DOI: 10.1098/rspa.1937.0006. Dissociation constants and structures of zwitterions

Dissociation constants and structures of zwitterions

10.1098/rspa.1937.0006

Crossref journal-article

The Royal Society

Proceedings of the Royal Society of London. Series A - Mathematical and Physical Sciences (175)

Abstract

Dissociation constants of amino-acids in relation to their structures have been discussed in recent years in several publications (Schmidt,et al., 1929; Cohn, 1931; Greenstein, 1931; Melville and Richardson, 1935). A more quantitative treatment seems desirable, however, and such a treatment is attempted in this paper. If in the aliphatic acid R . CH2. COOH one of the hydrogen atoms attached to the α-carbon atom is replaced by the positively charged NH3+group the ionization of the carboxyl group is increased about 280-fold. If substitution occurs in the β- or γ -positions the dissociation constant increases only about 12- or 5-fold respectively.

Bibliography

Dissociation constants and structures of zwitterions. (1937). Proceedings of the Royal Society of London. Series A - Mathematical and Physical Sciences, 158(893), 68â96.

Authors 0

None

References 56 Referenced 27

Astbury W. T. (1933). ` Trans. Faraday Soc. ' vol. 29 p. 193.
Bernal J. D. (1931). ` Z. Krystallogr. ' vol. 78 p. 363.
Bjerrum N. (1923). ` Z. phys. Chem. ' vol. 106 p. 219.
Clark W. M. (1923). " The Determination of Hydrogen Ions " 2nd Ed. Baltimore.
Cohn E. J. (1931). ` Ergebn. Physiol. ' vol. 33 p. 781.
10.1146/annurev.bi.04.070135.000521
Dakin H. D. (1917). ` Biochem. J. ' vol. 11 p. 79.
Ebert L. (1925). ` Ber. dtsch. chem. Ges. ' vol. 58 p. 175.
Edsall J. T. and Blanchard M. H. (1933). ` J. Amer. chem. Soc. ' vol. 55 p. 2337.
Edsall J. T. and Blanchard M. H. (1935). ` J. Amer. chem. Soc. ' vol. 57 p. 1964.
Fischer E. and Zemplen G. (1909). ` Ber. dtsch. chem. Ges. ' vol. 42 p. 4878.
Gjaldbaek J. K. (1924). ` K. danske vidensk. Selsk. Math-fys. Med. ' vol. 5 (9).
{'key': 'p_13', 'first-page': '473', 'article-title': '*J', 'volume': '93', 'author': 'Greenstein J. P.', 'year': '1931', 'journal-title': "Biol. Chem.,'"} / Biol. Chem.,' / *J by Greenstein J. P. (1931)
Greenstein J. P. (1933). ` J. biol. Chem. ' vol. 101 p. 603.
Giintelberg E. and Schiodt E. (1928). ` Z. phys. Chem. ' vol. 135 p. 393.
Guggenheim E. A. (1930). ` J. Amer. chem. Soc. ' vol. 52 p. 1315.
10.1080/14786443508561403
Guggenheim E. A. (1934). ` J. phys. Chem. ' vol. 38 p. 533. Harned H. S. and Ehlers R. W. (1933 a). 4J. Amer. chem. Soc. ' vol. 55 p. 652. ------(1933 b). ` J. Amer. chem. Soc. ' vol. 55 .p. 2379. Harned H. S. and Hamer W. J. (1933). ------and Owen B. B. (1930). ` J. Amer. chem. Soc. ' vol. 55 p. 2194.
` J. Amer. chem. Soc. ' vol. 52 p. 5091.
Guggenheim E. A. (1934). ` J. Amer. chem. Soc. ' vol. 56 p. 2039.
Hengstenberg J. and v. Lenel F. (1931). ` Z. Krystallogr. ' vol. 77 p. 424.
Ingold C. K. (1931). ` J. chem. Soc. ' p. 2179.
