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345700

Ganciclovir

≥98% (HPLC), viral DNA elongation inhibitor, solid

Synonym(s):

Ganciclovir, 9-[(1,3-Dihydroxy-2-propoxy)methyl]guanine

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Size/SKUAvailabilityPrice
50 mg
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$292.00

About This Item

Empirical Formula (Hill Notation):
C9H13N5O4
CAS Number:
82410-32-0
Molecular Weight:
255.23
MDL number:
MFCD00870588
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
solid
Storage condition:
OK to freeze, desiccated

$292.00

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Product Name

Ganciclovir, A nucleoside analog structurally related to Acyclovir.

Quality Segment

100

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
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.

Legal Information

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

Disclaimer

Toxicity: Carcinogenic / Teratogenic (D)

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This Item
Y00011291288306SML2346
Ganciclovir A nucleoside analog structurally related to Acyclovir.

Sigma-Aldrich

345700

Ganciclovir

Ganciclovir European Pharmacopoeia (EP) Reference Standard

Y0001129

Ganciclovir

Ganciclovir United States Pharmacopeia (USP) Reference Standard

USP

1288306

Ganciclovir

Ganciclovir ready made solution ≥99% (HPLC), 10 mM in DMSO

Sigma-Aldrich

SML2346

Ganciclovir ready made solution

description

A nucleoside analog structurally related to Acyclovir.

description

European Pharmacopoeia (EP) Reference Standard

description

United States Pharmacopeia (USP) Reference Standard

description

≥99% (HPLC), 10 mM in DMSO

assay

≥98% (HPLC)

assay

-

assay

-

assay

≥99% (HPLC)

form

solid

form

-

form

-

form

DMSO solution

Quality Level

100

Quality Level

-

Quality Level

-

Quality Level

-

manufacturer/tradename

Calbiochem®

manufacturer/tradename

EDQM

manufacturer/tradename

USP

manufacturer/tradename

-

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage condition

OK to freeze, desiccated

storage condition

-

storage condition

-

storage condition

-

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pictograms

Health hazard
GHS08

signalword

Danger

Hazard Classifications

Muta. 1B - Repr. 2

Storage Class

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

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