The biosynthetic origin of diketopiperazines derived from D-proline

被引：31

作者：

Bull, SD ^{[1
]}

Davies, SG ^{[1
]}

Parkin, RM ^{[1
]}

Sánchez-Sancho, F ^{[1
]}

机构：

[1] Univ Oxford, Dyson Perrins Lab, Oxford OX1 3QY, England

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1998年 / 15期

关键词：

D O I：

10.1039/a802702a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Investigations reveal that the structures assigned to D-a-amino acid containing diketopiperazines (DKPs) 21-25 isolated from the sponge Calyx CE podatypa have been reported incorrectly. Synthetic studies and comparison with literature data have enabled the structures of these DKPs to be correctly reassigned. Evidence is presented to suggest that naturally occurring D-Pro-L-Xxx-DKPs are artifacts resulting from non-enzymatic epimerisation of the corresponding L-Pro-L-Xxx-DKP natural products.

引用

下载

页码：2313 / 2320

页数：8

共 50 条

[21] D-PROLINE EFFECT ON L-PROLINE-REQUIRING MUTANTS IN ZEA-MAYS (L)
TONELLI, C
PLANT AND CELL PHYSIOLOGY, 1985, 26 (07) : 1205 - 1210
[22] L- and D-Proline Adsorption by Chiral Ordered Mesoporous Silica
Casado, Clara
Castan, Joaquin
Gracia, Ismael
Yus, Miriam
Mayoral, Alvaro
Sebastian, Victor
Lopez-Ram-de-Viu, Pilar
Uriel, Santiago
Coronas, Joaquin
LANGMUIR, 2012, 28 (16) : 6638 - 6644
[23] RAPID IDENTIFICATION OF THE 2 VARIETIES OF CRYPTOCOCCUS NEOFORMANS BY D-PROLINE ASSIMILATION
DUFAIT, R
VELHO, R
DEVROEY, C
MYKOSEN, 1987, 30 (10): : 483 - 483
[24] CYCLIC-PEPTIDES .30. MACROCYCLES OF D-PROLINE AND L-PROLINE RESIDUES
ROTHE, M
MASTLE, W
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1982, 21 (03): : 220 - 221
[25] BEHAVIOR OF D-PROLINE AND L-PROLINE IN PROTEIN-METABOLISM OF CEREBRUM AND CEREBELLUM OF MICE
DAHNKE, HG
GARWEG, G
HOPPE-SEYLERS ZEITSCHRIFT FUR PHYSIOLOGISCHE CHEMIE, 1972, 353 (10): : 1507 - 1507
[26] Identification of D-proline reductase from Clostridium sticklandii as a selenoenzyme and indications for a catalytically active pyruvoyl group derived from a cysteine residue by cleavage of a proprotein
Kabisch, UC
Gräntzdörffer, A
Schierhorn, A
Rücknagel, KP
Andreesen, JR
Pich, A
JOURNAL OF BIOLOGICAL CHEMISTRY, 1999, 274 (13) : 8445 - 8454
[27] THE PRESENCE OF FREE D-SERINE, D-ALANINE AND D-PROLINE IN HUMAN PLASMA
NAGATA, Y
MASUI, R
AKINO, T
EXPERIENTIA, 1992, 48 (10): : 986 - 988
[28] STUDIES ON THE ENZYMIC REDUCTION OF AMINO ACIDS .2. PURIFICATION AND PROPERTIES OF A D-PROLINE REDUCTASE AND A PROLINE RACEMASE FROM CLOSTRIDIUM STICKLANDII
STADTMAN, TC
ELLIOTT, P
JOURNAL OF BIOLOGICAL CHEMISTRY, 1957, 228 (02) : 983 - 997
[29] D-Proline capped gold nanoclusters for turn-on detection of serum Raltitrexed
Weifei Lan
Qiqi Tan
Juan Qiao
Gangyi Shen
Li Qi
Chinese Chemical Letters, 2019, 30 (09) : 1627 - 1630
[30] METABOLISM OF D-PROLINE BETA-CASOMORPHIN DERIVATIVES IN THE RAT-BRAIN
STARK, H
LOSSNER, B
MATTHIES, H
HARTRODT, B
BORN, I
BIOMEDICA BIOCHIMICA ACTA, 1988, 47 (09) : 865 - 869

← 1 2 3 4 5 →