Substitution of the Side-Chain-Constrained Amino Acids β-Methyl-2‘,6‘-Dimethyl-4‘-Methoxytyrosine in Position 2 of a Bicyclic Oxytocin Analogue Provides Unique Insights into the Bioactive Topography of Oxytocin Antagonists

1998 ◽  
Vol 120 (29) ◽  
pp. 7393-7394 ◽  
Author(s):  
Subo Liao ◽  
Mark D. Shenderovich ◽  
Zhigang Zhang ◽  
Lenka Maletinska ◽  
Jirina Slaninova ◽  
...  
Keyword(s):  
Amino Acids ◽  
Side Chain ◽  
Oxytocin Antagonists ◽  
Constrained Amino Acids

Synthesis of oxytocin antagonists containing conformationally constrained amino acids in position 2

1999 ◽  
Vol 9 (5) ◽  
pp. 667-672 ◽  
Author(s):  
Gábor K. Tóth ◽  
Krisztina Bakos ◽  
Botond Penke ◽  
Imre Pávó ◽  
Csaba Varga ◽  
...  
Keyword(s):  
Amino Acids ◽  
Conformationally Constrained ◽  
Oxytocin Antagonists ◽  
Conformationally Constrained Amino Acids ◽  
Constrained Amino Acids

13C nuclear magnetic resonance study of cyclodipeptides containing 13C enriched hydrophobic amino acids

1980 ◽  
Vol 45 (2) ◽  
pp. 482-490 ◽  
Author(s):  
Jaroslav Vičar ◽  
François Piriou ◽  
Pierre Fromageot ◽  
Karel Bláha ◽  
Serge Fermandjian
Keyword(s):  
Amino Acids ◽  
Nuclear Magnetic Resonance ◽  
Nuclear Magnetic Resonance Study ◽  
Coupling Constants ◽  
Side Chain ◽  
Amino Acid Residues ◽  
Magnetic Resonance Study ◽  
Side Chain Conformation ◽  
13C Nuclear Magnetic Resonance ◽  
Hydrophobic Amino Acids

The diastereoisomeric pairs of cyclodipeptides cis- and trans-cyclo(Ala-Ala), cyclo(Ala-Phe), cyclo(Val-Val) and cyclo(Leu-Leu) containing 85% 13C enriched amino-acid residues were synthesized and their 13C-13C coupling constants were measured. The combination of 13C-13C and 1H-1H coupling constants enabled to estimate unequivocally the side chain conformation of the valine and leucine residues.

Total asymmetric synthesis of highly constrained amino acids β-isopropyl-2′,6′-dimethyl-tyrosines

1997 ◽  
Vol 38 (29) ◽  
pp. 5135-5138 ◽  
Author(s):  
Yinglin Han ◽  
Subo Liao ◽  
Wei Qiu ◽  
Chaozhong Cai ◽  
Victor J. Hruby
Keyword(s):  
Amino Acids ◽  
Asymmetric Synthesis ◽  
Constrained Amino Acids

Peptide Modifications: Versatile Tools in Peptide and Natural Product Syntheses

Synlett ◽  
2019 ◽  
Vol 30 (11) ◽  
pp. 1289-1302 ◽  
Author(s):  
Phil Servatius ◽  
Lukas Junk ◽  
Uli Kazmaier
Keyword(s):  
Amino Acids ◽  
Natural Product ◽  
Bond Activation ◽  
Bond Formation ◽  
Side Chain ◽  
Peptide Backbone ◽  
Claisen Rearrangements ◽  
The Past ◽  
Allylic Alkylations ◽  
Peptide Modifications

Peptide modifications via C–C bond formation have emerged as valuable tools for the preparation and alteration of non-proteinogenic amino acids and the corresponding peptides. Modification of glycine subunits in peptides allows for the incorporation of unusual side chains, often in a highly stereoselective manner, orchestrated by the chiral peptide backbone. Moreover, modifications of peptides are not limited to the peptidic backbone. Many side-chain modifications, not only by variation of existing functional groups, but also by C–H functionalization, have been developed over the past decade. This account highlights the synthetic contributions made by our group and others to the field of peptide modifications and their application in natural product syntheses.1 Introduction2 Peptide Backbone Modifications via Peptide Enolates2.1 Chelate Enolate Claisen Rearrangements2.2 Allylic Alkylations2.3 Miscellaneous Modifications3 Side-Chain Modifications3.1 C–H Activation3.1.1 Functionalization via Csp3–H Bond Activation3.2.2 Functionalization via Csp2–H Bond Activation3.2 On Peptide Tryptophan Syntheses4 Conclusion

Enhanced hydrate formation by natural-like hydrophobic side chain amino acids at ambient temperature: A kinetics and morphology investigation

Fuel ◽  
2021 ◽  
Vol 299 ◽  
pp. 120828
Author(s):  
Kan Jeenmuang ◽  
Chakorn Viriyakul ◽  
Katipot Inkong ◽  
Hari Prakash Veluswamy ◽  
Santi Kulprathipanja ◽  
...  
Keyword(s):  
Amino Acids ◽  
Ambient Temperature ◽  
Hydrate Formation ◽  
Side Chain

Redesign of (R)-Omega-Transaminase and Its Application for Synthesizing Amino Acids with Bulky Side Chain

2021 ◽  
Author(s):  
Dong-Xu Jia ◽  
Chen Peng ◽  
Jun-Liang Li ◽  
Fan Wang ◽  
Zhi-Qiang Liu ◽  
...  
Keyword(s):  
Amino Acids ◽  
Side Chain ◽  
Bulky Side Chain

Vanadocene complexes of amino acids bearing functional group in the side chain

2013 ◽  
Vol 405 ◽  
pp. 121-127 ◽  
Author(s):  
Jaromír Vinklárek ◽  
Jan Honzíček ◽  
Milan Erben ◽  
Iva Klepalová ◽  
Aleš Eisner ◽  
...  
Keyword(s):  
Amino Acids ◽  
Functional Group ◽  
Side Chain
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