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GERD FROG: TH JOURNAL OP FIVSICAL CUMAZTAY A, Vol 108, Wo. 16, pp 3439-3648, 200
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foe hi Ss ico de pseneafam Wiens RE eae a ATE
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thee acidity Meat of formation
TH SESIRITY EISSRCATON OF, “ECTREANOW [92 MOREE [Gs WARE OF RESPONSE FERVOR
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_AeRL SHH T2051 O85
Acidity of a Nucleotide Base: Uracil
Thomas Mt Milley, Susan T. Amold, A. A. Viggiano, and
Amy E. Stevens Miller
Air Force Research Laboratory, Space Vehicles Directorate, 29
Randolph Road, Hanscom Alr Force Basa, Massachusetts
O:731-3010, and ChemMfocf, Inc. Suite 211, 60 Thoreac Street,
Concord, Massachusens 01742
The Journal of
Physical Chemistry A’
Feprinted from
Volume =03, Number 16, Pages 3486-3446
J: Pls, Cher 4200, 18, 3499-3446 mio
‘Thowas M. Miller," Susan T. Arnold? A, A. Viggiano, and Amy F. Stevens Miller!
sir Force Reseanh Lalertery Spa Vester Dinette, 29 Rano Rod
‘ono Ai Force Bare Matiacavety D173" 2010 and Cheb. Ine Sar 211, 82 Toren See,
Conca, Hasacheses OE
Reroend: Natenber 5.2003; ta Fok ore Febraor 8, 2004
‘Resin at ceuesions ae sod ta show tha ie p-ahae acidity of uracil is gempunble to that of
‘CI, The gashase acy of wail enced he by Up wa bracketed by proananstr een
inating U sal various ettsence aide ane hereby A ot kncaen gakphane aii Ke constont er
eto trnsfr em hs ference ci A Lo the comogas anon of wre. (UH were mean in eld
ts ly be at 298 Rate caesans fv pot tlc frm Wt ns (AH) were mews 67 K,
in lowing-afegtow Cangooir probe apparatus, Hoe, Hy ee (A Hi indicates aU br A cee whch
ising am H om, respec. The ali AUP safurcid = 333-4 § heal il and ACP fel) =
326-2 5 boat unl at 798 X, wich apres wih ear werk, Thermal sce sachin te etl 835
Tod to fe ton slow 16 pert rocusucment of a rats conta, comesent ws stephan ally even
above, G2 ard GMMP2) cael ane rapt far ual fer the sach ofthe QUA) races nd
ACHP sos that eal fer 3 a A” las eh ofthe four sgn is of Ut the NN 5. a
Ch posiuns). rom the calculate ela energies we obtain ae garphace ach f unl be four CH
‘omalyi bo rents andthe ecu aie ihe four ps agen rioals We conti eater
‘work thal he ms acidic sit in ural tbs NI sil: ties where art Becomes covalent med
A carhom ofthe eiboce ge BNA. C2 ealolatons forte sk
eat mal! 2d AG, oral
3298 K gle AM furail = 5
$307 L koa we! at 298 Kin geod ares wih he espns The
‘weakest ULato bo enthalpy (tho NTs} calls to Pe TOL hela
rs someones tat pi ia was
sigs. Urs Aas abulc charter wt wel an od the
Progen bonding hen nil rien mle cs
IRacemeqence of the aio caraer of thee import
Ula empoands. We wal dente he weal mba
{CPrton ss fm ul tne eb a nove on ich
see wll dows tf, Sever eaperinsna ant
Theo state! he sen publish ince ot on
‘egal isa from aoe pee hdc cnt
Pus atin a few cases the aides ers Fann” Mot
roca he elu expincal of Kannrsh and Le? In
Shieh he gu pase ak of U wat meaner poo ot
fem the Nand 83 sis ipo, Phtolete spe
seeped Torsha sto a ex ceten
[Sealy ound by be lage dps omen of U (8.7 Dn
such fe tre tts, ene ket i he pone
fof the mele in sory fe ental ans ih
Be Low hiatog ney. In Neen experimen
tense fom Hyer ste Xe tn Land IAD caves wat
erred fe laacan emer of O1~D.3 8, lds wn
Ihe dipks-bound leas +t aS eaters U4 Wel
Pwveterion spetoesiy oir avn esac ye
sanesinaof Be bnding uray sf eel bended ots
‘ecwon in U", Le de chan ay af
“Te ikl spo she Rydberg eecwan racer ty?
