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Escherichia coli K-12 substr. MG1655 Compound: dCDP

Synonyms: 2'-deoxycytidine diphosphate, 2'-deoxycytidine-5'-diphosphate, deoxycytidine-diphosphate

Superclasses: a nucleic acid componenta nucleotidea 2'-deoxyribonucleotidea 2'-deoxyribonucleoside 5'-diphosphatea pyrimidine 2'-deoxyribonucleoside 5'-diphosphate
a nucleic acid componenta nucleotidea 2'-deoxyribonucleotidea pyrimidine 2'-deoxyribonucleotidea pyrimidine 2'-deoxyribonucleoside 5'-diphosphate
a nucleic acid componenta nucleotidea nucleoside diphosphatea 2'-deoxyribonucleoside 5'-diphosphatea pyrimidine 2'-deoxyribonucleoside 5'-diphosphate
a nucleic acid componenta nucleotidea pyrimidine nucleotidea pyrimidine 2'-deoxyribonucleotidea pyrimidine 2'-deoxyribonucleoside 5'-diphosphate
an organic heterocyclic compoundan organonitrogen heterocyclic compounda diazinea pyrimidinea pyrimidine nucleotidea pyrimidine 2'-deoxyribonucleotidea pyrimidine 2'-deoxyribonucleoside 5'-diphosphate
an organic heterocyclic compoundan organonitrogen heterocyclic compounda diazinea pyrimidine


Chemical Formula: C9H12N3O10P2

Molecular Weight: 384.16 Daltons

Monoisotopic Molecular Weight: 387.02326673810006 Daltons

dCDP compound structure

SMILES: C(C2(C(CC(N1(C(N=C(C=C1)N)=O))O2)O))OP(OP(=O)([O-])[O-])([O-])=O

InChI: InChI=1S/C9H15N3O10P2/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(21-8)4-20-24(18,19)22-23(15,16)17/h1-2,5-6,8,13H,3-4H2,(H,18,19)(H2,10,11,14)(H2,15,16,17)/p-3/t5-,6+,8+/m0/s1

InChIKey: InChIKey=FTDHDKPUHBLBTL-SHYZEUOFSA-K

Unification Links: CAS:800-73-7, ChEBI:58593, ChemSpider:19986689, HMDB:HMDB01245, IAF1260:50858, KEGG:C00705, MetaboLights:MTBLC58593, PubChem:21122964

Standard Gibbs Free Energy of Formation (ΔfG in kcal/mol): -536.31

Reactions known to consume the compound:

pyrimidine deoxyribonucleotide phosphorylation , pyrimidine deoxyribonucleotides de novo biosynthesis I , superpathway of pyrimidine deoxyribonucleotides de novo biosynthesis (E. coli) :
dCDP + ATP → dCTP + ADP

Not in pathways:
a nucleoside diphosphate + H2O → a nucleoside 5'-monophosphate + phosphate + H+
a nucleoside diphosphate + ATP → a nucleoside triphosphate + ADP

Reactions known to produce the compound:

pyrimidine deoxyribonucleotide phosphorylation :
ATP + dCMP → ADP + dCDP

pyrimidine deoxyribonucleotides de novo biosynthesis I :
dCDP + an oxidized thioredoxin + H2O ← CDP + a reduced thioredoxin

superpathway of pyrimidine deoxyribonucleotides de novo biosynthesis (E. coli) :
dCDP + an oxidized NrdH glutaredoxin-like protein + H2O ← CDP + a reduced NrdH glutaredoxin-like protein
dCDP + an oxidized thioredoxin + H2O ← CDP + a reduced thioredoxin

Not in pathways:
an oxidized thioredoxin + a 2'-deoxyribonucleoside 5'-diphosphate + H2O ← a reduced thioredoxin + a ribonucleoside diphosphate

Reactions known to both consume and produce the compound:

Not in pathways:
a single-stranded RNA + phosphate ↔ a single-stranded RNA + a nucleoside diphosphate

In Reactions of unknown directionality:

Not in pathways:
RNA(n+1) + phosphate = RNA(n) + a nucleoside diphosphate

Enzymes activated by dCDP, sorted by the type of activation, are:

Activator (Allosteric) of: thymidine kinase [Iwatsuki67, Chen78]

Enzymes inhibited by dCDP, sorted by the type of inhibition, are:

Inhibitor (Competitive) of: ribonucleoside-diphosphate reductase [Allard92]

This compound has been characterized as an alternative substrate of the following enzymes: pyruvate kinase, polyphosphate kinase, dCTP pyrophosphohydrolase


References

Allard92: Allard P, Kuprin S, Shen B, Ehrenberg A (1992). "Binding of the competitive inhibitor dCDP to ribonucleoside-diphosphate reductase from Escherichia coli studied by 1H NMR. Different properties of the large protein subunit and the holoenzyme." Eur J Biochem 1992;208(3);635-42. PMID: 1396671

Chen78: Chen MS, Prusoff WH (1978). "Thymidine kinase from Escherichia coli." Methods Enzymol 1978;51;354-60. PMID: 357898

Iwatsuki67: Iwatsuki N, Okazaki R (1967). "Mechanism of regulation of deoxythymidine kinase of Escherichia coli. I. Effect of regulatory deoxynucleotides on the state of aggregation of the enzyme." J Mol Biol 1967;29(1);139-54. PMID: 4861610


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Please cite the following article in publications resulting from the use of EcoCyc: Nucleic Acids Research 41:D605-12 2013
Page generated by SRI International Pathway Tools version 19.5 on Sat Apr 30, 2016, BIOCYC11A.