Jukes T. H. and Schmidt C. L. A. (1934). (10.2307/1435807)
Jukes T. H. and Schmidt C. L. A. (1935). ` J. biol. Chem. ' vol. 110 p. 9. ` J. biol. Chem. ' vol. 105 p. 359.
Kirkwood J. G. (1934). ` J. chem. Phys. ' vol. 2 p. 351.
Kuhn W. (1935). ` Z. phys. Chem. ' A vol. 175 p. 1.
Larsson E. and Adell B. (1931). ` Z. phys. Chem. ' A vol. 156 p. 381.
Ley H. (1909). ` Ber. dtsch. chem. Ges. ' vol. 42 p. 354.
Le Sueur H. R. and Withers J. C. (1914).
Longsworth L. G. (1930). ` J. chem. Soc. ' vol. 105 p. 2800.
` J. Amer. chem. Soc. ' vol. 52 p. 1897.
Maclnnes D. A. and Dole M. (1931). ` J. Amer. chem. Soc. ' vol. 53 p. 1357.
Melville J. and Richardson G. M. (1935).
Meyer K. H. and Mark H. (1928). ` Biochem. J. ' vol. 29 p. 187.
` Ber. dtsch. chem. Ges. ' vol. 61 p. 1932.
Michaelis L. and Mizutani M. (1925). ` Z. phys. Chem. ' vol. 116 p. 135.
Mizutani M. (1925). ` Z. phys. Chem. ' vol. 116 p. 350.
Nathan W. S. and Watson W. B. (1933). ` J. chem. Soc. ' p. 890.
{'key': 'p_39', 'first-page': '179', 'article-title': 'Proc', 'volume': '115', 'author': 'Neuberger A.', 'year': '1934', 'journal-title': "Roy. Soc.,' B"} / Roy. Soc.,' B / Proc by Neuberger A. (1934)
Nims L. F. and Smith D. K. (1933).
Ogston A. G. and Brown J. F. (1935).
` J. biol. Chem. ' vol. 101 p. 401. ` Trans. Faraday Soc. ' vol. 31 p. 574.
Ostwald W. (1889). ` Z. phys. Chem. ' vol. 3 p. 170.
Scatchard G. and Kirkwood J. G. (1932).
Scatchard G. and Kirkwood J. G. (1934). ` Phys. Z. ' vol. 33 p. 297.
` J. Amer. chem. Soc. ' vol. 56 p. 1586
Schmidt C. L. A. Appleman W. R. and Kirk P. (1929). ` J. biol. Chem. ' vol. 81 p. 723.
Schotten C. (1884). ` Ber. dtsch. chem. Ges. ' vol. 17 p. 2544.
Schotten C. (1888). ` Ber. dtsch. chem. Ges. ' vol. 21 p. 2235.
Schwartzenbach G. and Egli H. (1934). *Helv. chim. Acta. ' vol. 17 p. 1183.
Tafel J. (1900). ` Ber. dtsch. chem. Ges. ' vol. 33 p. 2231.
Taylor P. B. (1927). ` J. phys. Chem. ' vol. 31 p. 1478.
10.1039/CT9017901191
Wolf K. L. Briegleb E. G. and Stuart H. A. (1929). ` Z. phys. Chem. ' B vol. 6 p. 163.
Wyman J. jr. (1931). 4J. Amer. chem. Soc. ' vol. 53 p. 3292.
Wyman J. jr. (1934). 4J. Amer. chem. Soc. ' vol. 56 p. 536.

Dates

Type	When
Created	18 years, 8 months ago (Dec. 18, 2006, 5:51 p.m.)
Deposited	2 years, 3 months ago (May 10, 2023, 12:31 a.m.)
Indexed	1 year, 9 months ago (Nov. 23, 2023, 2:42 p.m.)
Issued	88 years, 7 months ago (Jan. 1, 1937)
Published	88 years, 7 months ago (Jan. 1, 1937)
Published Online	28 years, 7 months ago (Jan. 1, 1997)
Published Print	88 years, 7 months ago (Jan. 1, 1937)

Funders 0

None

BibTeX

@article{1937, volume={158}, ISSN={2053-9169}, url={http://dx.doi.org/10.1098/rspa.1937.0006}, DOI={10.1098/rspa.1937.0006}, number={893}, journal={Proceedings of the Royal Society of London. Series A - Mathematical and Physical Sciences}, publisher={The Royal Society}, year={1937}, month=jan, pages={68–96} }

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