includ oietain af (148 sor low ckse ene,
‘wig te euping Ins Rau he ac
eFe =o 7H w
can only cour ia 0 K, ak ean ull 9 pupae
Supe at i, Ie re a oi OF wal es
(un AFP = 306 be cl, Anthea af sain
Sito view raaon 1a nto eacon aso he
sds U and I al the rection al nes cto
Seven only CU ea song grees aiden > The
ol tne clan aah sd ele
‘Si chsrsston of iple-haund pase ny hese fe
(ues lst wl abl to depoas the ual oe
‘ia eoeuu 1 Tween ee Could nt ae ut he py
(hac the eat aie site of Cpe na he png en
(ofthe makes are fur Mga kms to conde
‘or that lrg conformational hier ts betwen tho U"
{hake un ate anddeperainn a Fakes ie
1a corte raphe figaa at h pg
13 Alough the iid ebssreon ef ration 1 nae mth
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Conga Aton of Urac Sree wah he ST
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thoes tbamee aa NA} coments mse
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{nthe he aceon nov eo mine whe Ee kr
Fs mes apt at elevated coger te Eye mien
poten Pesala donate ait wl iy ht
‘ln ti don damage Tee eeu mtr se
ete lesa nto of DNA?" eget Sone wih rane
Uisis f DNA condos in asain, longa scl
ely 2
"Whe dipos-oond anion of chic aid testa etn
hese he ge pas’ fn lon estes ener
Stone ex, bleed by he bien The olen teva
‘Tae statnng inlencr gun bean Srna
oteberon spool Rye sit am ex
11, Paperimenta Seton
A. SUPT. scoustion Cow tne (SIFF was ood oD
wstonaf ie experioeis io whisb (CEN ns wor ree
Wil refrac ots Theechelge sd upon Rae ee
Sided pe The LE) oe were rece
ty pig ural poner inh Bet! Ae rere fal
Broene no, An sen Pe in he vac oS:
pent ative custo nunc cela a plea of mat Ae
il eenms i U gn et, Hod leh AEH hos Wess
‘sind a elearon tase. Ta oo emi ceo
fen gop pert res recs as
Slow ie ning 9 He pre The bw tbe conned +
Fast ow (125 a halt pn 32 pea. At
ior allay ot esd fe danse don
(he ow ur wn sf ets ae vapor od be
Seed the Mh ub and sealing sparen aneeucion
de (U-Boat was ssid fee dferet eee
Sa 'conscauaon, ‘The foe toe ak tein ihn
‘nice rough mh empl of fon population te Be
tae as pase 0 ascend gutupol rs ptm
big voce, Cal PE rs er eer Be ee
pre wer ort hen le oe hee
‘Poe fo the he ease mopped ae 3
srechual pry Mefencn aid cd thi wank wo BE,
[Bot and HB Tie SIPT reas ao proven Tube |
B. FALB, A flocingattelow Uangrie ee (ALP)
pgs wan oe forte revel eprint nein
{PHN UTR ppc Grd dw TAL tig hve tec
‘wo esr nt Hee bs orl ear
lots reps tee, fe EALP nae ed a coeatonl
flowing aeston fh sate weal Lange probe
Plt via ok us mak aoe thar ts i: ns as
Tone (+1 oh) erg fel lap~ian wcombnain
take vce ht es eleocon ata th eet no nd
‘peor then ols To eum acta ten
ere lis th Fl eapaitics of tho FALPSS jn which he
Terr ee ea to suas ts ey of > ton
ty a start ex 2c
Tithe PAL apart Em (1 000d in
Chale afer gas eed na Mg ake of 2 em
aos de bse wee cbted wits Fes be psi
[FP nsapefora ewer pla set we ra
4 the opaeum end of te few tie win nier
Sfschge, Melstone eta
‘was stand ducogh Pema talon by sim dn
[can of Ar Th fg ley (0 ee pa
[nstewred wag Ce Ligier Ken he promagabon
tka poeed dameaceat te menomne i ren hh
‘fe low bs. Crwl sapor won ot pl ta 3?
