1545
1990
deu
postprint
0
2008-03-14
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Synthesen von Galactose-Cluster-haltigen Steroid-Derivaten
The synthesis of galactose clusters that are linked to a steroid moiety by a peptide-like spacer unit is described. The galactose cluster is obtained by Koenigs-Knorr glycosylation of TRIS-Gly-Fmoc (2b) under Helferich conditions. Peptide and ester bonds are formed after activation of carboxylic acids as diphenylthiophene dioxide (TDO) esters. 6a is synthesized in a convergent way by coupling of (Ac4Gal)3-TRIS-Gly (3e) with cholesteryl TDO succinate (5b). Coupling of (Ac4Gal)3-TRIS-Gly hydrogen succinate (3f) with Gly-O-Chol (5d) by means of EEDQ yields 6d. Reaction of (Ac4Gal)3-TRIS-Gly-SUCC-O-TDO (3g) with 25-hydroxycholesterol leads in a linear sequence to the oxysterol derivative 6f. Selective cleavage of the acetyl groups from galactose units yields the known compound 6b and the new derivatives 6e and 6g.
urn:nbn:de:kobv:517-opus-16783
1678
Liebigs Annalen der Chemie, 9 (1990) , S. 863-869 - ISSN 1099-0690; 0170-2041
<hr>first published in:<br><a href="http://www3.interscience.wiley.com/journal/117930401/grouphome/home.html">Liebigs Annalen der Chemie </a> - 9 (1990), S. 863 - 869<br>ISSN: 1434-193X (print), 1099-0690 (online)<br>doi: <a href="http://dx.doi.org/10.1002/jlac.1990199001162 ">10.1002/jlac.1990199001162 </a>
Keine öffentliche Lizenz: Unter Urheberrechtsschutz
Martin G. Peter
Peter C. Boldt
Yvonne Niederstein
Jasna Peter-Katalinić
Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe
paper 042
eng
uncontrolled
Glycoconjugates
eng
uncontrolled
Galactosides
eng
uncontrolled
Steroid esters
eng
uncontrolled
Amphiphiles
eng
uncontrolled
Glycopeptides
Chemie und zugeordnete Wissenschaften
open_access
Institut für Chemie
Extern
Universität Potsdam
https://publishup.uni-potsdam.de/files/1545/peter_etal_1990.pdf
1585
1992
eng
postprint
0
2008-04-18
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Catecholamine-protein conjugates : isolation of 4-phenylphenoxazin-2-ones from oxidative coupling of N-acetyldopamine with alipathic amino acids
4-Phenylphenoxazinones were isolated after biomimetic oxidation, using diphenoloxidases of insect cuticle, mushroom tyrosinase, or after autoxidation of N-acetyldopamine (Image ) in the presence of β-alanine, β-alanine methyl ester or N-acetyl-L-lysine. They are formed presumably by addition of 2-aminoalkyl-5-alkylphenols to the o-quinone of biphenyltetrol which, in turn, arises from oxidative coupling of. The structures of present the first examples for the assembly of reasonably stable intermediates in the rather complex process of chemical modifications of aliphatic amino acid residues by o-quinones.
urn:nbn:de:kobv:517-opus-17571
1757
Tetrahedron. - 48 (1992), 41, p. 8927 - 8934. - ISSN 0040-4020
<hr>
first published in:<br><a href="http://www.sciencedirect.com/science/journal/00404020"> Tetrahedron. </a> - 48 (1992), 41, p. 8927 - 8934
<br>
ISSN: 0040-4020 <br>doi:<a href="http://dx.doi.org/10.1016/S0040-4020(01)81991-8 ">10.1016/S0040-4020(01)81991-8 </a>
-
Keine öffentliche Lizenz: Unter Urheberrechtsschutz
Martin G. Peter
Svend Olav Andersen
Rudolf Hartmann
Merle Miessner
Peter Roepstorff
Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe
paper 062
Chemie und zugeordnete Wissenschaften
open_access
Institut für Chemie
Extern
Universität Potsdam
https://publishup.uni-potsdam.de/files/1585/peter_etal_1992.pdf
1560
1983
deu
postprint
0
2008-03-28
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Umkehr der Enantioselektivität bei der enzymatischen Hydrolyse von Juvenilhormon als Ergebnis einer Proteinfraktionierung
Aus dem Inhalt: Die Juvenilhormone 1a-c werden im Blut von Insekten enzymatisch zu den biologisch inaktiven Sluren hydrolysiert. Bei der Hydrolyse von racemischem 1c im Blut der Wanderheuschrecke Locusta migratoria wird ein Umsatz von 40-60% erreicht. Das unumgesetzte Edukt enthällt einen Überschuß an natürlich konfiguriertem (10R)-1c (e.e. 47.2%). Wir konnten zeigen, daß das in der Hämolymphe vorhandene Hormon-Bindungsprotein bevorzugt mit (10R)- 1c assoziiert.
