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247847

Sigma-Aldrich

2,6-Diaminopurine

98%

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About This Item

Empirical Formula (Hill Notation):
C5H6N6
CAS Number:
1904-98-9
Molecular Weight:
150.14
EC Number:
217-605-2
MDL number:
MFCD00071537
UNSPSC Code:
12162002
PubChem Substance ID:
24854895
NACRES:
NA.23

assay

98%

mp

>300 °C (lit.)

SMILES string

Nc1nc(N)c2nc[nH]c2n1

InChI

1S/C5H6N6/c6-3-2-4(9-1-8-2)11-5(7)10-3/h1H,(H5,6,7,8,9,10,11)

InChI key

MSSXOMSJDRHRMC-UHFFFAOYSA-N

Related Categories

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Makoto Komiyama et al.
Nature protocols, 3(4), 646-654 (2008-04-05)
Pseudo-complementary peptide nucleic acid (pcPNA) is a DNA analog in which modified DNA bases 2,6-diaminopurine (D) and 2-thiouracil (U(s)) 'decorate' a poly[N-(2-aminoethyl)glycine] backbone, together with guanine (G) and cytosine (C). One of the most significant characteristics of pcPNA is its
Anna K Shchyolkina et al.
Nucleic acids research, 34(11), 3239-3245 (2006-06-27)
Several cellular processes involve alignment of three nucleic acids strands, in which the third strand (DNA or RNA) is identical and in a parallel orientation to one of the DNA duplex strands. Earlier, using 2-aminopurine as a fluorescent reporter base
Ana María Atria et al.
Acta crystallographica. Section C, Crystal structure communications, 67(Pt 5), m169-m172 (2011-05-05)
The two isomorphous title compounds, [M(C(5)H(7)N(6))(2)(C(9)H(6)O(4))(2)(H(2)O)(2)]·4H(2)O or M(2+)(Hdap(+))(2)(hpt(2-))(2)(H(2)O)(2)·4H(2)O {where dap is 2,6-diaminopurine, H(2)hpt is homophthalic acid [2-(2-carboxyphenyl)acetic acid] and M is Ni(II) or Co(II)}, consist of neutral M(2+)(Hdap(+))(2)(hpt(2-))(2)(H(2)O)(2) monomers, where the M(II) cation lies on an inversion centre and its
Rodolphe Suspène et al.
Nucleic acids research, 36(12), e72-e72 (2008-06-03)
DNA complementarity is expressed by way of three hydrogen bonds for a G:C base pair and two for A:T. As a result, careful control of the denaturation temperature of PCR allows selective amplification of AT-rich alleles. Yet for the same
Ondřej Baszczyňski et al.
Bioorganic & medicinal chemistry, 19(7), 2114-2124 (2011-03-25)
An efficient method for the synthesis of N(9)-[3-fluoro-2-(phosphonomethoxy)propyl] (FPMP) derivatives of purine bases has been developed. Both (R)- and (S)-enantiomers of the N(6)-substituted FPMP derivatives of adenine and 2,6-diaminopurine were prepared and their anti-human immunodeficiency virus (HIV) and anti-Moloney murine
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