‘sviowsampling pert >to of Pa a leon
Initio th gaps Ulery ng ea hn
ttosamplcg apis we een ea OE
Inne fiter ex? crt ih 9 ence chanel te
‘Ural ander (AB. OH) was Hal Wes lass
ster nor ide dant ames 38g ds eh fe
tion sone aint wl oe hoy uh, Tea OE
is bs wen wn kat boa ang aus of ts ex?
fe, To te wa ne const se sed 1
Sse surat pang sovnd Le law tbe aus sa
Terniong eva eh Go Heat The Ue apr by
Tein the cee we @ 467K at which poi be spot
ere ic apr 3:3 Pa Helm ps eed
‘heh as lass bse Ce the C fo bsp thea
Tato th a tabs, Wh ao em Tsing ever Pe he
fest OC he src et ot Me
‘Sin st in hun Mein he oto ot
Fe fo (1-2 I ce Te oe enh ea 6
Show 1 ar" wh ete ping bdo eh he gas
{thes "Themen oft oreo apo em elma By
‘Sng Is ga ojencau and esting the eultng EA tone
‘ea a 6 gh pearasd uel UAC, a erin 3,
HO'4U UH +H0+Hbalmd
“The 44 Beal msl evel o the rato i the
deenes a oe prota nie ater a we 1 the
‘cay at rm Re ost dtr Me sea
Aho Rowe bes Veer get te sn or eon
Is oo) bean meni, wo elefed Ue lial 236
etn se the gps yO re an plac
Satay ot wats Uno eis 3 git dal oF daa show,
atentane ia aati ection anal plas ih
‘ac wontadce ie ate nar the olson vee Bscane
(fem Impenares of HyO" owas 8 was spy
Se documerd he eh esi ener te
fececee EDD" a gneiss pre! ta he
‘let a" rt ual vided ee
{Faemctnatian e Asa he,
Ton a casts ote eric by auoding a sure
aslo the aaglon © produss sept ons at 2 the
Sorjagut buns of teers acids Cases forth puose
Tas in quae braskxs heer Jos ret en Them)
{m8 CBE) CEB PB] CP I, CPSU [CED 5.
EHRCOS ACh CAO RTA CCU
(ORE CROOCHOCRICFAOCTICIORS, | ant
SEFIORCIET [CHCOS | Incas ute te etme
hid ial so tu the os gu 4c Ie
Aeldy ora
5 Pee hm A, Vol 108, No 204 al
TABLE 2 Resch: eteven Ural and Cosa Anes of RfEDGe ACLS te 1 tm TCR, Shed wh he BALI
‘Apparat a 857
Ri itcatond 9 acne
tian‘) Bae esa scan mel ube
SPR cay Hon Be
CIC: ICRC: wd? prreeres i
bits SP ie) cout
CrKUNEHOOKIE CBRIDEHOH EH pred Hat et ct
aereta suse usa
et isto Prva :
snap Taw) caus
Rao IeREKSH piveett der it
shet30 Haan com, tien
cro oeHaOIR FeneocHeEINCE Miasoe sae) oes
cmt signe sucess 3
asin Beant (5% Eaton
chs, (eRsout ircerd uss on
Bead Panta 195 caress
* Gp aii often sels were abs for 1." auc own re of 1s cacacd ael te
‘es pid oemation aa eater non (cH) aan
Ihe dsl (8-10. these cares ts abe vp we te
‘sh Argus operat mors accrue aye fhe oe
{2s Hose 19 ante te veroay fee ha Coed
‘he cls avn I por pes the tier ges
to la spp concn ae Pe teed fo
seme Te lets ior the wil cin 2s, AE
{soo Now pate bah ental tesmce ot
I cry » eer amount ue gs it he flo be by
ition
abesution mess spectacle fon
rac eaten ce To en the fon produto earn,
