AMINO-ACIDS AND PEPTIDES .9. SOME NEIGHBOURING-GROUP AMINO-AMIDE AND HYDROXY-AMIDE INTERACTIONS

被引：25

作者：

DAVIES, JA

HASSALL, CH

ROGERS, IH

机构：

[1] Department of Chemistry, University College of Swansea, Swansea

来源：

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC | 1969年 / 10期

关键词：

D O I：

10.1039/j39690001358

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Base-catalysed hydrolysis studies have provided evidence of neighbouring-group amino-amide interactions in compounds with the formulae H2N·[CH2]χ·CO·NHMe (x = 3, 4, or 5), and in 6-aminodecane-10-lactam. Acid-catalysed hydrolysis studies have indicated that transannular hydroxy-amide interactions occur with 4-hydroxy-hexane-6-lactam, 5-hydroxyoctane-8-lactam, and 6-hydroxydecane-10- lactam. The mechanisms of these reactions and the significance of such processes in peptide chemistry is discussed.

引用

页码：1358 / &

共 39 条

[1] ABRAHAM EP, 1958, CIBA F S AMINO ACIDS, P205
[2] ISOLATION OF A NEW TYPE OF CROSS LINK FROM HINGE LIGAMENT PROTEIN OF MOLLUSCS
ANDERSEN, SO
[J]. NATURE, 1967, 216 (5119) : 1029 - &
[3] ANTONOV VK, 1963, TETRAHEDRON LETT, P1353
[4] ANTONOV VK, 1965, ANTIBIOTIKI, P387
[5] THE FORMATION OF CYCLIC LACTAMS FROM DERIVATIVES OF BASIC AMINO-ACIDS
BARRASS, BC
ELMORE, DT
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1957, (DEC): : 4830 - 4834
[6] SUBUNITS OF HYDROXYLAMINE-TREATED TROPOCOLLAGEN
BLUMENFELD, OO
ROJKIND, M
GALLOP, PM
[J]. BIOCHEMISTRY, 1965, 4 (09) : 1780 - +
[7] BOFFA G, 1956, GAZZ CHIM ITAL, V86, P646
[8] EINE NEUE UMLAGERUNGSREAKTION UND EIN NEUES PRINZIP ZUM AUFBAU VON PEPTIDKETTEN
BRENNER, M
ZIMMERMANN, JP
WEHRMULLER, J
QUITT, P
PHOTAKI, I
[J]. EXPERIENTIA, 1955, 11 (10): : 397 - 399
[9] BRICAS E, 1968, PEPTIDES ED, P70
[10] BRUICE TC, 1966, BIOORG MECH, V1, P134

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