2'-Desoxyadenosin-5'-(dihydrogenphosphat)

2'-dAMP · 2'-Deoxyadenosine-5'-monophosphate · D-AMP · 5'-dAMP · dAMP.H2 · 5'-dAMP.H2 · 2'-Deoxy-AMP · 2'-Deoxy-5'-AMP

Identifikatoren & physikalische Daten

CAS No.	653-63-4
Summenformel	C10H14N5O6P
Durchschnittliche Molmasse	331,22 g/mol
Monoisotopische Masse	331,06817018 g/mol
SMILES	Nc1ncnc2c1ncn2C1CC(O)C(COP(=O)(O)O)O1
InChIKey	KHWCHTKSEGGWEX-UHFFFAOYSA-N
PubChem CID	621
Lokaler Name	2'-Desoxyadenosin-5'-(dihydrogenphosphat)

Chemische & physikalische Eigenschaften

XLogP	-2,2
Polarare Oberfläche (TPSA)	166
H-Brücken-Donoren	4
H-Brücken-Akzeptoren	10
Frei drehbare Bindungen	4
Schwere Atome	22
Formalladung	0
Komplexität	452
Schmelzpunkt	148 °C
Siedepunkt	753.5±70.0 °C(Predicted)
Dichte	2.17
Lagerbedingungen	-20°C
Löslichkeit	DMSO (Slightly)Soluble in 1N ammonium hhydroxide (50 mg/ml) and water.
pKa (Säurekonstante)	1.86±0.10(Predicted)
Aggregatzustand	Crystalline Powder
Farbe	White
Biologische Quelle	synthetic (organic)
Stabilität	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 Datenbank	653-63-4(CAS DataBase Reference)

Sicherheit & Vorschriften

Wassergefährdungsklasse (WGK)	3
Zollcode	29349990
R-Sätze (R)	20/21/22-36/37/38
Gefahrensymbole	Xn,Xi
Sicherheitshinweise (S)	26-36-37/39-24/25
Lagerklasse	11 - Combustible Solids

Anwendungen & Verwendung

Beschreibung

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.

Verwenden

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