Deoxyuridine monophosphate (dUMP), also known as deoxyuridylic acid or deoxyuridylate in its

conjugate acid A conjugate acid, within the Brønsted–Lowry acid–base theory, is a chemical compound formed when an acid gives a proton () to a base—in other words, it is a base with a hydrogen ion added to it, as it loses a hydrogen ion in the rever ...

and conjugate base forms, respectively, is a

deoxynucleotide A deoxyribonucleotide is a nucleotide that contains deoxyribose. They are the monomeric units of the informational biopolymer, deoxyribonucleic acid (DNA). Each deoxyribonucleotide comprises three parts: a deoxyribose sugar (monosaccharide), a ni ...

. It is an intermediate in the metabolism of

deoxyribonucleotide A deoxyribonucleotide is a nucleotide that contains deoxyribose. They are the monomeric units of the informational biopolymer, deoxyribonucleic acid (DNA). Each deoxyribonucleotide comprises three parts: a deoxyribose sugar (monosaccharide), a ni ...

Biosynthesis

Deoxyuridine monophosphate (dUMP) is the deoxygenated form of

uridine monophosphate Uridine monophosphate (UMP), also known as 5′-uridylic acid ( conjugate base uridylate), is a nucleotide that is used as a monomer in RNA. It is an ester of phosphoric acid with the nucleoside uridine. UMP consists of the phosphate group, th ...

(UMP), and is the precursor to deoxythymidine monophosphate (dTMP), a component of DNA

nucleotide Nucleotides are Organic compound, organic molecules composed of a nitrogenous base, a pentose sugar and a phosphate. They serve as monomeric units of the nucleic acid polymers – deoxyribonucleic acid (DNA) and ribonucleic acid (RNA), both o ...

biosynthesis. By replacing the

hydroxyl group In chemistry, a hydroxy or hydroxyl group is a functional group with the chemical formula and composed of one oxygen atom covalently bonded to one hydrogen atom. In organic chemistry, alcohols and carboxylic acids contain one or more hydroxy ...

at the 2' carbon of ribose with a hydrogen, UMP becomes deoxygenated to dUMP. The synthesis of deoxyuridine monophosphate (dUMP) is a multi-step process that begins with

(UMP), the product of

pyrimidine Pyrimidine (; ) is an aromatic, heterocyclic, organic compound similar to pyridine (). One of the three diazines (six-membered heterocyclics with two nitrogen atoms in the ring), it has nitrogen atoms at positions 1 and 3 in the ring. The oth ...

biosynthesis. The enzyme nucleoside monophosphate kinase converts UMP and ATP to

uridine diphosphate Uridine diphosphate, abbreviated UDP, is an organic compound. It is an ester of pyrophosphoric acid with the nucleoside uridine. UDP consists of the pyrophosphate group, the pentose sugar ribose, and the nucleobase uracil. UDP is an important fa ...

(UDP) and ADP. In the presence of excess ATP, the enzyme

ribonucleotide reductase Ribonucleotide reductase (RNR), also known as ribonucleoside diphosphate reductase, is an enzyme that catalyzes the formation of deoxyribonucleotides from ribonucleotides. It catalyzes this formation by removing the 2'-hydroxyl group of the ribos ...

initiates a chain reaction with UDP, which catalyzes the formation of deoxyuridine diphosphate (dUDP), which is then converted to deoxyuridine triphosphate (dUTP), then deoxyuridine monophosphate (dUMP) via the addition or removal of phosphate groups.

Interactive pathway map

Notes

{{Nucleobases, nucleosides, and nucleotides Nucleotides

Biosynthesis

Interactive pathway map

See also

Notes