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B3131

Sigma-Aldrich

8-Bromoadenosine 5′-monophosphate

≥98%

Synonym(s):

8-Br-AMP

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About This Item

Empirical Formula (Hill Notation):
C10H13BrN5O7P
CAS Number:
23567-96-6
Molecular Weight:
426.12
MDL number:
MFCD00056945
UNSPSC Code:
41106305
PubChem Substance ID:
24891684
NACRES:
NA.51

biological source

synthetic (organic)

Assay

≥98%

form

powder

solubility

water: 100 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

Nc1ncnc2n(C3OC(COP(O)(O)=O)C(O)C3O)c(Br)nc12

InChI

1S/C10H13BrN5O7P/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-6(18)5(17)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,17-18H,1H2,(H2,12,13,14)(H2,19,20,21)

InChI key

DNPIJKNXFSPNNY-UHFFFAOYSA-N

Related Categories

Application

8-Bromoadenosine 5′′-monophosphate (8-Br-AMP) is an analogue of 5′-AMP useful for receptor mapping studies; as a starting structure for 8-modified 5′-AMP derivatives and for synthesis of poly-8-bromoriboadenylic acid.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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J O Folayan et al.
Journal of biochemistry, 96(4), 1297-1301 (1984-10-01)
Poly-8-bromoriboadenylic acid was synthesized by the bromination of adenosine-5'-monophosphate to yield 8-bromoadenosine-5'-monophosphate which on conversion to the 5'-diphosphate form was polymerized by polynucleotide phosphorylase (PNPase). The polymer formed a 1:1 hybrid with polyribouridylic acid and the hybrid was found to
Rongkuan Hu et al.
PloS one, 8(8), e73527-e73527 (2013-08-24)
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Guido Michels et al.
PloS one, 3(1), e1511-e1511 (2008-01-31)
Hyperpolarization-activated, cyclic nucleotide sensitive (HCN) channels underlie the pacemaker current I(f), which plays an essential role in spontaneous cardiac activity. HCN channel subunits (HCN1-4) are believed to be modulated by additional regulatory proteins, which still have to be identified. Using
Gijs Teklenburg et al.
PloS one, 7(3), e32701-e32701 (2012-03-14)
Female mammals inactivate one of their two X-chromosomes to compensate for the difference in gene-dosage with males that have just one X-chromosome. X-chromosome inactivation is initiated by the expression of the non-coding RNA Xist, which coats the X-chromosome in cis
Gijs Teklenburg et al.
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