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  • General Chemistry  (7)
  • 1995-1999  (7)
  • 1999  (7)
  • 1
    Electronic Resource
    Electronic Resource
    Determination of the Se Atom Distribution in the Layered Compound Nb3(Se1-xIx)I7 by Scanning Tunneling Microscopy (1999)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 1999 (1999), S. 785-787 
    Details
    ISSN: 1434-1948
    Keywords: Atom distribution ; Mixed crystals ; Scanning tunneling microscopy ; Layered compounds ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The layered compound Nb3(Se1-xIx)I7 is obtained when the I atoms at the face-capping sites of the layered compound Nb3I8 are replaced by Se atoms. The amount and distribution of the Se atoms in Nb3(Se1-xIx)I7 were examined by scanning tunneling microscopy. The analysis shows that the distribution of the Se atoms is completely random.
    Additional Material: 5 Ill.
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  • 2
    Electronic Resource
    Electronic Resource
    A Novel and Efficient Route towards α-GalNAc-Ser and α-GalNAc-Thr Building Blocks for Glycopeptide Synthesis (1999)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1999 (1999), S. 1167-1171 
    Details
    ISSN: 1434-193X
    Keywords: Carbohydrates ; Glycals, nitro ; Michael additions ; Glycosylations ; Glycosides, galactosamine ; Reduction, nitro group ; Glycopeptides ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: -Michael addition of serine and threonine derivatives 4a-4c to 3,4,6-tri-O-benzyl-2-nitro-D-galactal (1) afforded the corresponding 2-deoxy-2-nitro-α-D-galactopyranosides 5a-5c in good yield and stereoselectivity. 2-deoxy-2-nitroglycosides 5a and 5b were reduced to the 2-acetamido compounds by platinized Raney nickel T4. Manipulation of the protecting groups afforded known N-Fmoc-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-serine (8a) and -threonine (8b), valuable building blocks for O-glycopeptide synthesis.
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  • 3
    Electronic Resource
    Electronic Resource
    Synthesis Of Labeled Glycosyl Phosphatidyl Inositol (GPI) Anchors (1999)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1999 (1999), S. 2563-2571 
    Details
    ISSN: 1434-193X
    Keywords: Carbohydrates ; Phospholipids ; Glycolipids ; Diacylglycerolphosphates ; Glycophosphoinositol anchors ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The exploration of the molecular and structural basis for the sorting of GPI-anchored proteins is based on labeled partial structures of GPI′s which can be incorporated into the GPI anchor biosynthesis and cellular transport systems. To this end, from mannosyl donor 6 and the D-glucosaminyl-(1→6)-D-myo-inositol derivative 7 as acceptor, the pseudotrisaccharide 8 was prepared. Compound 8 was transformed into the GPI partial structures 5a,b which contain the pseudotrisaccharide ligated to two different phosphatidyl residues. Compounds 5a,b have Boc protection at the 2-amino group of the glucosamine residue (2b-position) and a free amino group at the 6b-position. The 6b-amino group was used for the ligation of the 3-(7-nitrobenzofurazan-4-yl)-aminopropanoyl group as a fluorescent label, the 5-azido-2-nitrobenzoyl and 4-azidophenylaminothiocarbonyl groups as photolabels, and the 4-azido-2-hydroxybenzoyl group as a radiolabel after the introduction of radioactive iodine by an electrophilic aromatic substitution. Thus, after acid-catalyzed removal of the protective groups, the unprotected target molecules 1-4 were obtained.
    Type of Medium: Electronic Resource
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  • 4
    Electronic Resource
    Electronic Resource
    Polar and Steric Substituent Effects in 5-exo-trig Cyclizations of 1-Aryl-4-penten-1-oxyl Radicals (1999)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1999 (1999), S. 523-523 
    Details
    ISSN: 1434-193X
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: -By mistake wrong concentrations were given in the footnote of Table 1 and in the Discussion. Instead of c0 = 1.2 M read c0 = 0.12 M if 2-naphthalenethiol was used as hydrogen donor and instead of c0 = 1.8 M read c0 = 0.18 M if Bu3SnH was used to trap photoproducts. In Table 2 relative rate constants of radical 2d refer to radical 2e and vice versa as correctly stated in the Discussion. In the Experimental Section (Iodocyclization) read 2.25 g (8.86 mmol) of iodine instead of 2.25 g (1.10 mmol) of iodine.
