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An S-alkylating reagent with positive charges as an efficient solubilizer of denatured disulfide-containing proteins.

An S-alkylating reagent with positive charges as an efficient solubilizer of denatured disulfide-containing proteins. Research Abstract Details 

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  • An S-alkylating reagent with positive charges as an efficient solubilizer of denatured disulfide-containing proteins. Abstract Text:

    h yamadaH Yamada,m senoM Seno,a kobayashiA Kobayashi,t moriyamaT Moriyama,m kosakaM Kosaka,y itoY Ito,t imotoT Imoto,

    A novel S-alkylating reagent, N-(3-bromopropyl)-N,N,N',N',N'-pentamethyl-1,3-propanedi(ammonium bromide) (TAP2-Br) which carries two positive charges in the molecule, was prepared to increase the solubility or to decrease the hydrophobicity of cysteine-containing denatured proteins (or peptides). S-Alkylation with TAP2-Br introduces two positive charges per cysteine residue, which will effectively shift the net charge of a protein in the positive direction. Disulfide-containing proteins, such as hen egg-white lysozyme, RNase A, BSA, and soybean trypsin inhibitor (Kunitz type), were reduced and S-alkylated with TAP2-Br to evaluate the potential of this reagent compared with other S-alkylating reagents such as monoiodoacetic acid, bromosuccinic acid and (3-bromopropyl)trimethylammonium bromide. The solubilities of these denatured proteins in the pH range of 2-10 indicated that S-alkylation with TAP2-Br effectively solubilized not only basic proteins (lysozyme and RNase) but also an acidic protein containing a fairly large number of cysteine residues (BSA). Moreover, the retentions of cysteine-containing tryptic peptides derived from lysozyme on reversed-phase HPLC were greatly reduced by S-alkylation with TAP2-Br. These results indicate that TAP2-Br is very useful to increase the solubility of some cysteine-containing denatured proteins and to decrease the hydrophobicity of peptides containing cysteine residue(s).

    An S-alkylating reagent with positive charges as an efficient solubilizer of denatured disulfide-containing proteins. Publishing Authors By Initials

    h yamadaH Yamada,m senoM Seno,a kobayashiA Kobayashi,t moriyamaT Moriyama,m kosakaM Kosaka,y itoY Ito,t imotoT Imoto,

    For similar natural sciences: chemistry: chemistry, physical: solubility research abstracts see: natural sciences: chemistry: chemistry, physical: solubility research

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    An S-alkylating reagent with positive charges as an efficient solubilizer of denatured disulfide-containing proteins. Journal Published:

    PUBLICATION TYPE: Research Support, Non-U.S. Gov

    Journal: Journal of biochemistry

    VOLUME: 116

    Page Numbers: 852-7

    Journal Abbreviation: J. Biochem.

    ISSN: 0021-924X

    DAY: 19

    MONTH: Oct

    YEAR: 1994

    An S-alkylating reagent with positive charges as an efficient solubilizer of denatured disulfide-containing proteins. Information

    Number of References:

    LANGUAGE: eng

    NlmUniqueID: 376600

    An S-alkylating reagent with positive charges as an efficient solubilizer of denatured disulfide-containing proteins. Keywords Mesh Terms:

    KEYWORDS: Solubility

    MESH TERMS: chemistry

    Chemical & Substance for Abstract: An S-alkylating reagent with positive charges as an efficient solubilizer of denatured disulfide-containing proteins. Information

    Substance Name: Cysteine

    Registry Number: 52-90-4

    Grant and Affiliation Information for An S-alkylating reagent with positive charges as an efficient solubilizer of denatured disulfide-containing proteins.

    AFFILIATION: Department of Bioengineering Science, Faculty of Engineering, Okayama University.

    Country: JAPAN

    JAPAN Research PublicationJAPAN Research Publication

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    MEDLINETA: J Biochem

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