AD – adenine

Name
WID	AD
Name	adenine
Traditional name	adenine
IUPAC name	7H-purin-6-amine
Cross references	ChEBI: 16708, PubChem: 3447, CAS: 73-24-5, PDBCCD: ADE, BiGG: ade, ... 4 more

Classification
Type	nucleobase

Structure
Empirical formula (pH 7.5)	H₅C₅N₅
SMILES (pH 7.5)	C1=NC2=C(N1)C(=NC=N2)N
Charge (pH 7.5)	0
Is hydrophobic	False
Molecular weight (Da)	135.13
van der Waals volume (pH 7.5; Å³ molecule^‑1)	107.19
Δ_fG^'o (pH 7.5, 25C, I = 0; kJ mol^‑1)	535.70
pI	7.81
logP	-0.570
logD (pH 7.5)	-0.580

Concentrations
Media composition (SP4; mM)	0.148

Function
Reaction participant	DNA base methylation (adenine ==> 3-methyladenine; N-methyl-N-nitrosourea) [c]: AD + MNU ⇒ m3AD + NU DNA radiation (gamma-ray) induced base oxidation (adenine ==> 2-hydroxyadenine; hydroxyl radical) AD[c] + gamma_radiation[e] + hydroxyl_radical[c] ⇒ H[c] + oxo2AD[c] DNA base methylation (adenine ==> 7-methyladenine; N-methyl-N'-nitro-N-nitrosoguanidine) [c]: AD + MNNG ⇒ m7AD + NNG DNA base ethylation (adenine ==> 7-ethyladenine; ethyl nitrosourea) [c]: AD + ENU ⇒ e7AD + NU DNA base methylation (adenine ==> 7-methyladenine; dimethyl sulfate) [c]: AD + MMSO4 ⇒ m7AD + MSO4 ... 35 more DNA base methylation (adenine ==> 7-methyladenine; methyl methanesulphonate) [c]: AD + MMS ⇒ m7AD + MS adenine phosphoribosyltransferase [c]: AD + PRPP ⇒ AMP + PPI DNA base ethylation (adenine ==> 7-ethyladenine; diethyl sulfate) [c]: AD + DES ⇒ e7AD + ES DNA base alkylation (adenine ==> 1,N6-etheno-adenine; chloroethylene oxide) [c]: AD + chloroethylene_oxide ⇒ CL + epsilon1N6AD + (2) H + OH DNA base methylation (adenine ==> 1-methyladenine; dimethyl sulfate) [c]: AD + H + MMSO4 ⇒ m1AD + MSO4 DNA base methylation (adenine ==> 1-methyladenine; methyl methanesulphonate) [c]: AD + H + MMS ⇒ m1AD + MS DNA base methylation (adenine ==> 3-methyladenine; dimethyl sulfate) [c]: AD + MMSO4 ⇒ m3AD + MSO4 DNA base methylation (adenine ==> 3-methyladenine; methyl methanesulphonate) [c]: AD + MMS ⇒ m3AD + MS DNA base ethylation (adenine ==> 6-ethyladenine; ethyl methanesulfonate) [c]: AD + EMS ⇒ e6AD + MS DNA radiation (gamma-ray) induced base oxidation (adenine ==> 8-hydroxyadenine; hydroxyl radical) AD[c] + gamma_radiation[e] + hydroxyl_radical[c] ⇒ H[c] + oxo8AD[c] DNA base amination (adenine ==> 2-amino-adenine; ammonia) [c]: AD + NH3 ⇒ (2) H + n2AD DNA base ethylation (adenine ==> 3-ethyladenine; ethyl nitrosourea) [c]: AD + ENU ⇒ e3AD + NU DNA base methylation (adenine ==> 1-methyladenine; N-methyl-N'-nitro-N-nitrosoguanidine) [c]: AD + H + MNNG ⇒ m1AD + NNG DNA base ethylation (adenine ==> 6-ethyladenine; ethyl nitrosourea) [c]: AD + ENU ⇒ e6AD + NU DNA base alkylation (adenine ==> N6-carbamoylmethyladenine; acetamide ) [c]: acetamide + AD ⇒ carbamoylmethyl6AD + (2) H DNA base ethylation (adenine ==> 7-ethyladenine; ethyl methanesulfonate) [c]: AD + EMS ⇒ e7AD + MS adenine transport via proton symport AD[e] + H[e] ⇔ AD[c] + H[c] DNA radiation (gamma-ray) induced base oxidation (adenine ==> 4,6-diamino-5-N-formamidopyrimidine; hydroxyl radical) AD[c] + gamma_radiation[e] + H[c] + hydroxyl_radical[c] ⇒ FAPyAD[c] DNA base ethylation (adenine ==> 3-ethyladenine; ethyl methanesulfonate) [c]: AD + EMS ⇒ e3AD + MS DNA base ethylation (adenine ==> 6-ethyladenine; diethyl sulfate) [c]: AD + DES ⇒ e6AD + ES DNA base methylation (adenine ==> 3-methyladenine; N-methyl-N'-nitro-N-nitrosoguanidine) [c]: AD + MNNG ⇒ m3AD + NNG DNA base ethylation (adenine ==> 1-ethyladenine; ethyl methanesulfonate) [c]: AD + EMS + H ⇒ e1AD + MS DNA base methylation (adenine ==> 7-methyladenine; N-methyl-N-nitrosourea) [c]: AD + MNU ⇒ m7AD + NU MunI DNA restriction/modification, DNA base methylation (adenine ==> 6-methyladenine; S-Adenosyl-L-methionine) [c]: AD + AMET ⇒ AHCYS + H + m6AD DNA base ethylation (adenine ==> 1-ethyladenine; ethyl nitrosourea) [c]: AD + ENU + H ⇒ e1AD + NU purine-nucleoside phosphorylase (Adenosine) [c]: AD + R1P ⇔ ADN + (2) H + PI DNA base methylation (adenine ==> 1-methyladenine; N-methyl-N-nitrosourea) [c]: AD + H + MNU ⇒ m1AD + NU Spontaneous base loss (adenine) [c]: DAMP + H2O ⇒ AD + DR5P purine-nucleoside phosphorylase (Deoxyadenosine) [c]: DA + PI ⇔ AD + DR1P adenine deaminase [c]: AD + H2O ⇒ HYXN + NH3 DNA base ethylation (adenine ==> 1-ethyladenine; diethyl sulfate) [c]: AD + DES + H ⇒ e1AD + ES Spontaneous base deamination (adenine ==> hypoxanthine) [c]: AD + H2O ⇒ HYXN + NH3 DNA base methylation (adenine ==> 6-methyladenine; Methyl radical) [c]: AD + CH3 ⇒ H + m6AD EcoD DNA restriction/modification, DNA base methylation (adenine ==> 6-methyladenine; S-Adenosyl-L-methionine) [c]: AD + AMET ⇒ AHCYS + H + m6AD DNA base ethylation (adenine ==> 3-ethyladenine; diethyl sulfate) [c]: AD + DES ⇒ e3AD + ES

Metadata
Created	2012-10-01 15:06:49
Last updated	2012-10-01 15:11:52