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D6375

Sigma-Aldrich

2′-Deoxyadenosine 5′-monophosphate

Sigma Grade, 98-100%

Synonym(s):

2′-Deoxy-AMP, 2′-Deoxyadenylic acid, dAMP

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About This Item

Empirical Formula (Hill Notation):
C10H14N5O6P
CAS Number:
653-63-4
Molecular Weight:
331.22
EC Number:
211-503-1
MDL number:
MFCD00005753
UNSPSC Code:
41106305
eCl@ss:
32160414
PubChem Substance ID:
24894020
NACRES:
NA.51
Pricing and availability is not currently available.

biological source

synthetic (organic)

grade

Sigma Grade

Assay

98-100%

form

powder

solubility

1 N NH4OH: 50 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

Nc1ncnc2n(cnc12)[C@H]3C[C@H](O)[C@@H](COP(O)(O)=O)O3

InChI

1S/C10H14N5O6P/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(21-7)2-20-22(17,18)19/h3-7,16H,1-2H2,(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1

InChI key

KHWCHTKSEGGWEX-RRKCRQDMSA-N

General description

N2′-Deoxyadenosine 5′-monophosphate is a nucleotide that serves as a building block for DNA synthesis.[1]

Application

2’-deoxyadenosine-5’-monophosphatehas been used to study proteins via UV resonance Raman spectroscopy.[2]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000395530
0000393699
0000393699
0000395530
0000295711

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Joe A B McCann et al.
Journal of the American Chemical Society, 129(22), 7055-7064 (2007-05-15)
Multiple kinetic isotope effects (KIEs) on deoxyadenosine monophosphate (dAMP) hydrolysis in 0.1 M HCl were used to determine the transition state (TS) structure and probe its intrinsic reactivity. The experimental KIEs revealed a stepwise (SN1) mechanism, with a discrete oxacarbenium
Chang Chen et al.
Nature communications, 9(1), 1733-1733 (2018-05-02)
Solid-state nanopores promise a scalable platform for single-molecule DNA analysis. Direct, real-time identification of nucleobases in DNA strands is still limited by the sensitivity and the spatial resolution of established ionic sensing strategies. Here, we study a different but promising
Gabriela Petroselli et al.
Organic & biomolecular chemistry, 5(17), 2792-2799 (2007-08-19)
UV-A radiation (320-400 nm) induces damages to the DNA molecule and its components through photosensitized reactions. Pterins, heterocyclic compounds widespread in biological systems, participate in relevant biological processes and are able to act as photosensitizers. We have investigated the photosensitization
Toxic effects and DNA transformation
Savkovic S J
Journal of Separation Science, 6, 15-19 (2018)
Katsuhiko Sumitomo et al.
Scientific reports, 9(1), 13947-13947 (2019-09-29)
The use of DNA markers has revolutionized selection in crop breeding by linkage mapping and QTL analysis, but major problems still remain for polyploid species where marker-assisted selection lags behind the situation in diploids because of its high genome complexity.
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