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Sigma-Aldrich

N6-Benzyladenosine

≥99.0%

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About This Item

Empirical Formula (Hill Notation):
C17H19N5O4
CAS Number:
4294-16-0
Molecular Weight:
357.36
Beilstein/REAXYS Number:
56815
EC Number:
224-298-9
MDL number:
MFCD00005740
UNSPSC Code:
12352200
PubChem Substance ID:
57647065

assay

≥99.0%

form

powder

mp

184-186 °C

storage temp.

2-8°C

SMILES string

OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(NCc4ccccc4)ncnc23

InChI

1S/C17H19N5O4/c23-7-11-13(24)14(25)17(26-11)22-9-21-12-15(19-8-20-16(12)22)18-6-10-4-2-1-3-5-10/h1-5,8-9,11,13-14,17,23-25H,6-7H2,(H,18,19,20)/t11-,13-,14-,17-/m1/s1

InChI key

MRPKNNSABYPGBF-LSCFUAHRSA-N

Gene Information

human ... ADORA3(140)
rat ... Adora1(29290) , Adora2a(25369) , Adora3(25370)

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Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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R G Luiten et al.
Nucleic acids research, 11(22), 8073-8085 (1983-11-25)
From in vitro protein synthesis studies and nucleotide sequence analysis it has been deduced that, unlike the major coat proteins of the hitherto studied filamentous bacterial viruses Ff (M13, fd and f1), IKe and Pf1, the major coat protein of
P Mlejnek
Journal of cellular biochemistry, 83(4), 678-689 (2001-12-18)
As an extension of our recently published work (Mlejnek and Kuglík [2000] J. Cell. Biochem. 77:6-17), the role of caspases in N(6)-benzylaminopurine riboside (BAPR)-induced apotosis in HL-60 cells was evaluated in this study. Here, BAPR-induced apoptosis was accompanied by activation
B C Froehler et al.
Nucleic acids research, 11(22), 8031-8036 (1983-11-25)
Sterically hindered N6-dialkylformamidine protected deoxyadenosine is more stable to acidic depurination than N6-benzoyldeoxyadenosine and is potentially a valuable protecting group in the synthesis of deoxyoligonucleotides.
Minetaro Arita et al.
The Journal of general virology, 89(Pt 10), 2518-2530 (2008-09-18)
Poliovirus (PV) and enterovirus 71 (EV71) cause severe neurological symptoms in their infections of the central nervous system. To identify compounds with anti-PV and anti-EV71 activities that would not allow the emergence of resistant mutants, we performed drug screening by
Karel Dolezal et al.
Bioorganic & medicinal chemistry, 15(11), 3737-3747 (2007-04-10)
Cytokinin activity of forty-eight 6-benzyladenosine derivatives at both the receptor and cellular levels as well as their anticancer properties were compared in various in vitro assays. The compounds were prepared by the condensation of 6-chloropurine riboside with corresponding substituted benzylamines
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