345700
Ganciclovir
≥98% (HPLC), viral DNA elongation inhibitor, solid
동의어(들):
Ganciclovir, 9-[(1,3-Dihydroxy-2-propoxy)methyl]guanine
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제품정보 (DICE 배송 시 비용 별도)
실험식(Hill 표기법):
C9H13N5O4
CAS 번호:
Molecular Weight:
255.23
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
solid
Storage condition:
OK to freeze, desiccated
제품 이름
Ganciclovir, A nucleoside analog structurally related to Acyclovir.
Quality Segment
description
Merck USA index - 14, 4363
assay
≥98% (HPLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, desiccated
color
white
solubility
0.1 M HCl: 5 mg/mL
shipped in
ambient
storage temp.
−20°C
SMILES string
[n]1(c2[nH]c(n[c](c2nc1)=O)N)COC(CO)CO
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
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.
Biochem/physiol Actions
Cell permeable: yes
Primary Target
Acts as a prodrug that is activated by phosphorylation
Acts as a prodrug that is activated by phosphorylation
Product does not compete with ATP.
Reversible: no
Packaging
Packaged under inert gas
Preparation Note
Following reconstitution aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
Other Notes
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.
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.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Carcinogenic / Teratogenic (D)
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signalword
Danger
hcodes
Hazard Classifications
Muta. 1B - Repr. 2
저장 등급
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