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词条 DNaM
释义

  1. References

{{chembox
|Name=dNaM
|ImageFile1=dNaM-skeletal.png
|ImageName1=2D structure of dNaM
| IUPACName = (1R)-1,4-Anhydro-2-deoxy-1-(3-methoxy-2-naphthyl)-D-erythro-pentitol
|Section1= {{Chembox Identifiers
| CASNo = 1117893-19-2
| ChemSpiderID = 58191600
| PubChem = 102129315
| SMILES = COc1cc2ccccc2cc1[C@H]3C[C@@H]([C@H](O3)CO)O
| StdInChI = 1S/C16H18O4/c1-19-14-7-11-5-3-2-4-10(11)6-12(14)15-8-13(18)16(9-17)20-15/h2-7,13,15-18H,8-9H2,1H3/t13-,15+,16+/m0/s1
| StdInChIKey = XVSHFDVHYNHNDU-NUEKZKHPSA-N
}}

dNaM is an artificial nucleoside containing a 3-methoxy-2-naphthyl group instead of a base.

It pairs up with d5SICS in a hydrophobic interaction. It was not able to be removed by the error-correcting machinery of the E. coli into which it was inserted.[1][2] The pairing of d5SICS–dNaM is mediated by packing and hydrophobic forces instead of hydrogen bonding, which occurs in natural base pairs. Therefore, in free DNA, rings of d5SICS and dNaM are placed in parallel planes instead of the same plane.[3]

References

1. ^{{cite web |url=http://www.rsc.org/chemistryworld/2014/05/bacterium-survives-unnatural-dna-transplant |title=Bacterium survives unnatural DNA transplant |newspaper=Rsc.org |date= |author= |accessdate= July 29, 2015}}
2. ^{{cite web |url=http://www.pnas.org/content/109/30/12005 |title=Efficient and sequence-independent replication of DNA containing a third base pair establishes a functional six-letter genetic alphabet |newspaper=Pnas.org |date= |author= |accessdate= July 29, 2015}}
3. ^{{cite journal |title=Structural Insights into DNA Replication Without Hydrogen-Bonds | doi=10.1021/ja409609j | journal=J Am Chem Soc | year=2013 | last1=Betz | first1=Karin | display-authors=etal| pmc=3982147 }}
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2 : Nucleosides|Synthetic biology

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