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Annals of the New York Academy of Sciences | 1946

SYNTHESIS OF PTEROYLGLUTAMIC ACID (LIVER L. CASEI FACTOR) AND PTEROIC ACID

Coy W. Waller; Brian L. Hutchings; John H. Mowat; E. L. R. Stokstad; James H. Boothe; Robert B. Angier; Joseph Semb; Y. SubbaRow; Donna B. Cosulich; M. J. Fahrenbach; M. E. Hultquist; Erwin Kuh; E. H. Northey; Doris R. Seeger; J. P. Sickels; James Miller Jr Smith

Upon completion of the degradation of the Luctobacihs c a m factors and the synthesis of the fragments, the structure of the liver L. casei factor was proposed. The fermentation factor and the liver factor differed in the number of glutamic acid residues. The structure for the liver compound showed only one glutamic acid, while the fermentation factor appeared to contain three such residues. Both factors yielded p-aminobenzoic acid and the same pteridines upon degradation. On this basis, both factors appeared to have the same pteridine nucleus attached to the p-aminobenzoic acid, as indicated in the proposed structure for the liver factor. The chemical name is obviously too long for general usage. For the basic nucleus, a name iodicating its pterin nature is desirable. Thus, the name “Pteroylglutamic Acid” is proposed for the liver L. casei factor. The fermentation L. casei factor and analogous cornpounds containing various amino acids can also be named as pteroyl derivatives. The basic structure for these compounds would, accordingly, be called “Pteroic Acid.” The syntheses of pteroylglutamic acid and pteroic acid are reported herein.


Science | 1946

The Structure and Synthesis of the Liver L. casei Factor

Robert B. Angier; James H. Boothe; Brian L. Hutchings; John H. Mowat; Joseph Semb; E. L. R. Stokstad; Y. SubbaRow; Coy W. Waller; Donna B. Cosulich; M. J. Fahrenbach; Martin E. Hultquist; Erwin Kuh; E. H. Northey; Doris R. Seeger; J. P. Sickels; James M. Smith


Journal of the American Chemical Society | 1949

Analogs of Pteroylglutamic Acid. III. 4-Amino Derivatives

Doris R. Seeger; Donna B. Cosulich; James M. Smith; Martin E. Hultquist


Journal of the American Chemical Society | 1947

Antagonist for pteroylglutamic acid.

Doris R. Seeger; James M. Smith; Martin E. Hultquist


Science | 1945

Synthesis of a compound identical with the L. casei factor isolated from liver.

Robert B. Angier; James H. Boothe; Brian L. Hutchings; John H. Mowat; Joseph Semb; E. L. R. Stokstad; Y. SubbaRow; Coy W. Waller; Donna B. Cosulich; M. J. Fahrenbach; Martin E. Hultquist; Erwin Kuh; E. H. Northey; Doris R. Seeger; J. P. Sickels; James M. Smith


Journal of the American Chemical Society | 1948

Synthesis of Pteroylglutamic Acid (Liver L. casei Factor) and Pteroic Acid. II

Coy W. Waller; Brian L. Hutchings; John H. Mowat; E. L. R. Stokstad; James H. Boothe; Robert B. Angier; Joseph Semb; Y. SubbaRow; Donna B. Cosulich; M. J. Fahrenbach; Martin E. Hultquist; Erwin Kuh; E. H. Northey; Doris R. Seeger; J. P. Sickels; James M. Smith


Annals of the New York Academy of Sciences | 1948

THE CHEMISTRY of CERTAIN PTEROYLGLUTAMIC ACID ANTAGONISTS

James M. Smith; Donna B. Cosulich; Martin E. Hultquist; Doris R. Seeger


Journal of the American Chemical Society | 1948

Synthesis of Pteroylglutamic Acid. IV

James H. Boothe; Coy W. Waller; E. L. R. Stokstad; Brian L. Hutchings; John H. Mowat; Robert B. Angier; Joseph Semb; Y. SubbaRow; Donna B. Cosulich; M. J. Fahrenbach; Martin E. Hultquist; Erwin Kuh; E. H. Northey; Doris R. Seeger; J. P. Sickels; James M. Smith


Archive | 1951

Phosphoric acid derivatives and methods of preparing the same

Robert P. Parker; Doris R. Seeger; Kuh Erwin


Journal of the American Chemical Society | 1951

Analogs of Pteroylglutamic Acid. VI. 3',5'-Dihalopteroyl Derivatives

Donna B. Cosulich; Doris R. Seeger; M. J. Fahrenbach; Barbara Roth; John H. Mowat; James M. Smith; Martin E. Hultquist

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Martin E. Hultquist

University of Colorado Boulder

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James M. Smith

Centers for Disease Control and Prevention

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