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A4660

Sigma-Aldrich

6-Thioguanine

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

Synonym(s):
2-Amino-6-mercaptopurine, 2-Amino-6-purinethiol
Empirical Formula (Hill Notation):
C5H5N5S
CAS Number:
Molecular Weight:
167.19
Beilstein:
157765
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.75

biological source

synthetic (organic)

Quality Level

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

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This Item
A48821660000PHR3250
6-Thioguanine Hybri-Max™, 50 ×, γ-irradiated, lyophilized powder, BioXtra, suitable for hybridoma

Sigma-Aldrich

A4660

6-Thioguanine

6-Thioguanine ≥98%

Sigma-Aldrich

A4882

6-Thioguanine

Thioguanine United States Pharmacopeia (USP) Reference Standard

USP

1660000

Thioguanine

Thioguanine pharmaceutical secondary standard, certified reference material

Supelco

PHR3250

Thioguanine

grade

Hybri-Max

grade

-

grade

pharmaceutical primary standard

grade

certified reference material, pharmaceutical secondary standard

assay

~98%

assay

≥98%

assay

-

assay

-

form

lyophilized powder

form

powder

form

-

form

-

concentration

50 ×

concentration

-

concentration

-

concentration

-

impurities

endotoxin, tested

impurities

-

impurities

-

impurities

-

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.

Reconstitution

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

Skull and crossbones

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
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
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
Nanne K H de Boer et al.
European journal of gastroenterology & hepatology, 17(4), 457-461 (2005-03-10)
The use of corticosteroids in autoimmune hepatitis is an established therapy. To avoid the possible serious side effects of corticosteroids, immunosuppression with azathioprine is often warranted. Azathioprine, a purine analogue, is frequently used to taper or replace corticosteroids. However, approximately
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

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