2'-Deoxyadenosine 5'-phosphate Chemical Properties

Melting point:

148 °C

Boiling point:

753.5±70.0 °C(Predicted)

Density 

2.17

storage temp. 

-20°C

solubility 

DMSO (Slightly)

pka

1.86±0.10(Predicted)

form 

Crystalline Powder

color 

White

biological source

synthetic (organic)

Water Solubility 

Soluble in 1N ammonium hhydroxide (50 mg/ml) and water.

Stability:

Hygroscopic

InChI

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

InChIKey

KHWCHTKSEGGWEX-RRKCRQDMSA-N

SMILES

P(OC[C@H]1O[C@@H](N2C3C(=C(N=CN=3)N)N=C2)C[C@@H]1O)(O)(O)=O

CAS DataBase Reference

653-63-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-36-37/39-24/25

WGK Germany 

3

HS Code 

29349990

MSDS

• Language:English Provider:2'-Deoxyadenosine 5'-monophosphate
• Language:English Provider:SigmaAldrich

2'-Deoxyadenosine 5'-phosphate Usage And Synthesis

Description

2’-Deoxyadenosine-5''-monophosphate is a derivative of the nucleic acid, AMP, in which the hydroxyl group on the 2'' carbon of the pentose has been reduced to a hydrogen atom. It has been used in the synthesis of novel photoaffinity labels for incorporation into DNA and to study adenosine-based interactions during DNA synthesis and DNA damage.

Chemical Properties

Crystalline

Uses

2’-Deoxyadenosine 5’Monophosphate is the first nucleotide of the phi 29 DNA.

Definition

ChEBI: 2'-deoxyadenosine 5'-monophosphate is a purine 2'-deoxyribonucleoside 5'-monophosphate having adenine as the nucleobase. It has a role as a fundamental metabolite. It is a purine 2'-deoxyribonucleoside 5'-monophosphate and a 2'-deoxyadenosine 5'-phosphate. It is a conjugate acid of a 2'-deoxyadenosine 5'-monophosphate(2-).

References

[1] M ZOFALL  B B. Two novel dATP analogs for DNA photoaffinity labeling.[J]. Nucleic Acids Research, 2000, 28 21: 4382-4390. DOI: 10.1093/nar/28.21.4382
[2] De Souza, F.I., Zumiotti, A.V., and Da Silva, C.F. Neuregulins 1-α and 1-β on the regeneration the peripheral nerves[J]. Acta Ortop Bras.
[3] V DUARTE  C J B  J G Muller. Insertion of dGMP and dAMP during in vitro DNA synthesis opposite an oxidized form of 7,8-dihydro-8-oxoguanine.[J]. Nucleic Acids Research, 1999, 27 2: 496-502. DOI: 10.1093/nar/27.2.496

2'-Deoxyadenosine 5'-phosphate(653-63-4)Related Product Information

• 5'-Deoxyadenosylcobalamin
• Tributyl phosphate
• Vidarabine monophosphate
• Tylosin phosphate
• AMPHISOL A
• Cyclic AMP
• Ethyl 2-(Chlorosulfonyl)acetate
• Calcium phosphate
• 2'-Deoxyadenosine monohydrate
• Sodium Phosphate Monobasic Monohydrate
• ADENOSINE 5'-TRIPHOSPHATASE
• Adenosine5'-(tetrahydrogen triphosphate), disodiuM salt, trihydrate (9CI)
• Trisodium phosphate
• Vidarabine
• ADP
• 2'-Deoxyadenosine
• Adenosine 5'-monophosphate
• phosphate