F Cramer’s research while affiliated with Max Planck Institute of Experimental Medicine and other places

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Publications (148)


ChemInform Abstract: Novel Routes to Tri- and Tetracoordinate Phosphorus-Fluorine Compounds Directed to Synthesis of P-F Modified Nucleotides
  • Article

September 2010

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5 Reads

ChemInform

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F. CRAMER

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J. MICHALSKI

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.


ChemInform Abstract: New General Synthesis of Organophosphorus P-F Compounds via Reaction of Azolides of Phosphorus Acids with Acyl Fluorides: Novel Route to 2- Deoxynucleosidyl Phosphorofluoridates and Phosphorodifluoridates.

August 2010

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9 Reads

ChemInform

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.


ChemInform Abstract: Diastereoisomerically Pure Dinucleosidylphosphorofluoridites and Their Application in Stereospecific Synthesis of Dinucleosidylphosphorofluoridothionates.

August 2010

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8 Reads

ChemInform

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.



ChemInform Abstract: New Phosphitylating Reagents Containing P-F Bond and Their Application in the Synthesis of P-Fluoro Nucleosidyl Phosphates, Thiophosphates and Selenophosphates

October 1999

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8 Reads

ChemInform

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E. Poniatowska

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[...]

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F. Cramer

An efficient and general synthesis of phosphorofluoridates RO-P(X)(OH)F (X=O) and their analogues (X=S, Se) based on two new phosphitylating reagents: 2-cyanoethyl-N,N-diisopropylfluorophosphoroamidite F-P(NPr 2)OCH2CH2CN and tertbutyl-N,N-diisopropylfluorophosphoroamidite F-P(NPr 2)OBu is described.


Aminoacylation of tRNAs as critical step of protein biosynthesis

July 1991

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15 Reads

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17 Citations

Biochimie

Isoleucyl-tRNA synthetases isolated from commercial baker's yeast and E coli were investigated for their sequences of substrate additions and product releases. The results show that aminoacylation of tRNA is catalyzed by these enzymes in different pathways, eg isoleucyl-tRNA synthetase from yeast can act with four different catalytic cycles. Amino acid specificities are gained by a four-step recognition process consisting of two initial binding and two proofreading steps. Isoleucyl-tRNA synthetase from yeast rejects noncognate amino acids with discrimination factors of D = 300-38000, isoleucyl-tRNA synthetase from E coli with factors of D = 600-68000. Differences in Gibbs free energies of binding between cognate and noncognate amino acids are related to different hydrophobic interaction energies and assumed conformational changes of the enzyme. A simple hypothetical model of the isoleucine binding site is postulated. Comparison of gene sequences of isoleucyl-tRNA synthetase from yeast and E coli exhibits only 27% homology. Both genes show the 'HIGH'- and 'KMSKS'-regions assigned to binding of ATP and tRNA. Deletion of 250 carboxyterminal amino acids from the yeast enzyme results in a fragment which is still active in the pyrophosphate exchange reaction but does not catalyze the aminoacylation reaction. The enzyme is unable to catalyze the latter reaction if more than 10 carboxyterminal residues are deleted.


Stereoselective Synthesis of Nucleoside Phosphorofluoridates

January 1991

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6 Reads

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8 Citations

Nucleosides and Nucleotides

The reaction of diastereoizomeric 3′-[5′-O-(monomethoxytrityl)thymidyl]-5′-(3′-O-monomethoxytrityl)thymidine O-methyl phosphoro-thioate and 3′-[5′-O-(monomethoxytrity1) thymidy1]-5′-(3′-O-monomethoxytrityll-N -benzoyladenosine O-methyl phosphorothioate with sulfuryl-chloride fluoride leads to the corresponding diastereoisomeric phosphorofluoridates in highly stereoselective manner.


Preparation of a novel psoralen containing deoxyadenosine building block for the facile solid phase synthesis of psoralen-modified oligonucleotides for a sequence specific crosslink to a given target sequence

December 1989

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14 Reads

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46 Citations

Nucleic Acids Research

4,5′,8-Trimethylpsoralen was attached to the C8- position of deoxyadenosine via a sulfur atom and a five carbon atom linker. The modified deoxyadenosine was then converted to a protected phosphoramidite and used as usual as a building block for solid phase oligodeoxyribonucleotide synthesis. The efficiency of the photoreaction of a psoralen-modified oligonucleotide to a complementary matrix strand reached more than 90% within a 1hour irradiation time at a wavelength of 345 nm.




Citations (41)


... Despite the extensive systematic studies of various phenyl esters principally by Cramer et al., (1967), Bender et al. (Bender et al., 1966;Bender et al., 1966;VanEtten et al., 1967a;VanEtten et al., 1967b), and Breslow et al. (Breslow, 1978), hydrolysis efficacies were far from the enzymes and soon raised potential improvements by targeted CD derivatizations. ...

