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AB142581

Idoxuridine, Antiviral thymidine analog

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(3 Publications)

MW 354.1 Da, Purity >98%. Selective cytotoxic cell-permeable anti-herpesvirus agent (IC50 = 4.3 μM). Radiosensitizing. Incorporates into DNA increases susceptibility of cancer cell to radiation damage. Active in vivo. .

View Alternative Names

AI838772, AW493413, FLJ11090, KITH_HUMAN, MGC104252, MGC112732, RP24-311F12.2, SCAN1, TK 1, TK 2, TYDP, TYDP1_HUMAN, Thymidine kinase, Thymidine kinase 1, Thymidine kinase 1 soluble, Thymidine kinase 1 soluble isoform, Thymidine kinase cytosolic, Tk1a, Tk1b, Tyr-DNA phosphodiesterase 1, Tyrosyl-DNA phosphodiesterase 1, cytosolic

1 Images
Chemical Structure - Idoxuridine, Antiviral thymidine analog (AB142581)
  • Chemical Structure

Lab

Chemical Structure - Idoxuridine, Antiviral thymidine analog (AB142581)

2D chemical structure image of ab142581, Idoxuridine, Antiviral thymidine analog

Key facts

CAS number

54-42-2

Purity

>98%

Form

Solid

form

Molecular weight

354.1 Da

Molecular formula

C<sub>9</sub>H<sub>1</sub><sub>1</sub>IN<sub>2</sub>O<sub>5</sub>

PubChem

5905

Nature

Synthetic

Solubility

Soluble in water to 5 mM

Biochemical name

Idoxuridine

Biological description

Selective cytotoxic cell-permeable anti-herpesvirus agent (IC50 = 4.3 μM). Radiosensitizing. Incorporates into DNA increases susceptibility of cancer cell to radiation damage. Active in vivo.

Canonical smiles

C1C(C(OC1N2C=C(C(=O)NC2=O)I)CO)O

Isomeric smiles

C1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)I)CO)O

InChi

InChI=1S/C9H11IN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1

InChiKey

XQFRJNBWHJMXHO-RRKCRQDMSA-N

IUPAC Name

1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidine-2,4-dione

Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
-20°C
Appropriate long-term storage conditions
-20°C
Storage information
Store under desiccating conditions|The product can be stored for up to 12 months

Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

Thymidine Kinase 1 also known as TK1 is a cellular enzyme that plays an important role in the pyrimidine salvage pathway by converting deoxythymidine into thymidine monophosphate which is a precursor for DNA synthesis. The molecular mass of human TK1 is approximately 25 kDa. TK1 expression mainly occurs in the cytosol of actively dividing cells particularly during the S-phase of the cell cycle. The enzyme shows increased activity in proliferating tissues and tumors which makes it a useful marker for cell proliferation.
Biological function summary

Thymidine kinase 1 contributes to DNA replication by supplying thymidine for nucleotide excision repair and synthesis. It acts independently rather than as part of a larger complex. TK1 is especially important in rapidly dividing cells like those in bone marrow and embryonic tissues where DNA synthesis is critical. Its activity provides cells the ability to use exogenous nucleoside sources enhancing their proliferation capabilities and adaptability in various physiological and pathological conditions.

Pathways

TK1 plays a notable part in the nucleotide salvage pathway and the cell cycle regulation pathway. In the nucleotide salvage pathway TK1 helps recycle thymidine ensuring a supply of thymidine triphosphate for DNA synthesis and repair. This is important for balancing DNA replication needs especially when the de novo synthesis pathway is less efficient. In the cell cycle regulation pathway TK1 activity correlates with proteins like cyclin-dependent kinases reflecting the enzyme's role in regulating cell division and growth.

TK1 levels show a strong relationship with cancer and autoimmune diseases. Elevated TK1 activity is often seen in malignancies such as leukemia and lymphoma where rapid cell division is a hallmark. In autoimmune disorders like rheumatoid arthritis dysregulated cell turnover can affect immune cell proliferation potentially involving changes in TK1 expression. The enzyme interacts with proteins involved in these diseases such as tumor-associated antigens which can drive abnormal cell growth and proliferation.

Product protocols

Publications (3)

Recent publications for all applications. Explore the full list and refine your search

Cell reports 40:111070 PubMed35830814

2022

Ubiquitination and deubiquitination of 4E-T regulate neural progenitor cell maintenance and neurogenesis by controlling P-body formation.

Applications

Unspecified application

Species

Unspecified reactive species

Shreeya Kedia,Mohamad-Reza Aghanoori,Kaylan M L Burns,Maneesha Subha,Laura Williams,Pengqiang Wen,Drayden Kopp,Sarah L Erickson,Emily M Harvey,Xin Chen,Michelle Hua,Jose Uriel Perez,Fatin Ishraque,Guang Yang

Cancer research 82:998-1012 PubMed35078814

2022

Targeting Cellular Iron Homeostasis with Ironomycin in Diffuse Large B-cell Lymphoma.

Applications

Unspecified application

Species

Unspecified reactive species

Julie Devin,Tatiana Cañeque,Yea-Lih Lin,Lucie Mondoulet,Jean-Luc Veyrune,Matthieu Abouladze,Elvira Garcia De Paco,Ouissem Karmous Gadacha,Guillaume Cartron,Philippe Pasero,Caroline Bret,Raphaël Rodriguez,Jerome Moreaux

Cell stem cell 28:1248-1261.e8 PubMed33984282

2021

Discrete limbal epithelial stem cell populations mediate corneal homeostasis and wound healing.

Applications

Unspecified application

Species

Unspecified reactive species

Anna Altshuler,Aya Amitai-Lange,Noam Tarazi,Sunanda Dey,Lior Strinkovsky,Shira Hadad-Porat,Swarnabh Bhattacharya,Waseem Nasser,Jusuf Imeri,Gil Ben-David,Ghada Abboud-Jarrous,Beatrice Tiosano,Eran Berkowitz,Nathan Karin,Yonatan Savir,Ruby Shalom-Feuerstein
View all publications

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