Publications 1970-1979

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  1. J.E. Robbers and H.G. Floss "Physiological Studies on Ergot: The Influence of 5-Methyltryptophan on Alkaloid Biosynthesis and the Incorporation of Tryptophan Analogues into Protein", J. Pharm. Sci. 59, 702 (1970).

  2. H.G. Floss "Biosynthesis of Ergot Alkaloids", Abh. Dt. Akad. Wiss. Berlin, Kl. Chem. Geol. Biol. 1971, 395.

  3. H.G. Floss "Biosynthesis of Furanocoumarins", in "Recent Advances in Phytochemistry", Vol. 4, Appleton-Century-Crofts, New York, 1972, p. 143-164.

  4. H.G. Floss, D.K. Onderka and H. Zalkin "Mechanism of the Anthranilate Synthetase Reaction: Evidence Against an Intramolecular Hydrogen Transfer", Biochem. Biophys. Acta 206, 449 (1970).

  5. H.G. Floss "Stereochemistry of Enzyme Reactions at Prochiral Centers", Naturwissenschaften 57, 435 (1970).

  6. B. Naidoo, J.M. Cassady, G.E. Blair and H.G. Floss "Biosynthesis of Ergot Alkaloids. Synthesis of Chanoclavin-I-aldehyde and Its Incorporation into Elymoclavine by Claviceps", Chem. Comm. 1970, 471.

  7. U. Hornemann, M.K. Speedie, L.H. Hurley and H.G. Floss "Demonstration of a C-Methylating Enzyme in Cell-free Extracts of Indolmycin-producing Streptomyces griseus", Biochem. Biophys. Res. Comm. 39, 594 (1970).

  8. U. Hornemann, L.H. Hurley, M.K. Speedie and H.G. Floss "Isolation and Absolute Configuration of Indolmycenic Acid, an Intermediate in the Biosynthesis of Indolmycin by Streptomyces griseus", Tetrahedron Lett. 1970, 2255.

  9. H.G. Floss "Regulation von Biosynthesewegen für industrielle Fermentationen", Umschau 70, 823 (1970).

  10. U. Hornemann, L.H. Hurley, M.K. Speedie and H.G. Floss "The Biosynthesis of Indolmycin", J. Amer. Chem. Soc. 93, 3028 (1971).

  11. G. Basmadjian and H.G. Floss "A Micro Degradation Procedure for Radioactive Peptide Ergot Alkaloids", J. Pharm. Sci. 60, 949 (1971).

  12. K.H. Scharf, D.K. Onderka, M. Carroll, M.H. Zenk and H.G. Floss "Stereochemistry of the Enzymatic and Nonenzymatic Conversion of 3-Dehydroshikimate into Protocatechuate", Chem. Comm. 1971, 765.

  13. K.H. Scharf, M.H. Zenk and (in part) D.K. Onderka, M. Carroll and H.G. Floss "Stereochemistry of Hydrogen Elimination from C-6 of Shikimate in Naphthoquinone Biosynthesis", Chem. Comm. 1971, 576.

  14. P.F. Heinstein, S.-l. Lee and H.G. Floss "Isolation of Dimethylallypyrophosphate: Tryptophan Dimethylallyl Transferase From the Ergot Fungus (Claviceps spec.)", Biochem. Biophys. Res. Comm. 44, 1244 (1971).

  15. H.G. Floss, P.E. Manni, R.L. Hamill and J.A. Mabe. "Further Studies on the Biosynthesis of Pyrrolnitrin from Tryptophan by Pseudomonas", Biochem. Biophys. Res. Comm. 45, 781 (1971).

  16. H.G. Floss, G.P. Basmadjian, M. Tcheng, C. Spalla and A. Mingetti "Biosynthesis of Peptide Ergot Alkaloids. Ergotamine", Lloydia 34, 442 (1971).

  17. H.G. Floss, G.P. Basmadjian, M. Tcheng, D. Gröger and D. Erge "Biosynthesis of Peptide Ergot Alkaloids. Ergocornine and Ergocryptine", Lloydia 34, 446 (1971).

  18. H.G. Floss, G.P. Basmadjian, D. Gröger and D. Erge "Biosynthesis of Ergot Alkaloids. Ergometrine", Lloydia 34, 449 (1971).

  19. H.G Floss, D.K. Onderka and M. Carroll "Stereochemistry of the 3-Deoxy-D-arabino-heptulosonate 7-phosphate (DAHP) Synthetase Reaction and the Chorismate Synthetase Reaction", J. Biol. Chem. 247, 736 (1972).

