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Hans Reuter

Publications and source records attributed to Hans Reuter.

8 recordsLinked to original sources

2'-Deoxy-5-propynylcytidine: a nucleoside forming two solid-state conformations.

The title compound, 4-amino-1-(2-deoxy-beta-D-erythropentofuranosyl)-5-(prop-1-ynyl)pyrimidin-2(1H)-one, C12H15N3O4, shows two conformations in the crystalline state which differ mainly in the glycosylic bond torsion angle and the sugar pucker. Both molecules exhibit an anti glycosylic bond conformation, with torsion angles chi = -135.0 (2) and -156.4 (2) degrees for molecules 1 and 2, respectively. The sugar moieties show a twisted C2'-endo sugar pucker (S-type), with P = 173.3 and 192.5 degrees for molecules 1 and 2, respectively. The crystal structure is characterized by a three-dimensional network that is stabilized by several intermolecular hydrogen bonds between the two conformers.

Crystallography, X-Ray↗

9-(1,3-Anhydro-beta-D-psicofuranosyl)adenine.

In the structure of the title compound, C11H13N5O4, the glycosidic torsion angle, chi, is -107.1 (2) degrees [nucleic acid nomenclature used throughout the manuscript; IUPAC-IUB Joint Commision on Biochemical Nomenclature (1983). Eur. J. Biochem. 131, 9-15], indicating the anti conformation. The furanosyl ring adopts an N-type sugar pucker with the following pseudorotational parameters: PN = 50.5 (2) degrees and nu max = 34.9 (1) degrees. The conformation around the C5'-C6' bond is ap (gauche,trans; gt; -g), with a torsion angle gamma of 176.28 (19) degrees. The 1',2'-oxetane ring is not planar but folded along C3'...C1', with an angle of 9.6 (1) degrees.

Adenine↗

2-Amino-7-chloro-2'-deoxytubercidin.

In 4-chloro-7-(2-deoxy-beta-D-erythro-pentofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine, C11H14ClN5O3, the conformation of the N-glycosylic bond is between anti and high-anti [chi = -102.5 (6) degrees]. The 2'-deoxyribofuranosyl unit adopts the C3'-endo-C4'-exo (3T4) sugar pucker (N-type) with P = 19.6 degrees and taum = 32.9 degrees [terminology: Saenger (1989). Landolt-Börnstein New Series, Vol. 1, Nucleic Acids, Subvol. a, edited by O. Madelung, pp. 1-21. Berlin: Springer-Verlag]. The orientation of the exocyclic C4'-C5' bond is +ap (trans) with a torsion angle gamma = 171.5 (4) degrees. The compound forms a three-dimensional network that is stabilized by four intermolecular hydrogen bonds (N-H...O and O-H...N) and one intramolecular hydrogen bond (N-H...Cl).

Crystallography, X-Ray↗

Regioisomeric 4-nitroindazole N1- and N2-(beta-D-ribonucleosides).

The structures of the isomeric nucleosides 4-nitro-1-(beta-D-ribofuranosyl)-1H-indazole, C(12)H(13)N(3)O(6), (I), and 4-nitro-2-(beta-D-ribofuranosyl)-2H-indazole, C(12)H(13)N(3)O(6), (II), have been determined. For compound (I), the conformation of the glycosylic bond is anti [chi = -93.6 (6) degrees ] and the sugar puckering is C2'-exo-C3'-endo. Compound (II) shows two conformations in the crystalline state which differ mainly in the sugar pucker; type 1 adopts the C2'-endo-C3'-exo sugar puckering associated with a syn base orientation [chi = 43.7 (6) degrees ] and type 2 shows C2'-exo-C3'-endo sugar puckering accompanied by a somewhat different syn base orientation [chi = 13.8 (6) degrees ].

Isomerism↗

The regioisomeric 1H(2H)-pyrazolo[3,4-d]pyrimidine N1- and N2-(2'-deoxy-beta-D-ribofuranosides).

In the title regioisomeric nucleosides, alternatively called 1-(2-deoxy-beta-D-erythro-furanosyl)-1H-pyrazolo[3,4-d]pyrimidine, C(10)H(12)N(4)O(3), (II), and 2-(2-deoxy-beta-D-erythro-furanosyl)-2H-pyrazolo[3,4-d]pyrimidine, C(10)H(12)N(4)O(3), (III), the conformations of the glycosylic bonds are anti [-100.4 (2) degrees for (II) and 15.0 (2) degrees for (III)]. Both nucleosides adopt an S-type sugar pucker, which is C2'-endo-C3'-exo ((2)T(3)) for (II) and 3'-exo (between (3)E and (4)T(3)) for (III).

Journal Article↗

Tin-halide compounds. IV1. tert-butyltrichlorotin (IV).

The molecules of the title compound, [Sn(C(4)H(9))Cl(3)], adopt an eclipsed conformation with respect to the C and Cl atoms, and possess crystallographic C(s) symmetry. The molecular structure and geometric parameters are comparable with those of related organotin trihalides.

Journal Article↗

The alpha-D anomer of 5-aza-7-deaza-2'-deoxyguanosine.

In the monohydrate of 2-amino-8-(2-deoxy-alpha-D-erythro-pentofuranosyl)-8H-imidazo[1,2-a][1,3,5]triazin-4-one, C(10)H(13)N(5)O(4) x H(2)O, denoted (I) or alpha Z(d), the conformation of the N-glycosylic bond is in the high-anti range [chi = 87.5 (3)]. The 2'-deoxyribofuranose moiety adopts a C2'-endo,C3'-exo((2')T(3')) sugar puckering (S-type sugar) and the conformation at the C4'-C5' bond is -sc (trans).

Aza Compounds↗