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  • 5
    Electronic Resource
    Electronic Resource
    Glycosyl Phosphatidylinositol (GPI) Anchor Synthesis Based on Versatile Building Blocks - Total Synthesis of a GPI Anchor of Yeast (1999)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1999 (1999), S. 1153-1165 
    Details
    ISSN: 1434-193X
    Keywords: Carbohydrates ; Phospholipids ; Glycolipids ; Sphingosines ; Ceramides ; Ceramides-1-phosphates ; Glycosylation ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: -For the design of a synthesis of target molecule 1 the retrosynthetic analysis yielded building blocks 2-5, of which ceramide 2-phosphite derivative 2 and aminoethyl phosphite derivative 5 are known. The generation of α-glucosaminyl (1→6)inositol building block 3 was based on pseudodisaccharide 6 which was selectively benzoylated at 6b-O and then selectively benzylated at 3b-O to give 3. The synthesis of tetramannosyl building block 4 started from known ortho ester derivative 8 which was transformed into versatile mannosyl donors 13 and 18 and into acceptor 22. Reaction of 13 with 22 gave α-disaccharide 23, deacetylation and then mannosylation with 18 gave trisaccharide 25; ensuing deacetylation and mannosylation with 13 gave tetrasaccharide 27; deallylation, acetylation, regioselective removal of the anomeric O-acetyl group and treatment with CCl3CN/DBU afforded 4. Glycosylation of 3 with donor 4 led to pseudohexasaccharide 31 in high yield. Replacement of the O-acyl groups by O-benzyl groups and then exchange of the menthyloxycarbonyl group by an O-acetyl group gave 36 which enabled regioselective attachment of 2 and 5. To this end, the 6e-O-silyl group was removed and then the aminoethyl phosphate residue was attached with reagent 5 to give 38 in high yield. 1a-O-Deacetylation and then reaction with 2 afforded 40 as fully protected 1 which was liberated in two steps; treatment with acid removed all acid labile protective groups and finally catalytic hydrogenation afforded the desired GPI anchor 1 which could be fully structurally assigned.
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  • 6
    Electronic Resource
    Electronic Resource
    Preparation and Structural Investigations of (dippNSiMe3Si)2(Cp*Ti)2(NH)6 (dipp = 2,6-iPr2C6H3), [dippNSiMe3Si(NH2)NH]3 and [dippNSiMe3Ge(NH2)NH]3 (1999)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 1999 (1999), S. 863-867 
    Details
    ISSN: 1434-1948
    Keywords: Germanium ; Nitrogen ; Silicon ; Titanium ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The reaction of dippNSiMe3Si(NH2)3 (1) (dipp = 2,6-iPr2C6H3) with Cp*TiMe3 (Cp* = C5Me5) and Me3SnCl yields the new heterocyclic adamantane (dippNSiMe3Si)2(Cp*Ti)2(NH)6 (2) containing the Si2Ti2(NH)6 core and the silicon-nitrogen six-membered ring compound [dippNSiMe3Si(NH2)NH]3 (4). [dippNSiMe3Ge(NH2)2]2NH (5) reacts with AlMe3 to give the germanium-nitrogen six-membered ring compound [dippNSiMe3Ge(NH2)NH]3 (6). The compounds 2, 4 and 6 have been structurally characterized by single-crystal X-ray structural analysis.
    Additional Material: 3 Ill.
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  • 7
    Electronic Resource
    Electronic Resource
    Synthesis of (RSn)4X6 Adamantanes (X = O, S, Se) in Liquid Ammonia and in the Two-Phase System Liquid Ammonia/THF (1999)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 1999 (1999), S. 869-872 
    Details
    ISSN: 1434-1948
    Keywords: Adamantane ; Liquid ammonia ; Oxygen ; Sulfur and selenium ; Tin ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The reactions of trisSnBr3 (1) [tris = (Me3Si)3C] and nBuSnCl3 with Na2X (X = O, S, Se) yield the heterocyclic adamantanes 2-6. The reaction of 1 with Na2O is carried out in liquid ammonia under normal pressure at -78 °C to give (trisSn)4O6 (2). However, the reaction of 1 with Na2S and Na2Se under pressure at room temperature results in the formation of (trisSn)4S6 (3) and (trisSn)4Se6 (4). nBuSnCl3 reacts with Na2S and Na2Se in liquid ammonia at -33 °C under normal pressure to give (nBuSn)4S6 (5) and (nBuSn)4Se6 (6), respectively.
    Additional Material: 2 Ill.
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