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| SKU | Size | Availability |
Price | Qty |
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D420411-1ml
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1ml |
Available within 8-12 weeks(?)
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$69.90
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Uridine monophosphate (UMP)/cytidine monophosphate (CMP) kinase substrate.
| 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. |
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 |
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| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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| IUPAC Name | [(2R,3S,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate |
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| 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= |
| 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 |
| 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, 3 (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). |