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Synthesis, ligand pK(a), and Fe(III) complexation constants for a series of bipodal dihydroxamic acids.

Publication ,  Journal Article
Nguyen-Van-Duong, MK; Guillot, V; Nicolas, L; Gaudemer, A; Lowry, L; Spasojević, I; Crumbliss, AL
Published in: Inorg Chem
November 5, 2001

The synthesis of four bipodal dihydroxamic acids containing an apical C atom and amide linkages is described, where Ia,b represent "normal" and "retro" hydroxamate isomers: (R)CH[C(=O)NH(CH(2))(2)NHC(=O)(CH(2))(n)()R'](2) (Ia, R = CH(3), R' = N(OH)(C=O)CH(3), n = 2; Ib, R = CH(3), R' = (C=O)N(OH)CH(3), n = 2; Ic, R = CH(3), R' = (C=O)N(OH)CH(3), n = 3; Id, R = C(4)H(9), R' = (C=O)N(OH)CH(3), n = 2.). The pK(a1) and pK(a2) values in aqueous solution are reported, and some degree of cooperativity is noted. Complexation equilibria with Fe(aq)(3+) are described, and values for stepwise and overall equilibrium constants are reported. log beta(230) values for Ia-d are 59.22, 59.45, 58.91, and 58.46, slightly lower than for rhodotorulic acid, although the pFe values for the synthetic siderophores are comparable to that for rhodotorulic acid.

Duke Scholars

Published In

Inorg Chem

DOI

ISSN

0020-1669

Publication Date

November 5, 2001

Volume

40

Issue

23

Start / End Page

5948 / 5953

Location

United States

Related Subject Headings

  • Inorganic & Nuclear Chemistry
  • 3403 Macromolecular and materials chemistry
  • 3402 Inorganic chemistry
  • 0399 Other Chemical Sciences
  • 0306 Physical Chemistry (incl. Structural)
  • 0302 Inorganic Chemistry
 

Citation

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Nguyen-Van-Duong, M. K., Guillot, V., Nicolas, L., Gaudemer, A., Lowry, L., Spasojević, I., & Crumbliss, A. L. (2001). Synthesis, ligand pK(a), and Fe(III) complexation constants for a series of bipodal dihydroxamic acids. Inorg Chem, 40(23), 5948–5953. https://doi.org/10.1021/ic0103143
Nguyen-Van-Duong, M. K., V. Guillot, L. Nicolas, A. Gaudemer, L. Lowry, I. Spasojević, and A. L. Crumbliss. “Synthesis, ligand pK(a), and Fe(III) complexation constants for a series of bipodal dihydroxamic acids.Inorg Chem 40, no. 23 (November 5, 2001): 5948–53. https://doi.org/10.1021/ic0103143.
Nguyen-Van-Duong MK, Guillot V, Nicolas L, Gaudemer A, Lowry L, Spasojević I, et al. Synthesis, ligand pK(a), and Fe(III) complexation constants for a series of bipodal dihydroxamic acids. Inorg Chem. 2001 Nov 5;40(23):5948–53.
Nguyen-Van-Duong, M. K., et al. “Synthesis, ligand pK(a), and Fe(III) complexation constants for a series of bipodal dihydroxamic acids.Inorg Chem, vol. 40, no. 23, Nov. 2001, pp. 5948–53. Pubmed, doi:10.1021/ic0103143.
Nguyen-Van-Duong MK, Guillot V, Nicolas L, Gaudemer A, Lowry L, Spasojević I, Crumbliss AL. Synthesis, ligand pK(a), and Fe(III) complexation constants for a series of bipodal dihydroxamic acids. Inorg Chem. 2001 Nov 5;40(23):5948–5953.
Journal cover image

Published In

Inorg Chem

DOI

ISSN

0020-1669

Publication Date

November 5, 2001

Volume

40

Issue

23

Start / End Page

5948 / 5953

Location

United States

Related Subject Headings

  • Inorganic & Nuclear Chemistry
  • 3403 Macromolecular and materials chemistry
  • 3402 Inorganic chemistry
  • 0399 Other Chemical Sciences
  • 0306 Physical Chemistry (incl. Structural)
  • 0302 Inorganic Chemistry