B2292
O6-苄基鸟嘌呤
≥98% (TLC), solid, O⁶-alkylguanine DNA alkyltransferase inhiitor
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关于此项目
经验公式（希尔记法）:
C12H11N5O
化学文摘社编号:
分子量:
241.25
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
产品名称
O6-苄基鸟嘌呤, ≥98% (TLC), solid
SMILES string
Nc1nc(OCc2ccccc2)c3nc[nH]c3n1
InChI
1S/C12H11N5O/c13-12-16-10-9(14-7-15-10)11(17-12)18-6-8-4-2-1-3-5-8/h1-5,7H,6H2,(H3,13,14,15,16,17)
InChI key
KRWMERLEINMZFT-UHFFFAOYSA-N
assay
≥98% (TLC)
form
solid
solubility
methanol: 20 mg/mL
storage temp.
room temp
Quality Level
Gene Information
human ... MGMT(4255)
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Application
使用O6-苄基鸟嘌呤：
- 用作胶质母细胞瘤干细胞中甲基鸟嘌呤甲基转移酶(MGMT)抑制剂
- 在N-乙基-N-亚硝基脲(ENU)疗法之前用作胚胎干细胞中的O6-烷基鸟嘌呤-烷基转移酶(AGT)的酶抑制剂
- 在HL-60人早幼粒白血病生长抑制试验中AGT的抑制剂
Biochem/physiol Actions
O(6)-苄基鸟嘌呤是一种抗肿瘤剂，它通过与DNA修复酶O(6)-烷基鸟嘌呤DNA烷基转移酶（AGT）结合，抑制AGT介导的DNA修复。它被广泛用于各种DNA修复机制研究，并且可加强其他破坏DNA的化疗药物的作用。
O6-苄基鸟嘌呤(O6BG)可通过苄基转移阻断活性部位来抑制甲基鸟嘌呤甲基转移酶(MGMT)。使用O6BG与双氯乙基亚硝基脲(BCNU)或卡莫司汀治疗包括淋巴瘤、黑色素瘤和肉瘤等实体肿瘤是有效的。
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Antonio S J Lee et al.
Stem cells (Dayton, Ohio), 27(5), 1098-1108 (2009-05-06)
Cell replacement therapy using stem cell transplantation holds much promise in the field of regenerative medicine. In the area of hematopoietic stem cell transplantation, O(6)-methylguanine-DNA methyltransferase MGMT (P140K) gene-mediated drug resistance-based in vivo enrichment strategy of donor stem cells has
Andre Larochelle et al.
The Journal of clinical investigation, 119(7), 1952-1963 (2009-06-11)
Major limitations to gene therapy using HSCs are low gene transfer efficiency and the inability of most therapeutic genes to confer a selective advantage on the gene-corrected cells. One approach to enrich for gene-modified cells in vivo is to include
Use of chemical mutagenesis in mouse embryonic stem cells
Embryonic Stem Cell Protocols, 397-407 (2006)
M E Dolan et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 3(6), 837-847 (1997-06-01)
The presence of the DNA repair protein, O6-alkylguanine-DNA alkyltransferase (AGT) in tumor cells is a significant source of resistance to chemotherapeutic alkylnitrosoureas and alkyltriazenes. O6-Benzylguanine provides a means to effectively inactivate the AGT protein and increase the chemotherapeutic effectiveness of
Binding and Signaling Studies Disclose a Potential Allosteric Site for Cannabidiol in Cannabinoid CB
Eva Martínez-Pinilla et al.
Frontiers in pharmacology, 8, 744-744 (2017-11-08)
The mechanism of action of cannabidiol (CBD), the main non-psychotropic component of
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