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D8296

3-Deazaadenosine

Name: 3-Deazaadenosine
Brand: SIGMA

동의어(들):

4-Amino-1-(β-D-ribofuranosyl)-1H-imidazo(4,5)-pyridine

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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):

C₁₁H₁₄N₄O₄

CAS 번호:

6736-58-9

Molecular Weight:

266.25

NACRES:

NA.77

PubChem Substance ID:

24278391

UNSPSC Code:

51111800

MDL number:

MFCD00153951

Form:

powder

Quality level:

200

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도움 문의

form

powder

Quality Level

200

storage temp.

2-8°C

SMILES string

Nc1nccc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O

InChI

1S/C11H14N4O4/c12-10-7-5(1-2-13-10)15(4-14-7)11-9(18)8(17)6(3-16)19-11/h1-2,4,6,8-9,11,16-18H,3H2,(H2,12,13)/t6-,8-,9-,11-/m1/s1

InChI key

DBZQFUNLCALWDY-PNHWDRBUSA-N

Gene Information

rat ... Adora1(29290), Adora2a(25369), Adora3(25370)

Application

3-Deazaadenosine has been used as a methylation inhibitor:

to study the effect of m6A modification on suppressor of cytokine signaling 2 (SOCS2) expression in colon cancer cells
to study its effects on the expression of influenza A virus (IAV) proteins in human lung epithelial cell line
to evaluate its effects on the replication of SV40 virus in BSC40 cells

Biochem/physiol Actions

3-Deazaadenosine (DZA), an analog of adenosine, acts as a blocker of S-adenosylhomocysteine (SAH)-hydrolase, a regulator of cellular methyltransferase activity. It has been observed in inhibiting some of the factors involved in atherosclerosis and restenosis. DZA inhibits lymphocyte-mediated tumor cell lysis, macrophage phagocytosis, microfilament disorganization, monocyte, and neutrophil chemotaxis. It also inhibits histamine release by basophils, superoxide anion generation, and macrophage lysosomal secretion. DZA possesses anti-inflammatory, anti-human immunodeficiency virus (HIV) properties and inhibitory effects of cytokine expression that include interleukin-1β (IL-1β), tumor necrosis factor-α (TNF-α), and nuclear factor-κB (NF-κB) transcription activity.

Possesses antiviral activity inhibitor of leukocyte adhesion to TNF-treated endothelial cells.

저장 등급

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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시험 성적서(COA)

Lot/Batch Number

0000477755

0000410679

0000379922

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문서 라이브러리 방문

Evaluation of 3-deaza-adenosine analogues as ligands for adenosine kinase and inhibitors of Mycobacterium tuberculosis growth.

Mary C Long et al.

The Journal of antimicrobial chemotherapy, 59(1), 118-121 (2006-11-07)

Analyse a series of halogenated 3-deaza-adenosine analogues for efficacy against Mycobacterium tuberculosis H37Ra and determine if adenosine (Ado) kinase plays a role in the mechanism of action of these compounds. The MIC as determined by microdilution broth assay provided a

3-deazaadenosine inhibits leukocyte adhesion and ICAM-1 biosynthesis in tumor necrosis factor-stimulated human endothelial cells.

C H Jurgensen et al.

Journal of immunology (Baltimore, Md. : 1950), 144(2), 653-661 (1990-01-15)

Previous reports demonstrate that cultured human umbilical vein endothelial cells (HEC) treated with TNF and other inflammatory mediators show an increased capacity to adhere human neutrophils. This increase is associated with the up-regulation of intercellular adhesion molecule 1 (ICAM-1) and

YAP drives cell competition by activating choline metabolism.

Sachi Sunaga et al.

Biochemical and biophysical research communications, 572, 178-184 (2021-08-11)

Cell competition is a phenomenon that eliminates unfit cells from cell society, a function vital for maintaining cellular and organismal homeostasis. We previously showed that Madin-Darby canine kidney (MDCK) epithelial cells expressing the active form of the transcriptional coactivator Yes-associated

3-Deaza-adenosine and inhibition of HIV.

C W Flexner et al.

Lancet (London, England), 339(8790), 438-438 (1992-02-15)

3-Deazaadenosine prevents leukocyte invasion by suppression of adhesion molecule expression during acute cardiac allograft rejection: involvement of apoptotic cell death.

Horst Fingerhuth et al.

The Journal of heart and lung transplantation : the official publication of the International Society for Heart Transplantation, 23(8), 970-978 (2004-08-18)

In the initial phase after cardiac transplantation, mononuclear cells infiltrate the graft, initiating a relevant impulse for rejection. 3-Deazaadenosine (c3Ado), an analog of adenosine, has proven anti-inflammatory properties both in vitro and in vivo. We hypothesized that c3Ado can serve

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