Organic/inorganic hybrid nanomaterials with vitamin B12 functions

Yoshio Hisaeda, Takahiro Masuko, Erika Hanashima, Takashi Hayashi

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

A hybrid nanomaterial was prepared by human serum albumin (HSA) and vitamin B12 derivatives. The incorporation of hydrophobic vitamin B12 derivatives, which have ester groups in place of the peripheral amide moieties of the natural cobalamin, into HSA is primarily controlled by the hydrophobicity of the peripheral ester groups. Microenvironmental property around the hydrophobic vitamin B12 in HSA was examined by fluorescence and fluorescence polarization measurements. The hydrophobic vitamin B12 itself in HSA is in a microenvironment equivalent in medium polarity to dichloromethane. The molecular motion of hydrophobic vitamin B12 in HSA was markedly suppressed under such microenvironmental conditions. Carbon-skeleton rearrangement reaction of an alkyl radical derived from an alkyl ligand bound to the hydrophobic vitamin B12 was markedly favored in HSA aqueous solution, relative to the reactions in methanol and benzene. The 1,2-migration of the electron-withdrawing group arises from both the suppression of molecular motion and desolvation effects on the alkylated hydrophobic vitamin B12 in HSA.

Original languageEnglish
Pages (from-to)655-661
Number of pages7
JournalScience and Technology of Advanced Materials
Volume7
Issue number7
DOIs
Publication statusPublished - Oct 1 2006

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Vitamins
Vitamin B 12
Nanostructured materials
Serum Albumin
Esters
Fluorescence
Derivatives
Dichloromethane
Hydrophobicity
Methylene Chloride
Amides
Benzene
Methanol
Ligands
Polarization
Carbon
Electrons

All Science Journal Classification (ASJC) codes

  • Materials Science(all)

Cite this

Organic/inorganic hybrid nanomaterials with vitamin B12 functions. / Hisaeda, Yoshio; Masuko, Takahiro; Hanashima, Erika; Hayashi, Takashi.

In: Science and Technology of Advanced Materials, Vol. 7, No. 7, 01.10.2006, p. 655-661.

Research output: Contribution to journalArticle

Hisaeda, Yoshio ; Masuko, Takahiro ; Hanashima, Erika ; Hayashi, Takashi. / Organic/inorganic hybrid nanomaterials with vitamin B12 functions. In: Science and Technology of Advanced Materials. 2006 ; Vol. 7, No. 7. pp. 655-661.
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