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Merck

T9250

Thymidine

≥99%, synthetic (organic), powder

Synonym(s):

1-(2-Deoxy-β-D-ribofuranosyl)-5-methyluracil, 1-(2-Deoxy-β-D-ribofuranosyl)thymine, 2′-Deoxythymidine, Thymine deoxyriboside, dT

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About This Item

Empirical Formula (Hill Notation):
C10H14N2O5
CAS Number:
Molecular Weight:
242.23
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
200-070-4
MDL number:
Beilstein/REAXYS Number:
89285

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Product Name

Thymidine, ≥99%

InChI key

IQFYYKKMVGJFEH-XLPZGREQSA-N

InChI

1S/C10H14N2O5/c1-5-3-12(10(16)11-9(5)15)8-2-6(14)7(4-13)17-8/h3,6-8,13-14H,2,4H2,1H3,(H,11,15,16)/t6-,7+,8+/m0/s1

SMILES string

CC1=CN([C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)NC1=O

biological source

synthetic (organic)

assay

≥99%

form

powder

mp

186-188 °C (lit.)

solubility

water: 50 mg/mL, clear, colorless

Quality Level

Gene Information

human ... DTYMK(1841)

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1 of 4

This Item
T189589270PHR3163
biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

synthetic

biological source

-

Quality Level

300

Quality Level

300

Quality Level

200

Quality Level

300

assay

≥99%

assay

≥99%

assay

≥99.0% (HPLC)

assay

-

form

powder

form

powder

form

powder

form

-

solubility

water: 50 mg/mL, clear, colorless

solubility

water: 50 mg/mL, clear, colorless

solubility

hot water: 1 g/10 mL

solubility

-

mp

186-188 °C (lit.)

mp

186-188 °C (lit.)

mp

185-190 °C, 186-188 °C (lit.)

mp

186-188 °C (lit.)

Application

Thymidine has been used:
  • as a supplement in HL5-modified medium for cell culture[1]
  • to incubate cells in cell-cycle analysis[2]
  • in cell synchronization[3]

General description

Thymidine is also referred to as pyrimidine deoxynucleoside. Deoxythymidine is a nucleoside present in DNA. In a DNA double stranded structure, thymidine pairs with deoxyadeninosine. It is useful in cell synchronization during S-phase.[4] In the salvage pathway of pyrimidines, pyrimidine phosphorylase reversibly converts thymine to thymidine.[5]

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Molecular Biology, Principles of Genome Function: Biology, Molecular biology (2016)
Human Biochemistry and Disease, 571-571 (2008)
Kif20a inhibition reduces migration and invasion of pancreatic cancer cells
Stangel D, et al.
The Journal of Surgical Research, 197(1), 91-100 (2015)
Phosphorylation of Ku dictates DNA double-strand break (DSB) repair pathway choice in S phase
Lee KJ, et al.
Nucleic Acids Research, 44(4), 1732-1745 (2015)
Dominique Desbouis et al.
Journal of medicinal chemistry, 51(21), 6689-6698 (2008-10-08)
Human cytosolic thymidine kinase (hTK1) has proven to be a suitable target for noninvasive imaging of cancer cell proliferation using radiolabeled substrates such as [ (18)F]fluorothymidine ([ (18)F]FLT). However, a thymidine tracer useful for single photon emission tomography (SPECT) based

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