345700

Ganciclovir

A nucleoside analog structurally related to Acyclovir.

• 別名: Ganciclovir, 9-[(1,3-Dihydroxy-2-propoxy)methyl]guanine
• 実験式（ヒル表記法）: C₉H₁₃N₅O₄
• CAS番号: 82410-32-0
• 分子量: 255.23
• UNSPSCコード: 12352200
• NACRES: NA.77

特性

• 品質水準: 100
• アッセイ: ≥98% (HPLC)
• フォーム: solid
• メーカー／製品名: Calbiochem^®
• 保管条件: OK to freeze; desiccated
• 色: white
• 溶解性: 0.1 M HCl: 5 mg/mL
• 輸送温度: ambient
• 保管温度: −20°C
• 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

詳細

詳細

A nucleoside analog structurally related to Acyclovir (Cat. No. 114798). Acts as a prodrug that is activated by phosphorylation. Has been used in the study of “suicide” gene therapy in cancer research. Upon expression of a viral suicide gene encoding herpes simplex virus, thymidine kinase (TK), the non-toxic prodrug ganciclovir, is converted to an active phosphorylated analog that can be incorporated into the DNA of replicating eukaryotic cells, causing death of the malignant dividing cell. Causes an irreversible cell cycle arrest at the G₂/M checkpoint. Has also been used to study the loss of telomeres and to evaluate sensitivity of viruses to antiviral agents.

A nucleoside analog that is structurally related to Acyclovir (Cat. No. 114798). Acts as a pro-drug that is activated by phosphorylation. It has been used in the study of "suicide gene therapy" in cancer research. Upon expression of a viral suicide gene encoding herpes simplex virus thymidine kinase (TK), the non-toxic pro-drug is converted to the phosphorylated active analog and is incorporated into the DNA of replicating eukaryotic cells, causing death of the dividing malignant cells. Causes an irreversible cell cycle arrest at the G₂/M checkpoint. Has also been used to study the loss of telomers and to evaluate the sensitivity of viruses to anti-viral agents.

生物化学的／生理学的作用

Cell permeable: yes

Primary Target
Acts as a prodrug that is activated by phosphorylation

Product does not compete with ATP.

Reversible: no

包装

Packaged under inert gas

警告

Toxicity: Carcinogenic / Teratogenic (D)

再構成

Following reconstitution aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

その他情報

Aghi, M., et al. 2000. J. Gene Med.2, 148.
Qiao, J., et al. 2000. Hum. Gene Ther.11, 1569.
Cannon, J.S., et al. 1999. J. Virol.73, 4786.
Rubsam, L.Z., et al. 1999. Cancer Res.59, 669.
Sprung, C.N., et al. 1999. Proc. Natl. Acad. Sci. USA96, 6781.
Yamasaki, H., et al. 1999. C.R. Acad. Sci. III322, 151.
Halloran, P.J., and Fenton, R.G. 1998. Cancer Res.58, 3855.

法的情報

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

安全性情報

• ピクトグラム: GHS08
• シグナルワード: Danger
• 危険有害性情報: H340,H361fd
• 注意書き: P201 - P202 - P280 - P308 + P313 - P405 - P501
• 危険有害性の分類: Muta. 1B - Repr. 2
• 保管分類コード: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• 引火点(°F): Not applicable
• 引火点(℃): Not applicable