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SML2346

Ganciclovir

Name: Ganciclovir
Brand: SIGMA

≥99% (HPLC), DMSO solution, viral DNA elongation inhibitor

Synonym(s):

Ganciclovir ready made solution, 2-Amino-1,9-dihydro-9-[[2-hydroxy-1-(hydroxymethyl)ethoxy]methyl]-6H-purin-6-one, 9-(1,3-Dihydroxy-2-propoxymethyl)guanine, DHPG

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About This Item

Empirical Formula (Hill Notation):

C₉H₁₃N₅O₄

CAS Number:

82410-32-0

Molecular Weight:

255.23

UNSPSC Code:

12352200

NACRES:

NA.77

MDL number:

MFCD12197280

Assay:

≥99% (HPLC)

Form:

DMSO solution

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Product Name

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

assay

≥99% (HPLC)

form

DMSO solution

concentration

10 mM in DMSO

storage temp.

2-8°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

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Bioactive Small Molecules

Application

Ganciclovir ready-made solution has been used in combination with resveratrol to study its effect on melanoma cells. It has also been used as a synthetic substrate for viral thymidine kinase to study its effects on human-inducible pluripotent stem cells.

Biochem/physiol Actions

Ganciclovir is a nucleoside guanosine analog that contains an active moiety, ganciclovir triphosphate. This active moiety can inhibit viral replication by interrupting the viral DNA during elongation. Ganciclovir is a potent agent in preventing cytomegalovirus (CMV) retinitis disease in human immunodeficiency virus (HIV) patients. It exhibits therapeutic effects against CMV disease involving the lungs, liver, and gastrointestinal tract. Ganciclovir can be enzymatically phosphorylated to an active triphosphate analog by herpes simplex virus thymidine kinase (HSV-TK) or host-encoded deoxyguanosine kinase. It has the potential to treat allogeneic bone marrow, kidney, heart, liver, and lung transplantations.

Other Notes

Ganciclovir ready made solution in DMSO is provided at 10mM concentration (2.55mg/mL). It is suggested to dilute the provided ready made solution to a working concentration of 2-100μM for cell culture applications.

pictograms

GHS08

signalword

Danger

hcodes

H340

pcodes

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

Hazard Classifications

Muta. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 2

flash_point_f

188.6 °F - closed cup

flash_point_c

87 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number

0000432865

0000389715

0000360327

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The role of ganciclovir for the management of cytomegalovirus retinitis in HIV patients: Pharmacological review and update on new developments.

A Tseng et al.

The Canadian journal of infectious diseases = Journal canadien des maladies infectieuses, 7(3), 183-194 (1996-05-01)

To review the pharmacology and pharmacokinetics of intravenous, oral and intraocular ganciclovir, and to discuss the role of these various formulations in the management of cytomegalovirus (CMV) retinitis in AIDS patients. A MEDLINE search (1987 through November 1995) of English-language

Following universal prophylaxis with intravenous ganciclovir and cytomegalovirus immune globulin, valganciclovir is safe and effective for prevention of CMV infection following lung transplantation.

Zamora, et al.

American Journal of Transplantation : Official Journal of the American Society of Transplantation and the American Society of Transplant Surgeons, 4, 1635-1642 (2016)

Targeting of herpes simplex virus 1 thymidine kinase gene sequences into the OCT4 locus of human induced pluripotent stem cells.

Ou, et al.

PLoS ONE, 8, e81131-e81131 (2015)

Human herpesvirus 8-encoded thymidine kinase and phosphotransferase homologues confer sensitivity to ganciclovir.

J S Cannon et al.

Journal of virology, 73(6), 4786-4793 (1999-05-11)

Human herpesvirus 8 (HHV-8) sensitivity to the nucleoside analog ganciclovir (GCV) suggests the presence of a virally encoded kinase that catalyzes the initial phosphorylation of GCV. Analysis of the HHV-8 genome identified two candidate kinases: proteins encoded by open reading

Synergistic inhibitory effect of resveratrol and TK/GCV therapy on melanoma cells.

Yuan Chen et al.

Journal of cancer research and clinical oncology, 146(6), 1489-1499 (2020-04-05)

To investigate the synergistic effect of resveratrol on the bystander effect of TK/GCV suicide gene system in melanoma cells. The effect of resveratrol on the growth of B16 cells and the synergistic effect of resveratrol with or without GCV were

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Global Trade Item Number

SKU	GTIN
SML2346-1ML	04061838510945

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