TLovereslospn tas pany war ap bin (mais
‘as srw sn. eat ih inthe ar
Sects Wat sod dace pao te conn oe,
the wri ererontion eid Cm he #30 deat he
‘eactmtine mensued dee 3¢anertol ete, The ual
staan an ton tin a ly nes item
the eaciae rae crn ripened Noe ae Oi rr
{aed he acu of penton afr obese to sei 2
for te sane U eeceniaion and waren tte, with The
supp that here enn fe eaton 3 fsa in
‘Magntie. Sno: the noe eomstnt ferent pe
teen mead. we ho chim atte et ane soc
bene than Factor 2. were, fa basket he gn pave
Eid of we re aint canard hve in” ee
[08 taser rom snl the Gr sn ake pl,
dis dha easton ist slow? The gesc FAL dat ach
those pole We hee Pn elaine acurcy eesti
‘gconsans ant =" "The fencing ft Jorn
Prec are good w witln 10 perenage pons Ths ate
Df eacten wah U ax prewatod in Table 2.
Second lus racers wer ood oe mass aR
(ur counted fo te pr aly
UM FUHR MT te 1
QU EHR Re
IL experinemal Gas Phase Actity Heats
sams ee sention of 4)” ANIC, ad HB Gat
280 yore ten in Table. Aut Gri cea nal
Arve ise. hich sno unetpeed slce ae! Komen
‘anette moles. ws tens ely cat
hat Hrs songr sla ahaa soe HBr ely nee
pliant (1) to frm Br" — CHa cher ht Cb
2 caer aid tan BF, ac HP ul dnt a pratn oi
I) The HCl eat cle hr se ground: pretence
‘seca at as mlavly slow rs Foo the ee SIP a
Mow. ome van conluge Wat they sss at
IG estich fis 384-2 018.2 nl a) AS
ea2i = 07 beat mor Le
Rel of the fan rail resco experts a 499 Ki
ae sven in Table Ere a oie eran
nm ered Iisa soon Tre Tule 2 tha alae
famution kermmon, crn domini Dat we han Eh
Le Brsand Fl a sl bes omens 37, BR
Ta. ana 13 Pa owt we me nt igh press WF
Stbilarion aft adit onsng enptioe om Ie t
‘nal coplaies an neni ghost
rhe rests it Table 2. We Tol el Te brani ston,
Thre met eho as pessire range ws 9 30 for
CL, $8.99 Hor Be, ad 98-950 for T= hain. we
‘De expeinra ott Be sinpee wo leorel i mere
pes apyciofnfon clon anaes las Bet
Ioeuan periment) aating tas net ee pests
ian FAL is wa ery Repl. Op egret cet
In Tae 2 tha seteotce es ighs onthe ea
pec ut we tte leon Ht dt
ted fcvard and even reatione ve oberad a aie
hapa toate gavan chty. AGy, cm Bo aca
{Srecy fom tesa of he ren el ee ne ont
{The rtcon dita ceponct Takes nt 2 we sompcated
by cee Tae. Woe soy a the ewe and revere
‘actons were stud a ifsc. tamper aah ah
hse mins corte with te peu rater eschoge
(eee pais race ia Tales J and, Twos ACP eycamet
Ie eaenltes fom the mia of fori ane newer peut
sar ae, ese fen hey ae ier ah etn
shite are loe te HCV eeence athe pa
Im eepssurecspeinct- neki fs poten tansin
seston Me pally gotermed ty Ht baw of Cepetoaion,
‘Adal Wan fra bares teaien wach wx spe
(mat tamer should be. Hower, the oration of he
