1. IN THE GAS PHASE AND IN SOLUTION
DNA SUGARS:
IN THE GAS PHASE AND IN SOLUTION
Iciar Uriarte
Spectroscopy Group, Universidad del País Vasco
Bilbao, Spain
ISMS, Champaign-Urbana, Illinois, June 2017

2. Sugars in DNA/RNA
Sugars
DNA
Sugar
DEOXYRIBOSE
RNA
Sugar
RIBOSE

3. D-ribose α Pyranose β Open chain α Furanose β 4C1 1C4 Ribose 4C1 1C4
3T4
1T2

4. RNA DNA Ribopyranoside Chemical synthesis Deoxyribopyranoside
Ribose
Ribopyranoside
Angew. Chem. Int. Ed.
51, , 2012
Chemical synthesis
Deoxyribopyranoside
Angew. Chem. Int. Ed.
52, , 2013
RNA
Chemical synthesis
DNA
Methyl β-D-ribofuranoside
Chem. Commun.
52, , 2016
Methyl deoxyribofuranoside

5. Arbitrary Wave Generator
Methodology
CP-FTMW
Arbitrary Wave Generator
Chamber
Scope
Amplifier
Resolution: ~ 10 kHz | Broadband (7-18 GHz)

6. CP-FTMW 3 valves Chamber Methodology
Resolution: ~ 10 kHz | Broadband (7-18 GHz)

7. Ultrafast laser vaporization
Methodology
FTMW
Ultrafast laser vaporization
Resolution: ~ 3 kHz | Bandwidth ~ 1MHz

8. Vaporization method Syrup Powder
Methodology
Vaporization method
Heating
Ultrafast laser
Syrup
Powder

9. Alpha
Rotational spectrum
13C in natural abundance
~ 20M cycles

10. Alpha GG GA1 GA2 Same ring puckering (~ 2T1) 0.0 kJ/mol 2.6 kJ/mol
∆(E+ZPE) at B3LYP-D3/ G(d,p)

11. Beta
Rotational spectrum
13C in natural abundance
~ 40M cycles

12. Beta 4E E2-1T2 GG GA1 GA2 Change in ring puckering 0.0 kJ/mol
∆(E+ZPE) at B3LYP-D3/ G(d,p)

13. Cremer-Pople diagram
Ring puckering α β

14. Aqueous solution β NMR spectroscopy Combination of: Molecular Dynamics
NMR (aqueous media)
NMR spectroscopy
Molecular Dynamics
Combination of:
2.8%
4.3%
6.6%
6.8%
4.1%
2.1%
1.4%
1.6%
1.5%
1.7%
1.9%
3.4%
7.9%
15.3%
14.6%
9.6%
5.6%
3.8%
2.7%
2.4% β

15. Aqueous solution β 9.6% 14.6% 15.3% NMR (aqueous media) 2.8% 2.4% 4.3%
2.7% β
6.6%
3.8%
6.8%
5.6%
4.1%
9.6%
2.1%
14.6%
1.4%
15.3%
1.6%
7.9%
1.5%
3.4%
1.7%
1.9%

16. Francisco José Basterretxea
Acknowledgements
MW Group (UPV/EHU)
Montse Vallejo López
Camilla Calabrese
Francisco José Basterretxea
Emilio J. Cocinero
Spectroscopy Group (UPV-EHU)
Collaborators
Alberto Lesarri
Sonia Melandri
Zbigniew Kisiel
Walther Caminati
Jens-Uwe Grabow
Brooks H. Pate
Francisco Corzana
Benjamin G. Davis

17. The 25th International Conference on
High Resolution Molecular Spectroscopy
September 3rd-7th, 2018
Bilbao, Spain
Chairmen: Alberto Lesarri and Emilio J. Cocinero