  20. H.G. Floss "Non-antibiotic Medicinal Agents of Microbial Origin", Proceedings IVth International Fermentation Symposium (Kyoto), p. 407-412 (1972).

  21. C.I. Abou-Chaar, H.F. Günther, M.F. Manuel, J.E. Robbers and H.G. Floss "Biosynthesis of Ergot Alkaloids. Incorporation of (5R)- and (5S)-Mevalonate-5-T into Chanoclavines and Tetracyclic Ergolines", Lloydia 35, 272 (1972).

  22. P.O. Larsen, D.K. Onderka and H.G. Floss "Steric Course and Rearrangements in the Biosynthesis of Phenylalanine, Tyrosine and 3-(3-Carboxyphenyl)alanine from Shikimic Acid in Higher Plants", Chem. Comm. 1972, 842.

  23. J.E. Robbers, L.W. Robertson, K.M. Hornemann, A. Jindra and H.G. Floss "Physiological Studies on Ergot. Further Studies on the Induction of Alkaloid Synthesis by Tryptophan and on Its Inhibition by Phosphate", J. Bacteriol. 122, 791 (1972).

  24. H.G. Floss "Instrumental Methods in Biosynthetic Studies", Lloydia 35, 399 (1972).

  25. H.G. Floss, J.M. Cassady and J.E. Robbers "Influence of Ergot Alkaloids on Pituitary Prolactin and Prolactin-dependent Processes", J. Pharm. Sci. 62, 699 (1973)

  26. L.W. Robertson, J.E. Robbers and H.G. Floss "Some Characteristics of Tryptophan Uptake in Claviceps species, Strain SD-58", J. Bacteriol. 144, 208 (1972).

  27. L.L. Martin, C.-j. Chang, H.G. Floss, J.A. Mabe, E.W. Hagaman and E. Wenkert "A 13C-NMR Study on the Biosynthesis of Pyrrolnitrin from Tryptophan in Pseudomonas", J. Amer. Chem. Soc. 94, 8942 (1972).

  28. B.E. Ellis, M.H. Zenk, G.W. Kirby, J. Michael and H.G. Floss "Steric Course of the Tyrosine Ammonia-lyase Reaction", Phytochemistry 12, 1057 (1973).

  29. C.-C.L. Lin, G.E. Blair, J.M. Cassady, D. Gröger, W. Maier and H.G. Floss "Biosynthesis of Ergot Alkaloids. Synthesis of 6-Methyl-8-acetoxymethylene-9-ergolene and Its Incorporation into Ergotoxine by Claviceps", J. Org. Chem. 38, 2249 (1973).

  30. J.M. Cassady, C.I. Abou-Chaar and H.G. Floss "Ergot Alkaloids. Isolation of N-Demethylchanoclavine-II from Claviceps Strain SD-58 and the Role of Demethylchanoclavines in Ergoline Biosynthesis", Lloydia 36, 390 (1973).

  31. J.M. Cassady, G.S. Li, E.B. Spitzner, H.G. Floss and J.A. Clemens "Ergot Alkaloids. Ergolines and Related Compounds as Inhibitors of Prolactin Release", J. Med. Chem. 17, 300 (1974).

  32. H.G. Floss, J.E. Robbers and P.F. Heinstein "Regulatory Control Mechanisms in Alkaloid Biosynthesis", Recent Adv. Phytochem. 8, 141 (1974).

  33. H.G. Floss, M. Tcheng-Lin, C.-j. Chang, B. Naidoo, G.E. Blair, C.I. Abou-Chaar and J.M. Cassady "Biosynthesis of Ergot Alkaloids. Studies on the Mechanism of the Conversion of Chanoclavine-I into Tetracyclic Ergolines", J. Amer. Chem. Soc. 96, 1898 (1974).

  34. M.K. Speedie, U. Hornemann and H.G. Floss "S-Adenosylmethionine: Indolepyruvate 3-Methyltransferase", Methods Enzymol. 43, 498 (1975).

  35. N.J. Bach, H.E. Boaz, E.C. Kornfeld, C.-j. Chang, H.G. Floss, E.W. Hagaman and E. Wenkert "Nuclear Magnetic Resonance Spectral Analysis of the Ergot Alkaloids", J. Org. Chem. 39, 1272 (1974).

  36. G.E. Skye, R. Potts and H.G. Floss "Stereochemistry of the Tryptophan Synthetase Reaction", J. Amer. Chem. Soc. 96, 1593 (1974).

  37. D.A. Lowe, D.W.S. Westlake, H.G. Floss, A. Emes and L.C. Vining "Biosynthesis of Chloramphenicol in Streptomyces species 3022a. Isotope Incorporation Experiments with (G-14C)Chorismic, (G-14C) Prephenic, and (G-14C, 6-3H) Shikimic Acids", Can. J. Microbiol. 20, 347 (1974).

