,  том 59 ,  издание 15 ,  страницы 4215-4222

Synthesis of Modified Partial Structures of the Bacterial Cell Wall. 2. Retarded Metabolism of Lipopeptides by Insertion of .alpha.-Substituted .alpha.-Amino Acids

Тип публикации: Journal Article
Дата публикации: 1994-07-01
SCImago Q2
WOS Q1
БС1
SJR: 0.604
CiteScore: 5.8
Impact factor: 3.3
ISSN: 00223263, 15206904
Organic Chemistry
Краткое описание
The synthesis of the lipopeptide 1, which exhibits both immunological activity (induction of the colony stimulating factor (CSF)) and stability against metabolic degradation, has been described. A detailed investigation of the course of the ene reaction between the dipeptide 21 and butyl glyoxylate enabled us to use this type of pericyclic reaction for the establishment of the essential pentenoic acid side chain in 29. The required amino acid 15 was obtained by enzymatic hydrolysis of the corresponding rac-ester 19. The absolute configuration of 1 was assigned by oxidative cleavage of the double bond in 24 and 25 followed by comparison of the degradation products with authentic samples
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ГОСТ |
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Frauer A. et al. Synthesis of Modified Partial Structures of the Bacterial Cell Wall. 2. Retarded Metabolism of Lipopeptides by Insertion of .alpha.-Substituted .alpha.-Amino Acids // Journal of Organic Chemistry. 1994. Vol. 59. No. 15. pp. 4215-4222.
ГОСТ со всеми авторами (до 50) Скопировать
Frauer A., Mehlfuehrer M., Thirring K., Berner H. Synthesis of Modified Partial Structures of the Bacterial Cell Wall. 2. Retarded Metabolism of Lipopeptides by Insertion of .alpha.-Substituted .alpha.-Amino Acids // Journal of Organic Chemistry. 1994. Vol. 59. No. 15. pp. 4215-4222.
RIS |
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TY - JOUR
DO - 10.1021/jo00094a038
UR - https://doi.org/10.1021/jo00094a038
TI - Synthesis of Modified Partial Structures of the Bacterial Cell Wall. 2. Retarded Metabolism of Lipopeptides by Insertion of .alpha.-Substituted .alpha.-Amino Acids
T2 - Journal of Organic Chemistry
AU - Frauer, Alexandra
AU - Mehlfuehrer, Michaela
AU - Thirring, Klaus
AU - Berner, Heinz
PY - 1994
DA - 1994/07/01
PB - American Chemical Society (ACS)
SP - 4215-4222
IS - 15
VL - 59
SN - 0022-3263
SN - 1520-6904
ER -
BibTex |
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BibTex (до 50 авторов) Скопировать
@article{1994_Frauer,
author = {Alexandra Frauer and Michaela Mehlfuehrer and Klaus Thirring and Heinz Berner},
title = {Synthesis of Modified Partial Structures of the Bacterial Cell Wall. 2. Retarded Metabolism of Lipopeptides by Insertion of .alpha.-Substituted .alpha.-Amino Acids},
journal = {Journal of Organic Chemistry},
year = {1994},
volume = {59},
publisher = {American Chemical Society (ACS)},
month = {jul},
url = {https://doi.org/10.1021/jo00094a038},
number = {15},
pages = {4215--4222},
doi = {10.1021/jo00094a038}
}
MLA
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Frauer, Alexandra, et al. “Synthesis of Modified Partial Structures of the Bacterial Cell Wall. 2. Retarded Metabolism of Lipopeptides by Insertion of .alpha.-Substituted .alpha.-Amino Acids.” Journal of Organic Chemistry, vol. 59, no. 15, Jul. 1994, pp. 4215-4222. https://doi.org/10.1021/jo00094a038.
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