hte channel get thatthe served wai hl
fol not theo: sure erin fe the tion Kies
{occas yovera by AAP ahr han AE Tha erg
‘olka teraction By he Mls ecu chsereg
SAA2 1 Pape Chere 8, VoL JOR, Bo, 16 7008
Us (HY oe HT,
a
AH oe aa)
(chen tam sm ccs ls (ACH)
‘eg heen exh ccbaon LORE
part ssper cs nth reno i which evi empae
‘Sila cheval stand show dane atch elute
Shes cape with con ane (erefore UF would
ep ad ote in hk er cer para ote he
fppascrbiralscale pucon ard Thee AG wal
Brie wae nope I epee egal ea 2
{bigger etre eM aed ae
Sfstd y olcos is e hae pa
Tike prcert work we ack At fn he pote
snsergnes rose, rapids dice atest
[BOs ot Ag early wat Fete aia aed fhe
prin wir a be aight drspaoy i wel. uA hE
ecoray uf ws capone, Kiptes of the pons
"easton seed ch bo ch SIFT ad PALP apie,
own ia igure trea Rntor of Ahoy tn erence
bocien the AAR, hes apo or 294K. Alot he
iy for ent pecier Muy gee Ue 367K
ferpoa, bh the erm a I cies LE a
Tho ime wae 4 OF kel wot ree a BH yf
beeen 294 amt 257 Kwan skiomined Gey Gausslan
{nos was et wi li Bh oe
Ine fw raking espera,
"Th asin Fgue Lon deol 307g cnr
vat of HCL of 333 heal tot" Use enrony carton
ticle in Soon TV. is ea opis AG) 126
Sra) al"
‘Tarlton Swope pho Ag ant ebaion
phe ei ry ray soe Hons Mend
Mogg 2 2URTIDR) + TAS, + AR fh
A yO |= By HD 3)
‘he wm 287(pKG ses he AG for be wy aus
‘phen pha = SSAC = 4 M295 ywt Tie TAT,
feat be op for oma aya aon Ho
FDhionghe nohiy w2heabmnl asad” selling
tne Ay esol of KS hea al Tae AM ge
te fe ei yeicn the aos ice. te
rai or rte fn po a sla. APP Dy
iter eth
Seton athe um of te agus sali eat of
sac #70403 beak Wola the oot OF he
“notin cay of id wai, 3134 (2 bon ot“
Tees itaton enmalpy of 24.3 kel mat! Te ideion
cet fore prow fake ip be 202 Kel wT
‘Sie of he in alin Io een aeaon
hay AA aid UH 16 Pt bela
‘The dion ctr asphical she is else by he
Bom ny of let wi the alin
SoG = = AVON 2A =
166.15 sl nt”
” caging
in whi 8 the number fons go the cargo
‘he ins, ir sl amperstore dpe eee he
dss condan 443 91 "orate. eee
Bria de dike coms) TREY for maul ant nw he
fate dat De om” Siang 08 yf) |
Sete Bea et it Spee 21 A ee a
{CH ia aquous etion Thien rings wl nae
Tore ote scan ace, constr Fah the eof
{Usa tse eeion TO) ae th fr Te ao He
station ay nhl AS Sgr a Whe
fads of hoe Taya ht Fehon oT)
2 belped semlenbly baer ees te pais vty
lin rom he V2 chee Tyan ei Et pase
is somenta type nll Fy angen lhe a
Smt impaie ninbe a 38 again Tndeas of 0§
meni eee the at ett ste,
Rott inert thts SFL a ALP ok hat
iss ewan reunite ro the
cipnied “Cepepenwnl af Ua 112 a. Been seo
Sie U~ were gril, whl wt expe gulyaoic
een one afi =2 Kel mol?
