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D6375

Sigma-Aldrich

2′-Deoxyadenosine 5′-monophosphate

Sigma Grade, 98-100%

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Synonym(s):
2′-Deoxy-AMP, 2′-Deoxyadenylic acid, dAMP
Empirical Formula (Hill Notation):
C10H14N5O6P
CAS Number:
Molecular Weight:
331.22
EC Number:
MDL number:
eCl@ss:
32160414
PubChem Substance ID:
NACRES:
NA.51

biological source

synthetic (organic)

Quality Level

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

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This Item
D7750M9131D7625
biological source

synthetic (organic)

biological source

synthetic

biological source

synthetic (organic)

biological source

microbial (fermentation)

Quality Level

200

Quality Level

-

Quality Level

-

Quality Level

-

assay

98-100%

assay

≥95.0%

assay

≥98%

assay

≥98%

form

powder

form

powder

form

powder

form

powder

solubility

1 N NH4OH: 50 mg/mL, clear, colorless

solubility

1 M NH4OH: 50 mg/mL, clear, colorless

solubility

1 M NH4OH: 50 mg/mL, clear, colorless

solubility

-

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


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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
Yasuhiro Shimada et al.
Biological trace element research, 181(1), 164-172 (2017-04-22)
Poly-trans-[(2-carboxyethyl)germasesquioxane] (Ge-132) is a water-soluble organogermanium compound that exerts various physiological effects, including anti-inflammatory activity and pain relief. In water, Ge-132 is hydrolyzed to 3-(trihydroxygermyl)propanoic acid (THGP), which in turn is capable of interacting with cis-diol compounds through its trihydroxy
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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