  38. H.G. Floss, M. Tcheng-Lin, H. Kobel and P. Stadler "On the Biosynthesis of Peptide Ergot Alkaloids", Experientia 30, 1369 (1974).

  39. J.E. Robbers and H.G. Floss "Induction by Tryptophan of the Enzymes of Ergot Alkaloid Biosynthesis", Nova Acta Leopoldina, Suppl. 7, 23 (1976).

  40. P. Heinstein and H.G. Floss "Feedback Inhibition and Endproduct Repression in Secondary Metabolism", Nova Acta Leopoldina, Suppl. 7, 299 (1976).

  41. P.O. Larsen, D.K. Onderka and H.G. Floss "Biosynthesis of Phenylalanine, Tyrosine, 3-(3-Carboxyphenyl)alanine, and 3-(3-Carboxy-4-hydroxyphenyl)alanine in Higher Plants - Examples of the Possibilities of Transformation of Chorismic Acid", Biochim. Biophys. Acta 381, 397 (1975).

  42. K. Rezabek, J.M. Cassady and H.G. Floss "Nidation Inhibition by Some Simple Ergoline Derivatives", J. Pharm. Sci. 64, 1045 (1975).

  43. C.-j. Chang, H.G. Floss and G.E. Peck "Carbon-13 Magnetic Resonance Spectroscopy of Drugs. Sulfonamides", J. Med. Chem. 18, 505 (1975).

  44. H.G. Floss "Radiotracers in Biosynthetic Studies", Chapter 15 in E.A. Evans, M. Muramatsu (Ed.), "Radiotracer Techniques and Applications", Marcel Dekker, Inc., New York (1977), Vol. 2, p. 689-732.

  45. G.S. Li, J.M. Robinson, H.G. Floss, J.M. Cassady and J.M. Clemens "Ergot Alkaloids. Synthesis of 6-Methyl-8-ergolines as Inhibitors of Prolactin Release", J. Med. Chem. 18, 892 (1975).

  46. C.-j. Chang, H.G. Floss, P. Soong and C.-t. Chang "Identity of the Antitumor Antibiotic Litmomycin with Granaticin A", J. Antibiot. 28, 156 (1975).

  47. L. Zee, U. Hornemann and H.G. Floss "Further Studies on the Biosynthesis of the Antibiotic Indolmycin in Streptomyces griseus", Biochem. Physiol. Pflanzen (BBP) 168, 19 (1975).

  48. M.K. Speedie, U. Hornemann and H.G. Floss "Isolation and Characterization of Tryptophan Transaminase and Indolepyruvate C-Methyltransferase: Enzymes Involved in Indolmycin Biosynthesis in Streptomyces griseus", J. Biol. Chem. 250, 7819 (1975).

  49. H.G. Floss "Biosynthesis of Ergot Alkaloids and Related Compounds", Tetrahedron 32, 873 (1976).

  50. V.M. Krupinski, J.E. Robbers and H.G. Floss "Physiological Studies on Ergot: Induction of Alkaloid Synthesis by Tryptophan at the Enzymatic Level", J. Bacteriol. 125, 158 (1976).

  51. E. Schleicher, K. Mascaro, R. Potts, D.R. Mann and H.G. Floss "Stereochemistry and the Mechanism of Reactions Catalyzed by Tryptophanase and Tryptophan Synthetase", J. Amer. Chem. Soc. 98, 103 (1976).

  52. S.-l. Lee, H.G. Floss and P. Heinstein "Purification and Properties of Dimethylallylpyrophosphate : Tryptophan Dimethylallyl Transferase, the First Enzyme of Ergot Alkaloid Biosynthesis in Claviceps sp. SD 58", Arch. Biochem. Biophys. 177, 84 (1976).

  53. H.G. Floss, E. Schleicher and R. Potts "Stereochemistry of the Formation of Cysteine by O-Acetylserine Sulfhydrase", J. Biol. Chem. 251, 5478 (1976).

  54. H.J.R. Weintraub, M.-D. Tsai, S.R. Byrn, C.-j. Chang and H.G. Floss "Conformational Analysis of Pyridoxal Amino Acid Schiff Bases", Intern. J. Quantum Chem. 3 , 99 (1976).

  55. C.-j. Chang, H.G. Floss, L.H. Hurley and M. Zmijewski "Applications of Long-Range Spin-Spin Couplings in Biosynthetic Studies", J. Org. Chem. 41, 2932 (1976).

