Alpha,beta-difluoromethylene deoxynucleoside 5'-triphosphates: a convenient synthesis of useful probes for DNA polymerase beta structure and function.
Alpha,beta-difluoromethylene deoxynucleoside 5'-triphosphates (dNTPs, N = A or C) are advantageously obtained via phosphorylation of corresponding dNDP analogues using catalytic ATP, PEP, nucleoside diphosphate kinase, and pyruvate kinase. DNA pol beta K(d) values for the alpha,beta-CF(2) and unmodified dNTPs, alpha,beta-NH dUTP, and the alpha,beta-CH(2) analogues of dATP and dGTP are discussed in relation to the conformations of alpha,beta-CF(2) dTTP versus alpha,beta-NH dUTP bound into the enzyme active site.
Upton
Thomas G
TG
Department of Chemistry, University of Southern California, Los Angeles, California 90089, USA.
Kashemirov
Boris A
BA
McKenna
Charles E
CE
Goodman
Myron F
MF
Prakash
G K Surya
GK
Kultyshev
Roman
R
Batra
Vinod K
VK
Shock
David D
DD
Pedersen
Lars C
LC
Beard
William A
WA
Wilson
Samuel H
SH
D000255:Adenosine Triphosphate / Q000378:metabolism*; D019951:DNA Polymerase beta / Q000378:metabolism*; D004259:DNA-Directed DNA Polymerase / Q000737:chemistry / Q000378:metabolism; D003838:Deoxyadenine Nucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D003845:Deoxycytosine Nucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D003848:Deoxyguanine Nucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D015335:Molecular Probes; D015394:Molecular Structure; D009701:Nucleoside-Diphosphate Kinase / Q000378:metabolism*; D011770:Pyruvate Kinase / Q000378:metabolism*; D013237:Stereoisomerism
D003838:Deoxyadenine Nucleotides; D003845:Deoxycytosine Nucleotides; D003848:Deoxyguanine Nucleotides; D015335:Molecular Probes; C029603:deoxyguanosine triphosphate; D000255:Adenosine Triphosphate; D011770:Pyruvate Kinase; D009701:Nucleoside-Diphosphate Kinase; D019951:DNA Polymerase beta; D004259:DNA-Directed DNA Polymerase; C026600:2'-deoxyadenosine triphosphate