Key Documents

View All Documentation

A4660

6-Thioguanine

Name: 6-Thioguanine
Brand: SIGMA

Hybri-Max^™, 50 ×, γ-irradiated, lyophilized powder, BioXtra, suitable for hybridoma

Synonym(s):

2-Amino-6-mercaptopurine, 2-Amino-6-purinethiol

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):

C₅H₅N₅S

CAS Number:

154-42-7

Molecular Weight:

167.19

UNSPSC Code:

12352207

NACRES:

NA.75

PubChem Substance ID:

24890892

EC Number:

205-827-2

Beilstein/REAXYS Number:

157765

MDL number:

MFCD00233553

Assay:

~98%

Biological source:

synthetic (organic)

Form:

lyophilized powder

Solubility:

1 M NaOH: 50 mg/mL, clear to slightly hazy

Storage temp.:

room temp

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

biological source

synthetic (organic)

Quality Level

200

grade

Hybri-Max^™

sterility

γ-irradiated

product line

BioXtra

assay

~98%

form

lyophilized powder

concentration

50 ×

technique(s)

cell culture | hybridoma: suitable

impurities

endotoxin, tested

mp

≥300 °C (lit.)

solubility

1 M NaOH: 50 mg/mL, clear to slightly hazy

storage temp.

room temp

SMILES string

NC1=Nc2nc[nH]c2C(=S)N1

InChI

1S/C5H5N5S/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11)

InChI key

WYWHKKSPHMUBEB-UHFFFAOYSA-N

Gene Information

human ... IMPDH1(3614), IMPDH2(3615)

Looking for similar products? Visit Product Comparison Guide

Related Categories

Biochemicals

High-Purity Biochemicals and Reagents

Application

Used in hybridoma formation applications as a selection agent.

Biochem/physiol Actions

Ribosylated and phosphorylated by the same pathway as natural purine bases; as the nucleotide, inhibits a variety of cellular processes involved in nucleic acid synthesis. Has a long history as an effective treatment of leukemia.

Preparation Note

Reconstitute contents of vial with 10 ml sterile cell culture medium. Stock solution is sufficient to prepare 500 ml medium. Final working concentration: 30 μM 2-amino-6-mercaptopurine.

Legal Information

Hybri-Max is a trademark of Sigma-Aldrich Co. LLC

pictograms

GHS06

signalword

Danger

hcodes

H301

pcodes

P301 + P310

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Application of counter-selectable marker PIGA in engineering designer deletion cell lines and characterization of CRISPR deletion efficiency.

Donghui Li et al.

Nucleic acids research, 49(5), 2642-2654 (2021-02-17)

The CRISPR/Cas9 system is a technology for genome engineering, which has been applied to indel mutations in genes as well as targeted gene deletion and replacement. Here, we describe paired gRNA deletions along the PIGA locus on the human X

6-Thioguanine treatment in inflammatory bowel disease: a critical appraisal by a European 6-TG working party.

N K H de Boer et al.

Digestion, 73(1), 25-31 (2006-02-24)

Recently, the suggestion to use 6-thioguanine (6-TG) as an alternative thiopurine in patients with inflammatory bowel disease (IBD) has been discarded due to reports about possible (hepato) toxicity. During meetings arranged in Vienna and Prague in 2004, European experts applying

Protein oxidation and DNA repair inhibition by 6-thioguanine and UVA radiation.

Quentin Gueranger et al.

The Journal of investigative dermatology, 134(5), 1408-1417 (2013-11-29)

Damage to skin DNA by solar UV is largely unavoidable, and an optimal cellular response to it requires the coordinated operation of proteins in numerous pathways. A fully functional DNA repair proteome for removing harmful DNA lesions is a prerequisite

Rescuing compounds for Lesch-Nyhan disease identified using stem cell-based phenotypic screening.

Valentin Ruillier et al.

JCI insight, 5(4) (2020-01-29)

Lesch-Nyhan disease (LND) is a rare monogenic disease caused by deficiency of the salvage pathway enzyme hypoxanthine-guanine phosphoribosyltransferase (HGPRT). LND is characterized by severe neuropsychiatric symptoms that currently cannot be treated. Predictive in vivo models are lacking for screening and

Oxidation-mediated DNA cross-linking contributes to the toxicity of 6-thioguanine in human cells.

Reto Brem et al.

Cancer research, 72(18), 4787-4795 (2012-07-24)

The thiopurines azathioprine and 6-mercaptopurine have been extensively prescribed as immunosuppressant and anticancer agents for several decades. A third member of the thiopurine family, 6-thioguanine (6-TG), has been used less widely. Although known to be partly dependent on DNA mismatch

View All Related Papers

Global Trade Item Number

SKU	GTIN
A4660-2.5MG	04061833374818

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service