Abdul-Masih M T, Bessman M J
J Biol Chem. 1986 Feb 15;261(5):2020-6.
The nucleotide analogue, 6-N-hydroxylaminopurine deoxynucleoside triphosphate (dHAPTP) has been synthesized from 6-chloropurine by a procedure involving both enzymatic and chemical reagents. In a series of experiments involving several different DNA polymerases including 3 procaryotic and 2 eucaryotic enzymes, it was shown that dHAPTP is ambiguous in its base-pairing characteristics, since it can replace both dATP and dGTP in DNA synthesis. It was also shown that different enzymes have different capacities to distinguish dHAPTP from the canonical deoxynucleoside triphosphates. These results are consistent with (but do not prove) the hypothesis that the mechanism of 6-N-hydroxylaminopurine mutagenesis seen in both eucaryotic and procaryotic organisms is due to its conversion, in vivo, to a deoxynucleoside triphosphate which is incorporated ambiguously for dATP and dGTP during DNA replication.
核苷酸类似物6 - N - 羟基氨基嘌呤脱氧核苷三磷酸（dHAPTP）已通过一种涉及酶试剂和化学试剂的方法从6 - 氯嘌呤合成。在一系列涉及几种不同DNA聚合酶（包括3种原核酶和2种真核酶）的实验中，结果表明dHAPTP在碱基配对特性上具有模糊性，因为它在DNA合成中既能替代dATP也能替代dGTP。还表明不同的酶区分dHAPTP和标准脱氧核苷三磷酸的能力不同。这些结果与（但不能证明）以下假设一致：在真核生物和原核生物中观察到的6 - N - 羟基氨基嘌呤诱变机制是由于其在体内转化为一种脱氧核苷三磷酸，该脱氧核苷三磷酸在DNA复制过程中对dATP和dGTP的掺入具有模糊性。
