STUDIES ON BITTER PEPTIDES FROM CASEIN HYDROLYZATE .14. BITTER TASTE OF SYNTHETIC ANALOGS OF OCTAPEPTIDE, ARG-GLY-PRO-PHE-PRO-ILE-ILE-VAL, CORRESPONDING TO THE C-TERMINAL PORTION OF BETA-CASEIN

被引：9

作者：

NAKATANI, M

NAKATA, T

KOUGE, K

OKAI, H

机构：

[1] SANSHIN CHEM IND CO LTD, YAMAGUCHI 74211, JAPAN

[2] HIROSHIMA UNIV, FAC ENGN, DEPT FERMENTAT TECHNOL, 1-4-1 KAGAMIYAMA, HIROSHIMA 724, JAPAN

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1994年 / 67卷 / 02期

关键词：

D O I：

10.1246/bcsj.67.438

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In order to elucidate the relationship between the chemical structure and bitter taste of the C-terminal portion of beta-casein, some analogues, in which the phenylalanine residue was substituted by D-phenylalanine, lysine, glycine, glutamic acid or L-pyrenylalanine, were synthesized. Sensory analyses and CD spectra showed that the location of a hydrophobic amino acid with the L-configuration between the two proline residues should be important for this series of peptides to produce a strong bitterness.

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页码：438 / 444

页数：7

相关论文

共 20 条

[1] PRIMARY STRUCTURE OF BOVINE BETA-CASEINE - COMPLETE SEQUENCE [J].

DUMAS, BR ;

MERCIER, JC ;

BRIGNON, G ;

GROSCLAUDE, F .

EUROPEAN JOURNAL OF BIOCHEMISTRY, 1972, 25 (03) :505-+

[2] ONE-DIMENSIONAL AROMATIC CRYSTALS IN SOLUTION .3. SYNTHESIS AND SPECTROSCOPIC PROPERTIES OF POLY(L-1-PYRENYLALANINE) [J].

EGUSA, S ;

SISIDO, M ;

IMANISHI, Y .

CHEMISTRY LETTERS, 1983, (08) :1307-1310

[3] STUDIES OF BITTER PEPTIDES FROM CASEIN HYDROLYZATE .1. SYNTHESIS OF BITTER PEPTIDE BPIA CORRESPONDING TO ARG-GLY-PRO-PRO-PHE-ILE-VAL FROM CASEIN HYDROLYZATE BY ALKALINE PROTEINASE OF BACILLUS-SUBTILIS [J].

FUKUI, H ;

KANEHISA, H ;

ISHIBASHI, N ;

MIYAKE, I ;

OKAI, H .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1983, 56 (03) :766-769

[4]

ISHIBASHI N, 1987, AGR BIOL CHEM TOKYO, V51, P2389

[5] STUDIES OF BITTER PEPTIDES FROM CASEIN HYDROLYZATE .10. SYNTHESIS AND BITTER TASTE OF H-ARG-GLY-PRO-PHE-PRO-ILE-ILE-VAL-OH CORRESPONDING TO C-TERMINAL PORTION OF BETA-CASEIN [J].

KANEHISA, H ;

MIYAKE, I ;

OKAI, H ;

AOYAGI, H ;

IZUMIYA, N .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1984, 57 (03) :819-822

[6]

KANEHISA H, 1984, B CHEM SOC JPN, V57, P301, DOI 10.1246/bcsj.57.301

[7] PEPTIDE-SYNTHESIS IN AQUEOUS-SOLUTION .1. APPLICATION OF PARA-DIALKYLSULFONIOPHENOLS AS A WATER-SOLUBLE COUPLING REAGENT [J].

KOUGE, K ;

KOIZUMI, T ;

OKAI, H ;

KATO, T .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1987, 60 (07) :2409-2418

[8] BITTER PEPTIDES IN COW MILK CASEIN DIGESTS WITH BACTERIAL PROTEINASE .1. ISOLATION AND DETERMINATION OF AMINO-ACID SEQUENCE OF A BITTER PEPTIDE [J].

MINAMIURA, N ;

YAMAMOTO, T ;

FUKUMOTO, J ;

MATSUMURA, Y .

AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1972, 36 (04) :588-+

[9] STUDIES OF BITTER PEPTIDES FROM CASEIN HYDROLYZATE .3. BITTER TASTE OF SYNTHETIC ANALOGS OF BPIA (ARG-GLY-PRO-PRO-PHE-ILE-VAL) CONTAINING D-PROLINE OR GLYCINE IN PLACE OF L-PROLINE [J].

MIYAKE, I ;

KOUGE, K ;

KANEHISA, H ;

OKAI, H .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1983, 56 (06) :1678-1681

[10] STUDIES OF BITTER PEPTIDES FROM CASEIN HYDROLYZATE .8. BITTER TASTE OF CYCLIC ANALOG OF BPIA (ARG-GLY-PRO-PRO-PHE-ILE-VAL) [J].

MIYAKE, I ;

KOUGE, K ;

KANEHISA, H ;

OKAI, H .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1984, 57 (04) :1163-1164