Reference:

Cyclodextrin based artificial enzymes
Inclusion Compounds. XIX. 1a The Formation of Inclusion Compounds of ??-Cyclodextrin in Aqueous Solutions. Thermodynamics and Kinetics
  • Citing Article
  • January 1967

Journal of the American Chemical Society

... Results in this field obtained recently e.g. by pulsed nano second fluorom etry [2] and laser light scattering [3] have caused us to use diffuse X-ray scattering tech niques as a tool to obtain m ore inform ation on the nature of these conform ational changes. Small-angle X-ray scattering is a useful technique for studying the conform ation o f biopolym ers in solution, and a num ber of studies has been carried out on tRNAs already [4][5][6][7][8]. U nfortunately aggregation o f the tRNAs, the degree of which seems to vary with the solution conditions, may falsify determ inations of param eters describing the large dimensions o f the * D edicated to Prof. O. Kratky on the occasion of his 80th birthday. ...

Influence of Conterions on the Radius of Gyration of Phenylalanine Specific Transfer RNA as Determined by Small Angle X-Ray Studies
  • Citing Article
  • February 1971

European Journal of Biochemistry

... Recently, tRNA's modified in the 3'-terminal adenosine or in the penultimate cytidine nucleotides have been investigated; some of these tRNA's can be aminoacylated. One of these can be prepared by oxidizing the 3'-terminal ribose with periodate and reduction of the dialdehyde with sodium borhydride to tRNA-C-C-A,,,,, [7]. Other derivatives can be prepared by incorporating ATP analogues to tRNA-C-C or CTP analogues and ATP to tRNA-C with the tRNAnucleotidyl transferase. ...

Über das aminoacylierungsverhalten chemisch modifizierter phenylalaninspezifischer transfer-ribonucleinsäure aus hefe: (1) Glykolspaltung und reduktion zum diol an der 3′-terminalen ribose
  • Citing Article
  • December 1968

... Negative electric-field catalysis was only detectable below I = À 4.5 A [73][74][75] (Figures 2c, S29). According to gas chromatography (GC) analyses compared to internal standards (Figures S12-S27 , Table S1), [53] total conversion (P + O) after one passage through the microfluidic reactor increased with the external field up to η = 70 % at I = À 5.0 A. Most main products were identified and quantified by comparing their GC traces with those of commercial samples, and their sum afforded yields P (Figures 2c, red; S3, S29, Table S2). Small peaks and missing matter, lost by evaporation, etc, were summarized as others (O, Figure 2c, teal). ...

Die Hydrolyse von Phosphaten und Pyrophosphaten einiger Monoterpenalkohole
  • Citing Article
  • December 1967

Tetrahedron

... The wyebutine base would be more exposed to the solvent and have a shorter fluorescence lifetime as a result. However, both NMR data (205,206) and chemical modification studies (207) are inconsistent with a 5ś tack. For the moment, this matter is unresolved. ...

Proton nuclear magnetic resonance studies of transfer RNA: the methyl and methylene resonances of bakers' yeast phenylalanine transfer RNA and its fragments
  • Citing Article
  • July 1977

Biochemistry

... As regards use of inorganic oxides, silica and modified silica, alumina, zeolites, clays, and so forth have found wide applications in promoting various organic reactions in solution phase or in solvent-free conditions [31][32][33][34][35][36][37][38]. On the other hand, organic polymers such as polystyrene (PS) or that partially crosslinked with divinylbenzene (DVB) have remained the major choice besides uses of some other dendrimers [39][40][41][42][43][44][45][46][47][48][49][50]. The choice of solid phase, polymers with suitable linkers, the nature of binding with the substrate/reagent (covalent or noncovalent), stability, and recyclability have remained some of the salient points for successful and efficient solid-phase synthetic protocol. ...

Oligonucleotid-Synthese an einem löslichen Polymeren als Träger
  • Citing Article
  • June 1966

Angewandte Chemie

... Likewise, activity of human mt-TyrRS-DS4 (as well as full-length TyrRS) requires reducing conditions, indicating the necessity of nonoxidized cysteine residues for crystallization and functionality. Cysteine residues were proposed to participate in the catalytic mechanism of yeast TyrRS, based on the observation that modification of two reactive sulfhydryl groups per subunit leads to inactivation of the enzyme (Faulhammer and Cramer, 1977). Given the location of the cysteine residues in the structure of human mt-TyrRS (Figure 2), the role of these residues cannot be directly correlated with the catalytic mechanism of tyrosylation. ...

Tyrosyl tRNA synthetase from Baker's yeast. Rapid isolation by affinity elution, molecular weight of the enzyme, and determination of essential sulfhydryl groups
  • Citing Article
  • June 1977

European Journal of Biochemistry

... EF-Tu also acts as an isomerase, utilizing a mixture of the 2′(3′)-aminoacyl tRNA isomers as a substrate, and converting them to uniform 3′-complexes [11]. Both 2′-and 3′-aminoacyl isomers of 'deoxy' RNAs can bind EF-Tu · GTP, albeit with 50fold lower efficiency as compared to the native 2′(3′)aminoacyl-tRNA [23,24]. The preference for the 3′-isomer of aa-tRNAs, upon complex formation with EF-Tu, was also demonstrated by NMR results published by S. Yokoyama et al. [25], and supported more recently by X-ray analysis of EF-Tu complexed with aa-tRNA [26], and data from steady-state and transient kinetic experiments [26,27]. ...

Specificity of Elongation Factor Tu from Escherichia coli with Respect to Attachment of the Amino Acid to the 2′ or 3′‐Hydroxyl Group of the Terminal Adenosine of tRNA
  • Citing Article
  • September 1977

European Journal of Biochemistry