PEPTIDE RACEMIZATION MECHANISM - A KINETIC ISOTOPE EFFECT AS A MEANS OF DISTINGUISHING ENOLIZATION FROM OXAZOLONE FORMATION

被引：24

作者：

KEMP, DS

REBEK, J

机构：

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1970年 / 92卷 / 19期

关键词：

D O I：

10.1021/ja00722a071

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

引用

页码：5792 / &

共 11 条

[1] AMINO-ACIDS AND PEPTIDES .25. MECHANISM OF BASE-CATALYSED RACEMISATION OF P-NITROPHENYL ESTERS OF ACYLPEPTIDES [J].

ANTONOVICS, I ;

YOUNG, GT .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1967, (07) :595-+

[2] MECHANISTIC STUDIES OF PEPTIDE OXAZOLONE RACEMIZATION [J].

GOODMAN, M ;

MCGAHREN, WJ .

TETRAHEDRON, 1967, 23 (05) :2031-&

[3] PEPTIDE SYNTHESIS VIA ACTIVE ESTERS . 4 . RACEMIZATION + RING-OPENING REACTIONS OF OPTICALLY ACTIVE OXAZOLONES [J].

GOODMAN, M ;

LEVINE, L .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (14) :2918-&

[4]

Kemp D S, 1970, J Am Chem Soc, V92, P1043, DOI 10.1021/ja00707a051

[5] A NEW PEPTIDE COUPLING REAGENT [J].

KEMP, DS ;

CHIEN, SW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (11) :2743-&

[6] SPECIFIC BASE CATALYSIS OF AZLACTONE FORMATION [J].

KEMP, DS ;

CHIEN, SW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (11) :2745-&

[7] SYNTHESIS OF PEPTIDE OXAZOLONES AND RELATED COMPOUNDS [J].

MCGAHREN, WJ ;

GOODMAN, M .

TETRAHEDRON, 1967, 23 (05) :2017-&

[8] AMINO-ACIDS + PEPTIDES .19. MECHANISM OF RACEMISATION DURING PEPTIDE SYNTHESIS . CHLORIDE EFFECT [J].

WILLIAMS, MW ;

YOUNG, GT .

JOURNAL OF THE CHEMICAL SOCIETY, 1964, (OCT) :3701-&

[9] AZLACTONE FORMATION IN ISOXAZOLIUM SALT METHOD OF PEPTIDE SYNTHESIS [J].

WOODWARD, RB ;

WOODMAN, DJ .

JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (09) :2742-&

[10]

YOUNG GT, 1968, J CHEM SOC, P436

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