Subtilisin-Catalyzed Synthesis of Amino Acid and Peptide Esters. Application in a Two-Step Enzymatic Ligation Strategy

2001 ◽  
Vol 3 (26) ◽  
pp. 4157-4159 ◽  
Author(s):  
Chuan-Fa Liu ◽  
James P. Tam
Keyword(s):  
Amino Acid ◽  
Peptide Esters ◽  
Enzymatic Ligation

The dimethylsulfoxonium methylide as unique reagent for the simultaneous deprotection of amino and carboxyl function of N-Fmoc-α-amino acid and N-Fmoc-peptide esters

Tetrahedron ◽  
2013 ◽  
Vol 69 (8) ◽  
pp. 2010-2016 ◽  
Author(s):  
Mariagiovanna Spinella ◽  
Rosaria De Marco ◽  
Emilia L. Belsito ◽  
Antonella Leggio ◽  
Angelo Liguori
Keyword(s):  
Amino Acid ◽  
Peptide Esters ◽  
Dimethylsulfoxonium Methylide

Specific water-soluble substrates for chymotrypsin: Attempts for compensating diminished P1-S1 interactions

1988 ◽  
Vol 53 (11) ◽  
pp. 2884-2889 ◽  
Author(s):  
Volker Schellenberger ◽  
Ute Schellenberger ◽  
Hans-Dieter Jakubke
Keyword(s):  
Amino Acid ◽  
Methyl Esters ◽  
Water Soluble ◽  
Amino Acid Residues ◽  
Substrate Properties ◽  
Ester Moiety ◽  
Benzyl Esters ◽  
Peptide Esters ◽  
Acyl Donors ◽  
Positively Charged

N-Maleyl-L-amino acid and peptide esters were synthesized and employed as substrates for α-chymotrypsin. From the kcat/KM values can be suggested that benzyl esters are significantly better substrates than the appropriate methyl esters. Further improvement in the substrate properties results from the introduction of the p-nitrobenzyl ester moiety. The choline ester of benzyloxycarbonyl-L-phenylalanine with the highest kcat/KM value confirmed the P1' leaving group specificity for positively charged residues. From the kinetic data can be concluded that acyl donors with high kcat/KM values, which are useful in kinetically controlled enzymatic peptide synthesis, need not contain aromatic amino acid residues in the P1 position.

Structure-Activity Relationships of Polyfunctional Diterpenes of the Tigliane Type, V / Preparation and Irritant Activities of Amino Acid and Peptide Esters of Phorbol

1983 ◽  
Vol 38 (8) ◽  
pp. 1015-1021 ◽  
Author(s):  
A. Marston ◽  
E. Hecker
Keyword(s):  
Amino Acid ◽  
Free Amino ◽  
Structure Activity Relationships ◽  
Structure Activity ◽  
Mouse Ear ◽  
Peptide Esters ◽  
Type V ◽  
Aminoundecanoic Acid ◽  
Diterpene Alcohol

Tho synthesis of a series of 12-O-amino acyl- and 12-O-peptidyl-13-acetate and -13,20- diacetate esters of the tetracyclic diterpene alcohol phorbol is described. These esters, which include amino acid moieties with both N-protected and free amino functions, were all tested for irritant activity on mouse ear. The highest activities were observed for esters with N-9-fluorenylmethyloxycarbonyl-protected leucine and 11-aminoundecanoic acid.

ChemInform Abstract: Redox N-Alkylation of Tosyl Protected Amino Acid and Peptide Esters.

ChemInform ◽  
2010 ◽  
Vol 25 (33) ◽  
pp. no-no
Author(s):  
D. PAPAIOANNOU ◽  
C. ATHANASSOPOULOS ◽  
V. MAGAFA ◽  
N. KARAMANOS ◽  
G. STAVROPOULOS ◽  
...  
Keyword(s):  
Amino Acid ◽  
Protected Amino Acid ◽  
Peptide Esters

ChemInform Abstract: FACILE SYNTHESIS OF AMINO ACID AND PEPTIDE ESTERS UNDER MILD CONDITIONS VIA CESIUM SALTS

1977 ◽  
Vol 8 (34) ◽  
pp. no-no
Author(s):  
S. S. WANG ◽  
B. F. GISIN ◽  
D. P. WINTER ◽  
R. MAKOFSKE ◽  
I. D. KULESHA ◽  
...  
Keyword(s):  
Amino Acid ◽  
Facile Synthesis ◽  
Mild Conditions ◽  
Cesium Salts ◽  
Peptide Esters

scholarly journals Redox N-Alkylation of Tosyl Protected Amino Acid and Peptide Esters.

1994 ◽  
Vol 48 ◽  
pp. 324-333 ◽  
Author(s):  
Dionissios Papaioannou ◽  
Constantinos Athanassopoulos ◽  
Vassiliki Magafa ◽  
Nikos Karamanos ◽  
George Stavropoulos ◽  
...  
Keyword(s):  
Amino Acid ◽  
Protected Amino Acid ◽  
Peptide Esters

Metallkomplexe mit biologisch wichtigen Liganden, XCVIII Cyclopalladierte Schiff-Basen von α-Aminosäure- und Peptidestern/Metal Complexes of Biologically Important Ligands, XCVIII Cyclopalladated Schiff Bases of α-Amino Acid and Peptide Esters

1998 ◽  
Vol 53 (2) ◽  
pp. 191-205 ◽  
Author(s):  
Andreas Böhm ◽  
Bernhard Schreiner ◽  
Norbert Steiner ◽  
Reinhold Urban ◽  
Karlheinz Sünkel ◽  
...  
Keyword(s):  
Amino Acid ◽  
Methyl Ester ◽  
Schiff Bases ◽  
Acid Ester ◽  
Amino Acid Ester ◽  
X Ray Diffraction ◽  
X Ray ◽  
Square Planar ◽  
Considerable Distortion ◽  
Peptide Esters

Abstract The reactions of Schiff bases from benzophenone and α-amino acid and peptide esters with tetrachloropalladate afford the chloro bridged ortho palladated complexes 1-8 and 11-18. The chloro bridges are cleaved by P and N donors (PR3, pyridine, α-amino acid ester) to give the monomeric complexes 19-35. From 1, 2, 3 and bidendate ligands (dppe, α-amino carboxylates, cysteine methyl ester) the bis(chelates) 36-41, with N-diphenylmethylene glycylglycine ester the C,N,N chelates 46 and 47 are obtained.The complexes 14, 23 and 47 were characterized by X-ray diffraction. Due to the two neighbouring five membered chelate rings in 47 a considerable distortion from the square planar coordination is observed.

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