  Highly selective hydrogenation of biomass-derived 5-hydroxymethylfurfural into 2,5-bis(hydroxymethyl)furan over an acid–base bifunctional hafnium-based coordination polymer catalyst.  Sustainable Energy & Fuels,  (4): (1033-1041). 
2. Tengda Wang, Jianxing Shan, Li Wang, Xiangwen Zhang, Guozhu Li.  (2019)  On the kinetics of catalytic hydrogenation over Pd nanoparticles regulated by various nucleosides.  CHEMICAL ENGINEERING SCIENCE,  201  (15). 
3. Lei Hu, Ning Li, Xiaoli Dai, Yuqi Guo, Yetao Jiang, Aiyong He, Jiaxing Xu.  (2019)  Highly efficient production of 2,5-dihydroxymethylfuran from biomass-derived 5-hydroxymethylfurfural over an amorphous and mesoporous zirconium phosphonate catalyst.  Journal of Energy Chemistry,  37  (82). 

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