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Merck
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주요 문서

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A4669

Sigma-Aldrich

Acycloguanosine

≥99% (HPLC), powder

동의어(들):

9-[(2-Hydroxyethoxy)methyl]guanine, Acyclovir

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About This Item

실험식(Hill 표기법):
C8H11N5O3
CAS Number:
59277-89-3
Molecular Weight:
225.20
EC Number:
261-685-1
MDL number:
MFCD00057880
UNSPSC 코드:
12352200
PubChem Substance ID:
24278078
NACRES:
NA.77
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분석

≥99% (HPLC)

양식

powder

색상

white

solubility

H2O: 0.7 mg/mL
1 M HCl: 50 mg/mL
DMSO: 7 mg/mL

ε (흡광계수)

11.8 at 256 nm at 1 mM

항생제 활성 스펙트럼

viruses

동작 모드

DNA synthesis | interferes

주관자

GlaxoSmithKline

SMILES string

NC1=Nc2c(ncn2COCCO)C(=O)N1

InChI

1S/C8H11N5O3/c9-8-11-6-5(7(15)12-8)10-3-13(6)4-16-2-1-14/h3,14H,1-2,4H2,(H3,9,11,12,15)

InChI key

MKUXAQIIEYXACX-UHFFFAOYSA-N

유전자 정보

human ... HV1S(3365) , NP(4860)

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일반 설명

Acycloguanosine or acyclovir is a guanosine analog.[1]

애플리케이션

Acycloguanosine has been used as an inhibitor of herpes simplex virus type I:
  • to serve as a positive control to compare the antiviral activities of mushroom extracts in cytotoxic assays using Vero cells[2]
  • in infection studies to test its effect on voltage-gated sodium channels (VGSC) using human dorsal root ganglion-derived neuronal (HD10.6) cells[3]
  • to test its effect on the interferon-stimulated gene (ISG) expression induction (Mx1 and ISG15) in human foreskin fibroblast cells[4]

생화학적/생리학적 작용

Acycloguanosine is an antiviral agent and is converted to acycloguanosine triphosphate by herpes simplex virus thymidine kinase (HSV-TK). It competitively inhibits the viral DNA polymerase.[1] It is less effective against cytomegalovirus and Epstein-Barr virus.[5] Acycloguanosine has been used to study herpes simplex virus latency.[5] It may act against human immunodeficiency virus 1 (HIV-1) as well.[6]

특징 및 장점

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)

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시험 성적서(COA)

Lot/Batch Number
117F0756

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COA 검색

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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

Hasan Hüseyin Doğan et al.
International journal of medicinal mushrooms, 20(3), 201-212 (2018-05-03)
Despite considerable recent work to reveal different features of mushrooms species, the few studies of antiviral activities are inadequate and therefore further studies are required. Morchella conica, M. esculenta, Terfezia boudieri, Pleurotus ostreatus, Tricholoma anatolicum, Fomes fomentarius, Laetiporus sulphureus, Phellinus
Haniza Hassan et al.
Nanomaterials (Basel, Switzerland), 10(9) (2020-09-13)
Acyclovir is an antiviral drug used for the treatment of herpes simplex virus infection. Its oral bioavailability is low; therefore, frequent and high doses are prescribed for optimum therapeutic efficacy. Moreover, the current therapeutic regimen of acyclovir is associated with
Faith O Osinaga et al.
Pharmaceuticals (Basel, Switzerland), 16(8) (2023-08-26)
We reported that gamma-hydroxybutyrate (GHB) is released upon Herpes Simplex Virus Type-1 (HSV-1) acute infection. However, the cellular biochemical processes involved in the production of GHB in infected cells are unclear. This study aims to shed light on the biochemical
Andrea Lisco et al.
Cell host & microbe, 4(3), 260-270 (2008-09-10)
For most viruses, there is a need for antimicrobials that target unique viral molecular properties. Acyclovir (ACV) is one such drug. It is activated into a human herpesvirus (HHV) DNA polymerase inhibitor exclusively by HHV kinases and, thus, does not
J J O'Brien et al.
Drugs, 37(3), 233-309 (1989-03-01)
Acyclovir (aciclovir) is a nucleoside antiviral drug with antiviral activity in vitro against members of the herpes group of DNA viruses. As an established treatment of herpes simplex infection, intravenous, oral and to a lesser extent topical formulations of acyclovir
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