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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

biological source

synthetic (organic)

Quality Level

200

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.

Application

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Bertfried Matz et al.
The Journal of general virology, 100(5), 812-827 (2019-03-30)
Parvovirus B19 (B19V) possesses a linear single-stranded DNA genome of either positive or negative polarity. Due to intramolecular sequence homologies, either strand may theoretically be folded in several alternative ways. Viral DNA, when extracted from virions by several procedures, presents
Kathryn W Woodburn et al.
Antibiotics (Basel, Switzerland), 9(1) (2020-01-17)
Acne vulgaris, caused by the Gram-positive bacterium Cutibacterium acnes, is a prevalent dermatologic condition with substantial cutaneous and psychological morbidity. Mild acne is treated with topical antibiotics with more severe inflammatory forms requiring the prolonged use of oral antibiotics, resulting
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