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AB141264

Zebularine, DNA methyltransferase (DNMT) inhibitor

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(1 Publication)

MW 228.2 Da, Purity >99%. DNA methyltransferase( DNMT) inhibitor and cytidine deaminase inhibitor (Ki = 2 μM). Inhibits tumour growth in vitro and in vivo.
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Chemical Structure - Zebularine, DNA methyltransferase (DNMT) inhibitor (AB141264)
  • Chemical Structure

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Chemical Structure - Zebularine, DNA methyltransferase (DNMT) inhibitor (AB141264)

2D chemical structure image of ab141264, Zebularine, DNA methyltransferase (DNMT) inhibitor

Key facts

CAS number

3690-10-6

Purity

>99%

Form

Solid

form

Molecular weight

228.2 Da

Molecular formula

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

PubChem

100016

Nature

Synthetic

Solubility

Soluble in water to 100 mM

Soluble in DMSO to 100 mM

Biochemical name

Zebularine

Biological description

DNA methyltransferase( DNMT) inhibitor and cytidine deaminase inhibitor (Ki = 2 μM). Inhibits tumour growth in vitro and in vivo.

Canonical smiles

C1=CN(C(=O)N=C1)C2C(C(C(O2)CO)O)O

Isomeric smiles

C1=CN(C(=O)N=C1)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O

InChi

InChI=1S/C9H12N2O5/c12-4-5-6(13)7(14)8(16-5)11-3-1-2-10-9(11)15/h1-3,5-8,12-14H,4H2/t5-,6-,7-,8-/m1/s1

InChiKey

RPQZTTQVRYEKCR-WCTZXXKLSA-N

IUPAC Name

1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one

Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
+4°C
Appropriate long-term storage conditions
+4°C
Storage information
The product can be stored for up to 12 months

Supplementary information

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

Adenosine deaminase (ADA) sometimes known as deaminase is an enzyme that plays a critical mechanical role in cellular metabolism. This enzyme catalyzes the deamination of adenosine converting it into inosine. ADA is a 41 kDa protein primarily expressed in most tissues including the thymus and spleen. Various ADA assays and ADA protocols exist to study its functionality and quantification often using ADA ELISA kits to measure ADA activity in biological samples. In cell lines such as HeLa ADA expression is also present and significant for studying its regulation and function.
Biological function summary

Adenosine deaminase activity influences purine metabolism playing an important role in the breakdown of adenosine. It is not part of a complex but interacts closely with other components of the purine salvage pathway to maintain nucleotide balance. This enzyme is important for the proper function of immune cells as it prevents toxic accumulations of adenosine which can be detrimental to lymphocyte proliferation and function. ADA's activity ensures the proper management of nucleotides within cells sustaining cellular health and functionality.

Pathways

Adenosine deaminase plays significant roles in the immune and purine catabolism pathways. Within these pathways ADA is closely related to proteins such as purine nucleoside phosphorylase (PNP) which together orchestrate the steps necessary for adenine and guanine nucleotide turnover. These proteins facilitate the conversion processes needed for cellular nucleic acid synthesis and energy regulation. By managing adenosine levels ADA's function ensures the smooth operation of cellular signaling and metabolic balance.

Adenosine deaminase deficiency is linked to severe combined immunodeficiency (SCID) and can also be associated with pulmonary disorders like asthma. A lack of ADA activity leads to the accumulation of toxic metabolites impairing immune function and contributing to the pathogenesis of SCID. In some patients with pulmonary disorders altered ADA activity impacts the inflammatory response. ADA's mechanistic interactions with other proteins such as PNP highlight its importance in maintaining immune competence and metabolic homeostasis emphasizing the enzyme's role in these clinical conditions.

Product protocols

Publications (1)

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

Genome biology 25:204 PubMed39090757

2024

Annelid methylomes reveal ancestral developmental and aging-associated epigenetic erosion across Bilateria.

Applications

Unspecified application

Species

Unspecified reactive species

Kero Guynes,Luke A Sarre,Allan M Carrillo-Baltodano,Billie E Davies,Lan Xu,Yan Liang,Francisco M Martín-Zamora,Paul J Hurd,Alex de Mendoza,José M Martín-Durán
View all publications

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