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G2536

更昔洛韦

≥99% (HPLC), powder, viral DNA elongation inhibitor

别名:

2-氨基-1,9-二氢-9-[[2-羟基-1-(羟甲基)乙氧基]甲基]-6H-嘌呤-6-酮, 9-(1,3-二羟基-2-丙氧甲基)鸟嘌呤, DHPG

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关于此项目

经验公式（希尔记法）:
C9H13N5O4
化学文摘社编号:
82410-32-0
分子量:
255.23
UNSPSC Code:
12352200
PubChem Substance ID:
24278453
NACRES:
NA.77
MDL number:
MFCD00870588
Assay:
≥99% (HPLC)
Form:
powder
Quality level:
300
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产品名称

更昔洛韦, ≥99% (HPLC), powder

Quality Level

300

assay

≥99% (HPLC)

form

powder

color

white

solubility

0.1 M HCl: 10 mg/mL

ε (extinction coefficient)

12.0 at 256 nm at 1 mM

antibiotic activity spectrum

viruses

mode of action

DNA synthesis | interferes

originator

Roche

storage temp.

2-8°C

SMILES string

NC1=Nc2c(ncn2COC(CO)CO)C(=O)N1

InChI

1S/C9H13N5O4/c10-9-12-7-6(8(17)13-9)11-3-14(7)4-18-5(1-15)2-16/h3,5,15-16H,1-2,4H2,(H3,10,12,13,17)

InChI key

IRSCQMHQWWYFCW-UHFFFAOYSA-N

General description

化学结构：核苷

Application

分子生物学中，当需要对目的基因进行同源重组时，更昔洛韦可用于选择随机重组事件。

Biochem/physiol Actions

更昔洛韦是一种前药核苷类似物，通过磷酸化激活。可用于癌症研究中基因治疗的研究。
在编码胸苷激酶的病毒自杀基因表达后，无毒前药转化成磷酸化的活性类似物并掺入复制真核细胞的DNA中，导致恶性分裂细胞死亡。在G2-M检查点不可逆转地阻滞细胞周期。研究了间隙连接在更昔洛韦旁观者效应中的参与情况。更昔洛韦用于研究端粒丢失 和评估病毒对抗病毒治疗的敏感性。

Features and Benefits

该化合物是ADME Tox研究的特色产品。点击此处 了解更多ADME Tox的特色产品。了解更多有关用于其他研究领域的生物活性小分子的信息，请访问sigma.com/discover-bsm。
该化合物由 Roche开发。想浏览其他制药公司开发的化合物和已批准药物/候选药物目录， 请单击此处。

Preparation Note

更昔洛韦可溶于0.1 M HCl(10 mg/ml)、DMSO(5 mg/ml)、水(2 mg/ml)、热甲醇和乙醇(<1 mg/ml)。
本品应在2-8℃下干燥保存，在此条件下可稳定保存3年。
更昔洛韦可溶于0.1 M HCl(10 mg/ml)。也可溶于DMSO(5 mg/ml)。

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pictograms

Health hazard
GHS08

signalword

Danger

Hazard Classifications

Muta. 1B - Repr. 2

存储类别

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, Gloves, type P3 (EN 143) respirator cartridges

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
089M4018V
13181119
019M4124V
097M4004V
13170201

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商品

DNA损伤和修复

DNA损伤和修复机制对于维持DNA完整性至关重要。细胞DNA的损伤与突变、癌症发展等有关。

DNA Damage and Repair

DNA damage and repair mechanism is vital for maintaining DNA integrity. Damage to cellular DNA is involved in mutagenesis, the development of cancer among others.

Bioactive Molecules for Immunology Research

Bioactive small molecules for immune system signaling target identification/validation and antibiotics, antivirals, and antifungals offered.

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Sunwen Chou
Reviews in medical virology, 18(4), 233-246 (2008-04-03)
Mutations in the human CMV UL97 kinase gene are a major mechanism of viral resistance to two anti-CMV drugs, ganciclovir (GCV) and maribavir (MBV). GCV, the most widely used and established therapy for CMV, is a substrate for the UL97
J K McGavin et al.
Drugs, 61(8), 1153-1183 (2001-07-24)
Ganciclovir is a nucleoside guanosine analogue which incorporates ganciclovir triphosphate (the active moiety) into DNA during elongation, thereby inhibiting viral replication. Comparative studies of pre-emptive and prophylactic ganciclovir therapies in bone marrow transplant (BMT) recipients have shown similar rates of
Takashi E Komatsu et al.
Antiviral research, 101, 12-25 (2013-11-05)
Human cytomegalovirus (HCMV) is a pathogen that can be life-threatening in immunocompromised individuals. Valganciclovir and its parent drug ganciclovir are currently the principle drugs used for the treatment or prevention of HCMV disease. The development of HCMV resistance to ganciclovir/valganciclovir
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全球贸易项目编号

货号GTIN
G2536-100MG04061833629017