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A9546

Sigma-Aldrich

2-Amino-6-methylmercaptopurine

≥95%

Sinónimos:

2-Amino-6-methylthiopurine

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100 MG
MXP 2,630.00

MXP 2,630.00

Fecha estimada de envío12 de abril de 2025

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100 MG
MXP 2,630.00

About This Item

Fórmula empírica (notación de Hill):
C6H7N5S
Número de CAS:
1198-47-6
Peso molecular:
181.22
EC Number:
214-833-4
MDL number:
MFCD00044701
UNSPSC Code:
41106305
PubChem Substance ID:
24891471
NACRES:
NA.51

MXP 2,630.00

Fecha estimada de envío12 de abril de 2025

Quality Level

200

assay

≥95%

form

solid

SMILES string

[H]n1cnc2c(SC)nc(N)nc12

InChI

1S/C6H7N5S/c1-12-5-3-4(9-2-8-3)10-6(7)11-5/h2H,1H3,(H3,7,8,9,10,11)

InChI key

YEGKYFQLKYGHAR-UHFFFAOYSA-N

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Application

2-Amino-6-methylmercaptopurine (6-MTG) has been used as a supplement in Dulbecco′s modified Eagles medium (DMEM) medium for the selection of gpt-expressing recombinant virus mCMVhMIEPE-gpt.lacZ (cytomegalovirus major immediate-early promotor-enhancer complex-gpt.lacz).[1] It has also been used as a standard in high performance liquid chromatography (HPLC) to assess the activity of thiopurine methyltransferase (TPMT) enzyme.[2][3]
2-Amino-6-methylmercaptopurine is a 2-amino-6-alkyldithiopurine that has been used with other 6-position carbon analogues to study brain specific diazepam binding.

Biochem/physiol Actions

2-Amino-6-methylmercaptopurine is synthesized from 6-mercaptopurine by the S methylation activity of thiopurine methyl transferase (TMPT) enzyme.[4]

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
081H0183

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K Rowland et al.
Journal of chromatography. B, Biomedical sciences and applications, 705(1), 29-37 (1998-03-14)
This paper describes a specific and sensitive reversed-phase HPLC assay for the measurement of 6-methylthioguanine (methyl-TG) and methyl-TG nucleotides (methyl-TGNs) in red blood cells (RBCs), which is suitable for routine clinical use. Briefly, an ethyl acetate extract of RBCs is
In vivo replication of recombinant murine cytomegalovirus driven by the paralogous major immediate-early promoter-enhancer of human cytomegalovirus
Grzimek NKA, et al.
Journal of Virology, 73(6), 5043-5055 (1999)
G R Erdmann et al.
Biomedical chromatography : BMC, 4(2), 47-51 (1990-03-01)
A reversed phase high performance liquid chromatographic procedure was developed to quantify 6-thioguanine, 6-mercaptopurine, methylthioguanine, and methylmercaptopurine in red blood cells. The free base of each thiopurine was liberated from the respective nucleoside and nucleotide moiety by acid hydrolysis, which
S C Sung et al.
European journal of pharmacology, 81(3), 505-508 (1982-07-16)
We have compared fifteen synthetic purines and purine nucleosides on their ability to displace [3H]diazepam binding to rat brain membranes. Among these analogs, 6-methylthioguanine was found to be most potent, inhibiting competitively the specific binding of [3H]diazepam with a Ki
Effect of 9-alkyl derivatives of 6-methylthioguanine on brain specific binding of [3H]diazepam.
S C Sung et al.
Biochemical pharmacology, 35(20), 3645-3646 (1986-10-15)
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