(sure de fle go athe psa and caper
ofthe pesca fhe exovinahla Tho dpsibouad D>
Slt er Bhg ster (20-4 02 Seal I eu
“avast tens tans a acing,
"he FAL appara wala we tivo east
‘ne Langone grabs was nav teenie the dy
los dni loog th ais of he lw ue when ee”
ts prem ey fo agai fons we pred ty ae
tusk bs (EN wer bere. Ree iii
[nti slot det log he il ren ha ae
‘9 ambipolar foo, to opper Bm of 2 > er”!
hag be placed en the eran ature Te cot 24?
Tho very weak clench! ia emi a ae
10 imps oooate witb ug eatery C1 ke
sol! soning ae en frelon 1, Paperte wee
‘ke cat hgh stent Fie ae
ernst he aller gn oti ate eet.
Femperstane Se at 200) Khecans Arcs 3 tale
Nwemrgy unui” iw chivas Ine eal al
Thani oie ena assed to asteome te codotheraisy
‘trenton I-49 es eat apeising at eceoo ac
‘ited at immoosaably weak proces, This ebservaon ay
hecomperce i ree of lee beam eperaeos hee
tar eeemancy see erty a ermgee awe Te
‘Raauls ene Kr U3) prion wo heer amend
‘sev, which be ephne by neat energy nthe re
‘cee. Hooves rrninns wk ae
heed ot about GO meV ae being dw To (UH) A lane
Aiiy of Cri
1196 @ Lak
Eg wie
Ply, Cham A Vl 18 is 16 2008 3a
Cs ®
ie aia
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igaee 2 Sue of i lit peal (0 Heo ke H ming fm oa San A nn ns
SER as a mt ie Tyson nf har LF al TCs“ OE Md
(in GAPE elon
oosocey cst: was orga oper at er Sl
tebe duet the caliton yun wl nhs expe,
1, Gomian Caeatlone
lenis sae calito’ Wate cara st with the
primary a of dternining whic oF the our H-ah s n
Soe cma acai The ae piso Te eas cne
the homalte Ba sues upd th ltr aso he
{our posse U saa eran wich sd oes
ing de acidic engi, G3 al GIMP) exealation, were
Pefomed on we sacar: und energies af, (40, an
FH sing de GAUSSIAN SRW porkape of png Rt
ewing oC and GMP? erro make st
tes ee us epi oe HPSS GEE eve af a,
ted the aay af the wave lantions wore oh tthe
‘ee consign was aust nao ways lh
Ihe lowest cme seb boon Yast). "Thn atonal
eres er eaculaind. alt hy an ompral far oP
‘05729 an for tess ond itl ene the rn
eres Were deamiaed aloes ct eral concen
epithe starsat ae an 298-15 K and
FR aracines Wer opm a he RIPPON ek
‘Tae urge of Was ase opnie wilh eb tat
the faP2(ruy-A1 t=O) vel fr snmp ih
‘he msl wh heal hs se wat G3 coy,
and wih the moder GATT +CI7) tory set utd
Dotgeachovaet al Th wc many part fonctions
Ine te Ras tended sboen Ron ent by ach
{S001 A compar thse obi wh the 60648 hss
Sc The oud bgt given fo Eine 2 wtih se the
serene of TV and (C-Health acy wok
Cutcsian cootinaes or U and (CA) aah 1) ae gven
is Supping ntrace, eisEi o lasar d o
fave the do tere sci i he as phe Toe
{omeuy- open emily resected ploy
(6-H). end 10-45 Sout eeeplaee dinotons wet ther
Snot peal 1 ant PZ opine ft io
‘ec Yd bt he parm The ne excpton
foul (11 whan Be ing hans te NY The
pintozions and feupeney anatact contr he 108
Sets eoelatar 4" oct, wilh sppendpe som ys
{eudng fon 140 5° low he tose lan of He
fing. G3 caleulatns suet te nonplanar for toe 8.1
eal tt iouee tenes fa th plane op8 €X).
ptiniatin, ha ape ti fan ase GA. a a he
Pla fonn Ths sul aii neo ris hr
INS ss hore mat Mle chan beacuse fo
thr ome masses wih an witht clesten cent ed
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