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A4660

6-Thioguanine

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

Synonym(s):

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

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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
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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)

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

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pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

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

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Certificates of Analysis (COA)

Lot/Batch Number
SLCH8650
SLCC5879
SLBZ1250
SLBT8201
SLBQ5005V

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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
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
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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Global Trade Item Number

SKUGTIN
A4660-2.5MG04061833374818