Document Detail


The application of nucleic acid chemistry to studies on the functional organization of gene control regions.
MedLine Citation:
PMID:  6300026     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
A new, extremely high yield method for synthesizing deoxyoligonucleotides has been developed. Syntheses are completed on a silica gel polymer support using appropriately protected deoxymononucleotide 3'-phosphoramidites. These mononucleotide intermediates are synthesized using simple organo chemical procedures and can be stored indefinitely as dry powders. Activation is achieved by adding a weak acid such as tetrazole to an acetonitrile solution of the mononucleotide. Chemical steps for the addition of one nucleotide to the support are the following: (1) detritylation using ZnBr2 in nitromethane/methanol (5 min); (2) condensation of a 5'-O-dimethoxytrityldeoxynucleoside 3'-methoxy-N, N-dimethylamino phosphine with the support bound nucleoside (5 min); (3) blocking unreacted, support bound nucleoside hydroxyl groups with acetic anhydride (5 min); (4) oxidation of the phosphite to the phosphate with I2 (2 min). Completed deoxyoligonucleotides are isolated by first sequentially treating with thiophenol, t-butylamine, ammonium hydroxide, and 80% acetic acid and then purifying to homogeneity by electrophoresis on polyacrylamide gels. The method is extremely fast (approximately 30 min per cycle), yields in excess of 98% per condensation are obtained, and isolation of the final product is a simple, one step purification. This methodology has been used to synthesize several lac operators containing altered sequences. The results of binding studies indicate that lac repressor does not recognize a unique DNA sequence.
Authors:
M H Caruthers
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Publication Detail:
Type:  Journal Article; Research Support, U.S. Gov't, Non-P.H.S.; Research Support, U.S. Gov't, P.H.S.    
Journal Detail:
Title:  Princess Takamatsu symposia     Volume:  12     ISSN:  -     ISO Abbreviation:  Int. Symp. Princess Takamatsu Cancer Res. Fund     Publication Date:  1982  
Date Detail:
Created Date:  1983-05-05     Completed Date:  1983-05-05     Revised Date:  2007-11-14    
Medline Journal Info:
Nlm Unique ID:  9301172     Medline TA:  Princess Takamatsu Symp     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  295-306     Citation Subset:  IM    
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MeSH Terms
Descriptor/Qualifier:
Base Sequence
DNA / genetics*
Genes*
Indicators and Reagents
Methods
Oligodeoxyribonucleotides / chemical synthesis*
Oligonucleotides / chemical synthesis*
Silicon Dioxide
Grant Support
ID/Acronym/Agency:
1 KO4 GM00076/GM/NIGMS NIH HHS; GM21120/GM/NIGMS NIH HHS; GM25680/GM/NIGMS NIH HHS
Chemical
Reg. No./Substance:
0/Indicators and Reagents; 0/Oligodeoxyribonucleotides; 0/Oligonucleotides; 60650-90-0/silochrome; 7631-86-9/Silicon Dioxide; 9007-49-2/DNA

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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