scholarly journals Synthesis of DNA Duplexes Containing Site-Specific Interstrand Cross-Links via Sequential Reductive Amination Reactions Involving Diamine Linkers and Abasic Sites on Complementary Oligodeoxynucleotides

2021 ◽  
Author(s):  
Kurt Housh ◽  
Kent S. Gates
Keyword(s):  
Reductive Amination ◽  
Dna Duplexes ◽  
Site Specific ◽  
Abasic Sites ◽  
Interstrand Cross Links ◽  
Cross Links

Fast, inexpensive, high-yielding, site-selective, chemical synthesis of cross-linked DNA duplexes via hydrazone formation between N[superscript 4]-aminocytidine and Ap-sites

2017 ◽  
Author(s):  
◽  
Jacqueline Gamboa Varela
Keyword(s):  
High Yield ◽  
Dna Duplexes ◽  
Cross Link ◽  
University Of Missouri ◽  
Cellular Processes ◽  
Abasic Sites ◽  
Interstrand Cross Links ◽  
Cross Links ◽  
The Cross ◽  
High Yields

[ACCESS RESTRICTED TO THE UNIVERSITY OF MISSOURI AT AUTHOR'S REQUEST.] DNA is the central molecule of biology as it stores the genetic information for cells to properly function and develop. Modifications to the DNA can stall cellular processes such as replication and transcription, leading the cell to recruit repair machinery or in some cases undergo apoptosis. Interstrand cross-links are particularly significant types of DNA damage because they prevent strand separation required for replication and transcription. Cross-links involve bonding between the two strands of DNA. The rate and mechanism of cross-link repair in cells are not well understood. A significant challenge in the study of cross-link repair is the synthesis of chemically well-defined DNA cross-links. Here we summarize the preparation of cross-links derived from the hydrazone formation between a non-natural nucleobase N4-aminocytidine and abasic sites in duplex DNA. The cross-link was generated rapidly and in high yield. The cross-link is stable under physiological conditions but, interestingly, can be reversibly dissociated and re-formed by thermal cycling between 20-80 [degrees]C. We provided evidence that the cross-link is stable against multiple agents and the cross-link is reversible. We used this chemistry to prepare structurally diverse cross-links for the utilization in cross-link repair studies. Overall, we developed a synthetic cross-link that is easily and rapidly prepared from commercially available reagents in high yields, at defined locations in duplexed DNA.

scholarly journals Construction of Plasmids Containing Site-Specific DNA Interstrand Cross-Links for Biochemical and Cell Biological Studies

2012 ◽  
pp. 203-219 ◽  
Author(s):  
Milica Enoiu ◽  
The Vinh Ho ◽  
David T. Long ◽  
Johannes C. Walter ◽  
Orlando D. Schärer
Keyword(s):  
Site Specific ◽  
Biological Studies ◽  
Interstrand Cross Links ◽  
Cross Links

scholarly journals Chemical and structural characterization of interstrand cross-links formed between abasic sites and adenine residues in duplex DNA

2015 ◽  
Vol 43 (7) ◽  
pp. 3434-3441 ◽  
Author(s):  
Nathan E. Price ◽  
Michael J. Catalano ◽  
Shuo Liu ◽  
Yinsheng Wang ◽  
Kent S. Gates
Keyword(s):  
Structural Characterization ◽  
Duplex Dna ◽  
Abasic Sites ◽  
Interstrand Cross Links ◽  
Cross Links

scholarly journals Generation of DNA Interstrand Cross-Links by Post-Synthetic Reductive Amination

2009 ◽  
Vol 11 (3) ◽  
pp. 661-664 ◽  
Author(s):  
Todor Angelov ◽  
Angelo Guainazzi ◽  
Orlando D. Schärer
Keyword(s):  
Reductive Amination ◽  
Interstrand Cross Links ◽  
Cross Links

scholarly journals Base Excision Repair Enzymes Protect Abasic Sites in Duplex DNA from Interstrand Cross-Links

Biochemistry ◽  
2015 ◽  
Vol 54 (9) ◽  
pp. 1849-1857 ◽  
Author(s):  
Suzanne J. Admiraal ◽  
Patrick J. O’Brien
Keyword(s):  
Base Excision Repair ◽  
Excision Repair ◽  
Duplex Dna ◽  
Abasic Sites ◽  
Repair Enzymes ◽  
Interstrand Cross Links ◽  
Cross Links ◽  
Base Excision

scholarly journals Chemical and strutural properties of DNA-abasic site cross-links

2014 ◽  
Author(s):  
◽  
Nathan Price
Keyword(s):  
Gel Electrophoresis ◽  
Structural Information ◽  
Sequence Specificity ◽  
Abasic Site ◽  
Cross Link ◽  
Dna Sequence Specificity ◽  
Abasic Sites ◽  
Interstrand Cross Links ◽  
Cross Links ◽  
Synthetic Standard

Here, we report on the formation of DNA interstrand cross-links. These cross-links form from abasic sites, an endogenous type of DNA damage. We have utilized gel electrophoresis, NMR, mass spectrometry and liquid chromatography to identify the location, DNA sequence specificity, stability and some structural information for these interstrand cross-links. Additionally, we have synthesized a small molecule standard which is identical to the enzymatically digested cross-link from duplex DNA. This synthetic standard can be used to increase sensitivity for future detection of DNA-abasic site cross-links.

Near-UV Induced Interstrand Cross-Links in Anthraquinone−DNA Duplexes

2006 ◽  
Vol 128 (46) ◽  
pp. 14798-14799 ◽  
Author(s):  
François Bergeron ◽  
Vandana K. Nair ◽  
J. Richard Wagner
Keyword(s):  
Dna Duplexes ◽  
Interstrand Cross Links ◽  
Cross Links

scholarly journals Unique Dynamic Properties of DNA Duplexes Containing Interstrand Cross-Links

Biochemistry ◽  
2011 ◽  
Vol 50 (5) ◽  
pp. 882-890 ◽  
Author(s):  
Joshua I. Friedman ◽  
Yu Lin Jiang ◽  
Paul S. Miller ◽  
James T. Stivers
Keyword(s):  
Dynamic Properties ◽  
Dna Duplexes ◽  
Interstrand Cross Links ◽  
Cross Links
Sign in / Sign up

Export Citation Format

Share Document