  56. H.G. Floss "Regulation of Alkaloid Synthesis in the Ergot Fungus", Microbiology 1976, 533.

  57. C.-j. Chang, T.-L. Shieh and H.G. Floss "Model Studies on Pyridoxal Schiff's Bases. Coplanarity and Intramolecular Hydrogen Bonding", J. Med. Chem. 20, 176 (1977).

  58. C.M. Tatum, P.A. Benkovic, S.J. Benkovic, R. Potts, E. Schleicher and H.G. Floss "Stereochemistry of Methylene Transfer Involving 5,10-Methylenetetrahydrofolate", Biochemistry 16, 1093 (1977).

  59. J.M. Cassady and H.G. Floss "Ergolines as Potential Prolactin and Mammary Tumor Inhibitors", Lloydia 40, 90 (1977).

  60. D.F. Mann and H.G. Floss "Purification and Properties of Anthranilate Synthetase from the Ergot Fungus, Claviceps spec., Strain SD 58", Lloydia 40, 136 (1977).

  61. L. Mascaro, R. Hörhammer, S. Eisenstein, L. Sellers, K. Mascaro and H.G. Floss "Synthesis of Methionine Carrying a Chiral Methyl Group and Its Use in Determining the Steric Course of the Enzymatic C-Methylation of Indolepyruvate During Indolmycin Biosynthesis", J. Amer. Chem. Soc. 99, 273 (1977).

  62. C.-j. Chang, H.G. Floss and W. Steck "Carbon-13 Magnetic Resonance Spectroscopy of Coumarins. Carbon-13-Proton Long-Range Couplings", J. Org. Chem. 42, 1337 (1977).

  63. H. Kumagai, H. Yamada, S. Sawada, E. Schleicher, K. Mascaro and H.G. Floss "Stereochemistry of the Conversion of Serine and Tyrosine to Pyruvate by Tyrosine Phenol-lyase", Chem. Comm. 1977, 85.

  64. C. Tatum, J. Vederas, E. Schleicher, S.J. Benkovic and H.G. Floss "Stereospecificity of Thymidylate Synthetase", Chem. Comm. 1977, 218.

  65. A.M. Crider, J.M. Robinson, H.G. Floss, J.M. Cassady and J.A. Clemens "Ergot Alkaloids. Synthesis of 6-Alkyl-8-ergolenes and 6-Methyl-8-aminoergolines as Potential Prolactin Inhibitors", J. Med. Chem. 20, 1473 (1977).

  66. C.E. Snipes, G.-U. Brillinger, L. Sellers, L. Mascaro and H.G. Floss "Stereochemistry of the dTDP-Glucose Oxidoreductase Reaction", J. Biol. Chem. 252, 8113 (1977).

  67. H.G. Floss "Recent Progress in the Chemistry and Biosynthesis of Ergot Alkaloids", Czechoslov. Farmacie 95, 409 (1976).

  68. D.E. Nichols, J.M. Robinson, G.S. Li, J.M. Cassady and H.G. Floss "An Improved Synthesis of 4-Keto-1-benzoyl-1,2,2a,3,4,5-hexahydrobenz[cd]indole", Org. Prep. Proc. Intern. 9, 277 (1977).

  69. R. Holzbach, H. Pape, D. Hook, E.F. Kreutzer, C.-j. Chang and H.G. Floss 'Biosynthesis of the Macrolide Antibiotic Chlorothricin: Basic Building Blocks", Biochemistry 17, 556 (1978).

  70. M.E. Gustafson, D. Miller, P. Davis, J.P. Rosazza, C.-j. Chang and H.G. Floss "The Stereochemistry of the Side-Chain Dehydrogenation of N-Carbobenzyloxytryptophan by Chromobacterium violaceum", Chem. Comm. 1977, 842.

  71. H.G. Floss "The Shikimate Pathway", Recent Adv. Phytochem. 12, 59 (1979).

  72. J.E. Robbers, W.W. Eggert and H.G. Floss "Physiological Studies on Ergot: Time Factor Influence on the Inhibitory Effect of Phosphate and the Induction Effect of Tryptophan on Alkaloid Production", Lloydia 41, 120 (1978).

  73. K. Schröder and H.G. Floss "Biosynthesis of a- Naphthocyclinone", J. Org. Chem. 43, 1438 (1978).

  74. M.-D. Tsai, E. Schleicher, R. Potts, G.E. Skye and H.G. Floss "Stereochemistry and Mechanism of Reactions Catalyzed by Tryptophan Synthetase and Its ß2 Subunit", J. Biol. Chem. 253, 5344 (1978).

