G2536

更昔洛韦

Name: 更昔洛韦
Brand: SIGMA

≥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

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产品名称

更昔洛韦, ≥99% (HPLC), powder

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

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

Quality Level

300

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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。

General description

化学结构：核苷

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)。

pictograms

GHS08

signalword

Danger

hcodes

H340,H361fd

pcodes

P201 - P202 - P280 - P308 + P313 - P405 - P501

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:

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Chromosome healing in mouse embryonic stem cells.

C N Sprung et al.

Proceedings of the National Academy of Sciences of the United States of America, 96(12), 6781-6786 (1999-06-09)

The addition of new telomeres to the ends of broken chromosomes, termed chromosome healing, has been extensively studied in unicellular organisms; however, its role in the mammalian cell response to double-strand breaks is unknown. A system for analysis of chromosome

Cytomegalovirus UL97 mutations in the era of ganciclovir and maribavir.

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

Partial Ablation of Non-Myogenic Progenitor Cells as a Therapeutic Approach to Duchenne Muscular Dystrophy.

Zhanguo Gao et al.

Biomolecules, 11(10) (2021-10-24)

Duchenne muscular dystrophy (DMD), caused by the loss of dystrophin, remains incurable. Reduction in muscle regeneration with DMD is associated with the accumulation of fibroadipogenic progenitors (FAPs) differentiating into myofibroblasts and leading to a buildup of the collagenous tissue aggravating

Ganciclovir in solid organ transplant recipients: is there a role for clinical pharmacokinetic monitoring?

Julie Cates Scott et al.

Therapeutic drug monitoring, 26(1), 68-77 (2004-01-30)

The authors use a previously published decision-making algorithm to address the role of clinical pharmacokinetic monitoring of ganciclovir, the drug of choice for prophylaxis and treatment of cytomegalovirus (CMV) in solid organ transplant recipients. Ganciclovir pharmacokinetics have been studied in

Cytotoxicity and accumulation of ganciclovir triphosphate in bystander cells cocultured with herpes simplex virus type 1 thymidine kinase-expressing human glioblastoma cells.

L Z Rubsam et al.

Cancer research, 59(3), 669-675 (1999-02-11)

The ability of herpes simplex virus type 1 thymidine kinase (HSV-TK)-expressing cells incubated with ganciclovir (GCV) to induce cytotoxicity in neighboring HSV-TK-negative (bystander) cells has been well documented. Although it has been suggested that this bystander cell killing occurs through

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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。

更昔洛韦

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

选择尺寸

关于此项目

主要文件

属性

产品名称

SMILES string

InChI

InChI key

assay

form

color

solubility

ε (extinction coefficient)

antibiotic activity spectrum

mode of action

originator

storage temp.

Quality Level

相关类别

说明

Application

Biochem/physiol Actions

Features and Benefits

General description

Preparation Note

安全信息

pictograms

signalword

hcodes

pcodes

Hazard Classifications

存储类别

wgk

flash_point_f

flash_point_c

ppe

文件

分析证书(COA)

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