Thymidine monophosphate

Thymidine monophosphate (TMP), also known as thymidylic acid (conjugate base thymidylate), deoxythymidine monophosphate (dTMP), or deoxythymidylic acid (conjugate base deoxythymidylate), is a nucleotide that is used as a monomer in DNA. It is an ester of phosphoric acid with the nucleoside thymidine. dTMP consists of a phosphate group, the pentose sugar deoxyribose, and the nucleobase thymine. Unlike the other deoxyribonucleotides, thymidine monophosphate often does not contain the "deoxy" prefix in its name; nevertheless, its symbol often includes a "d" ("dTMP").[1] Dorland’s Illustrated Medical Dictionary[2] provides an explanation of the nomenclature variation at its entry for thymidine.

Thymidine monophosphate

Names
IUPAC name Thymidine monophosphate
Identifiers
3D model (JSmol)	Interactive image
Abbreviations	dTMP
Beilstein Reference	3916216
ChEBI	CHEBI:26999
ChEMBL	ChEMBL394429
ChemSpider	10239189
PubChem CID	16755631
InChI InChI=1S/C10H15N2O8P/c1-5-3-12(10(15)11-9(5)14)8-2-6(13)7(20-8)4-19-21(16,17)18/h3,6-8,13H,2,4H2,1H3,(H,11,14,15)(H2,16,17,18)/p-2 Key: GYOZYWVXFNDGLU-UHFFFAOYSA-L
SMILES CC1=CN(C(=O)NC1=O)C2CC(C(O2)COP(=O)(O)O)O
Properties
Chemical formula	C10H14N2O8P^1−
Molar mass	321.2005 g mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

As a substituent, it is called by the prefix thymidylyl-.

See also

• DNA
• Nucleoside
• Nucleotide
• Oligonucleotide
• RNA

References

1. Coghill, Anne M.; Garson, Lorrin R., eds. (2006). The ACS style guide: effective communication of scientific information (3rd ed.). Washington, D.C.: American Chemical Society. p. 244. ISBN 978-0-8412-3999-9.
2. Elsevier, Dorland's Illustrated Medical Dictionary, Elsevier.