  75. J.C. Vederas, E. Schleicher, M.-D. Tsai and H.G. Floss "Stereochemistry and Mechanism of Reactions Catalyzed by Tryptophanase from E. coli", J. Biol. Chem. 253, 5350 (1978).

  76. H.G. Floss, C.-j. Chang, O. Mascaretti and K. Shimada "Studies on the Biosynthesis of Antibiotics", Planta Med. 34, 345 (1978).

  77. A.M. Crider, C.K.L. Lu, H.G. Floss, J.M. Cassady and J.A. Clemens "Ergot Alkaloids. Synthesis of Nitrosourea Derivatives of Ergolines as Potential Anticancer Agents", J. Med. Chem. 22, 32 (1979).

  78. M.-D. Tsai, J. Weaver, H.G. Floss, E.E. Conn, R.K. Creveling and M. Mazelis "Stereochemistry of the ß-Cyanoalanine Synthetase and S-Alkylcysteine Lyase Reactions", Arch. Biochem. Biophys. 190, 553 (1978).

  79. M.-D. Tsai, H.J.R. Weintraub, S.R. Byrn, C.-j. Chang and H.G. Floss "Conformational Analysis of Pyridoxal Schiff's Bases. NMR Studies of the Conformation About the C4-C4', Ca- Cß and N-C Bonds of the Pyridoxal Schiff's Bases of Amino Acids", Biochemistry, 17, 3177 (1978).

  80. M.-D. Tsai, H.J.R. Weintraub, S.R. Byrn, C.-j. Chang and H.G. Floss "Conformation-Reactivity Relationships for Pyridoxal Schiff's Bases. The Rates of Racemization and a- Hydrogen Exchange of the Pyridoxal Schiff's Bases of Amino Acids", Biochemistry 17, 3183 (1978).

  81. K. Shimada, D.J. Hook, G.F. Warner and H.G. Floss "Biosynthesis of the Antibiotic 2,5-Dihydrophenylalanine by Streptomyces arenae", Biochemistry 17, 3054 (1978).

  82. H.G. Floss and J.A. Anderson "Biosynthesis of the Ergot Toxins", in "The Biosynthesis of Mycotoxins - A Study in Secondary Metabolism", P.S. Steyn, Ed., Academic Press, New York (1980), p. 17-67.

  83. L.B. Jacobsen, C.L. Richardson and H.G. Floss "Shikimic Acid and Quinic Acid are not Mutagenic in the Ames Assay", Lloydia 41, 450 (1978).

  84. H.G. Floss, J.E. Robbers and P.F. Heinstein "Regulation of Ergot Alkaloid Formation: Influence of Tryptophan and Its Analogs and of the Endproduct Elymoclavine", Proc. 12th FEBS Meeting, Vol. 55, Pergamon Press, Oxford (1979), p. 121-131.

  85. H.G. Floss and C.-j. Chang "Biosynthesis of Benzoisochromane Quinone Antibiotics", Proc. 11th International Symposium Chemistry of Natural Products, Vol. 4/1, p. 46-68 (1978).

  86. H.G. Floss and M.-D. Tsai "Chiral Methyl Groups", Adv. in Enzymol. 50, 243 (1979).

  87. C. E. Snipes and H.G. Floss "Biosynthesis of the Antibiotic Granaticin", J. Amer. Chem. Soc. 101, 7 01 (1979).

  88. H.G. Floss, L. Mascaro, M.-D. Tsai and R.W. Woodard "Stereochemistry of Enzymatic Transmethylation", in "Transmethylation" (E. Usdin, R.T. Borchardt, C.R. Creveling, Ed.), Developments in Neuroscience, Vol. 5, Elsevier-North-Holland, New York (1979), p. 135-141.

  89. J.A. Anderson, I.-S. Kim, P. Lehtonen and H.G. Floss "Conversion of Dihydrolysergic Acid to Dihydroergotamine in an Ergotamine-Producing Strain of Claviceps purpurea", J. Nat. Prod. 42, 271 (1979).

  90. M.-D. Tsai, H.G. Floss, H.J. Rosenfeld and J. Roberts "Stereochemistry and Mechanism of Reactions Catalyzed by Indole-3-alkane a- Hydroxylase", J. Biol. Chem. 254, 6437 (1979).

  91. O. Mascaretti, C.-j. Chang and H.G. Floss "Biosynthesis of the Antibiotic Chlorothricin: Assignment of the Carbon-13 Magnetic Resonance Spectrum", J. Nat. Prod. 42, 455 (1979).

  92. H. Otsuka, J.A. Anderson, and H.G. Floss "The Stage of N-Methylation in Ergot Alkaloid Biosynthesis", Chem. Comm. 1979, 660.