urn:nbn:de:kobv:517-opus-17001
1700
Angewandte Chemie. - 95 (1983) 10 , p. 794-795 ; ISSN 0044-8249
<hr>
first published in:<br><a href="http://www3.interscience.wiley.com/journal/40002873/home"> Angewandte Chemie </a> - 95 (1983), 10, p. 794 - 795
<br>
ISSN: 0044-8249
Keine öffentliche Lizenz: Unter Urheberrechtsschutz
Martin G. Peter
Hans-Peter Stupp
Klaus-Ulrich Lentes
Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe
paper 052
Chemie und zugeordnete Wissenschaften
open_access
Institut für Chemie
Extern
Universität Potsdam
https://publishup.uni-potsdam.de/files/1560/peter_etal_1983.pdf
1819
1983
eng
postprint
0
2008-08-27
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Binding and degradation of juvenile hormone III by haemolymph proteins of the Colorado potato beetle: a re-examination
The haemolymph of the adult Colorado potato beetle, Lepinotarsa decemlineata Say, contains a high molecular weight (MW > 200,000) JH-III specific binding protein. The Kd value of the protein for racemic JH-III is 1.3 ± 0.2 × 10−7 M. It has a lower affinity for racemic JH-I and it does not bind JH-III-diol or JH-III-acid. The binding protein does discriminate between the enantiomers of synthetic, racemic JH-III as was determined by stereochemical anaysis of the bound and the free JH-III. Incubation of racemic JH-III with crude haemolymph results in preferential formation of (10S)-JH-III-acid, the unnatural configuration. The JH-esterase present in L. decemlineata haemolymph is not enantioselective. It is concluded that the most important function of the binding protein is that of a specific carrier, protecting the natural hormone against degradation by esterases. The carrier does not protect JH-I as efficiently as the lower homologue.
urn:nbn:de:kobv:517-opus-16777
1677
Insect Biochemistry. - 13 (1983), 5, pp. 481 - 487. ISSN 0020-1790
<hr>
first published in:<br><a href="http://www.sciencedirect.com/science?_ob=ArticleURL&_udi=B73GP-47T2YNB-20&_user=1584062&_coverDate=12%2F31%2F1983&_alid=701345717&_rdoc=1&_fmt=summary&_orig=search&_cdi=11532&_sort=d&_docanchor=&view=c&_ct=1&_acct=C000053886&_version=1&_urlVersion=0&_userid=1584062&md5=c55ffc419861cb5b671ffd97e50ad230
"> Insect Biochemistry. </a> - 13 (1983), 5, pp. 481 - 487
<br>
ISSN 0020-1790 <br>DOI <a href="http://dx.doi.org/10.1016/0020-1790(83)90005-7 ">10.1016/0020-1790(83)90005-7 </a>
Keine öffentliche Lizenz: Unter Urheberrechtsschutz
C. A. D. de Kort
Martin G. Peter
A. B. Koopmanschap
Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe
paper 068
eng
uncontrolled
Juvenile hormone
eng
uncontrolled
Leptinotarsa decemlineata
eng
uncontrolled
JH-III-specific carrier protein
eng
uncontrolled
enantioselectivity
Biowissenschaften; Biologie
open_access
Institut für Chemie
Extern
Universität Potsdam
https://publishup.uni-potsdam.de/files/1819/peter_1983_1.pdf