Adenine hydrochloride hemihydrate

The adenine radical cation was observed in a single crystal of adenine hydrochloride hemihydrate [43]. In this crystal, the adenine is protonated at Nl. After electron loss, the molecule deprotonates at Nl, giving Ade(Nl -l-H, Nl-H). This produces a radical that is structurally equivalent to the cation of the neutral adenine molecule with spin density on C8 and N6 [p(C8) = 0.17 and p(N6) = 0.25]. The adenine radical cation is strongly acidic (pi a< 1) [22]. This strong driving force makes the reaction independent of environmental conditions. In single crystals of adenosine [42] and anhydrous deoxyadenosine [44], the N6 deprotonated cation [Ade(N6-H) ] is observed which is characterized by p(C8) = 0.16 and p(N6) = 0.42. The experimental isotropic hyperfine couplings are N6-H = 33.9 MHz and C8-H = 12.4 MHz. 

ADENCH02. Adenine hydrochloride hemihydrate [2(C3H6N3+), 2(Cl-), H2OJ. Kistenmacher TJ, Shigematsu T (1974) Acta Crystallogr, Sect B 30 166 ADENIC. N-(3-(Aden-9-yl)propyl)-3-carbamoylpyridinium bromide hydrobromide dihydrate [C14H17NtO++, 2(Br-), 2(H20)]. Johnson PL, Frank JK, Paul IC (1973) J Am Chem Soc 95 5377... 

Bond length (angle) Purine" Adenine hydrochloride hemihydrate Guanine hydrochloride dihydrate" Hypoxanthine hydrochloride monohydrate°... 

T. J. Kistenmacher and T. Shigematsu, Acta Crystallogr., Sect. B, 30, 166 (1974). Adenine Hydrochloride Hemihydrate Three-Dimensional Data and Refinement. 

Fig. 5. A drawing showing the dimensions of the molecule of adenine as determined by x-ray analysis of crystals of adenine hydrochloride hemihydrate.

CsHgClNa, 2-Amino-6-chloro-4-methylpyrimidine, 11, 718 CsHgClNs 0.5 H2O, Adenine hydrochloride hemihydrate, 40B, 379 CsHgClaHgNs 1.5 HjO, Adeninium trichloromercurate(II) sesquihyd-rate, 41B, 464... 

C10H13N5, N -(A -Isopentenyl)adeninej 38B, 427 C10H13N5, 6-Amino-3-dimethylallylpurine, 43B, 521 Cl0H14CI2N1oO, Adenine hydrochloride hemihydrate, 11, 723 15, 492 CioHi N,05, cis syn 6-Methyluracil photodimer monohydrate, 37B, 227 Cl0H14N,05, 5a-Hydroxy-6,4 -(5 -methylpyrimidin-2 -one)-dihydrothy-mine monohydrate, 34B, 240... 

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