- A substrate combinatorial array for caspases
-
An efficient strategy for the synthesis of a tetrapeptidyl substrate combinatorial array directed toward the caspases is described. Testing of this array with caspases 1 and 4 gave substrate hydrolytic profiles characteristic of each caspase, and permitted the identification of efficiently processed substrates. A comparison of this approach to that using a positional scanning library is presented.
- Lee, Dennis,Adams, Jerry L.,Brandt, Martin,DeWolf Jr., Walter E.,Keller, Paul M.,Levy, Mark A.
-
-
Read Online
- Determination of long-range distances and dynamic order parameters by dipolar recoupling in high-resolution magic-angle spinning NMR spectroscopy
-
By introducing dipolar recoupling methods to high-resolution magic-angle spinning (HRMAS) NMR spectroscopy, a class of experiments has been delevoped that allows the measurement of residual dipole-dipole couplings of ～1 Hz in weakly immobilized molecules.
- Thieme, Karena,Schnell, Ingo
-
-
Read Online
- A novel, convenient, three-dimensional orthogonal strategy for solid-phase synthesis of cyclic peptides
-
Head-to-tail cyclic peptides are made by an efficient three-dimensional orthogonal solid-phase strategy (Fmoc/tBu/allyl), featuring side-chain anchoring to PAC or PAL supports, selective palladium (0)-catalyzed allyl removal, and resin-bound cyclization mediated by BOP/HOBt/DIEA.
- Kates,Sole,Johnson,Hudson,Barany,Albericio
-
-
Read Online
- Synthesis of 'head-to-tail' cyclized peptides on solid support by Fmoc chemistry
-
Two cyclic peptides were synthesized directly on solid support by 'head-to-tail' cyclizations. Key features are side chain attachment of an Asp residue to an amide or a hydroxy linker and orthogonal protection of the α-carboxyl function of this amino acid as allyl ester. Cyclization was performed with TBTU as coupling reagent. Depending on the attachment the cyclic peptides contain either an Asp or an Asn residue. The method is also applicable to Glx-containing cyclic peptides.
- Trzeciak,Bannwarth
-
-
Read Online
- Rhodium(I) and Iridium(I) N-Heterocyclic carbene complexes of imidazolium functionalized amino acids and peptides
-
The conjugation of organometallic complexes to peptides is generally achieved through covalent organic linkages of the metal's ligand to the peptide. Examples of direct coordination to metal centers by amino acid side chain residues remain rare. In one such example, side chain methylation of the natural amino acid histidine (His) resulted in an imidazolium functionalized amino acid which was used for the synthesis of rhodium(I), iridium(I), iridium(III), palladium(II) and ruthenium(III) N-heterocyclic carbene (NHC) complexes of the single amino acid and peptides containing this amino acid. Here, we have synthesized two new, non-natural imidazolium functionalized amino acid derivatives, which were used for solid phase peptide synthesis and for the synthesis of [M(COD)(NHC)Cl] (COD = 1,5 cyclooctadiene) complexes of Rh(I) and Ir(I). In total, six new complexes of the single amino acids and four complexes where the amino acids are present in a peptide environment were synthesized. Their characterization provides convincing evidence of conversion of the imidazolium moiety to an NHC ligand and thus the presence of a direct metal-carbon bond between the metal center and the amino acid side chain. Therefore, our compounds represent unique examples of peptide-conjugated complexes that bear the potential to be used for the synthesis of N-heterocyclic carbene complexes conjugated to cancer cell targeting peptides.
- Daubit, Isabelle Marie,Wolf, Jonas,Metzler-Nolte, Nils
-
supporting information
(2020/01/13)
-
- CANCER IMAGING AND TREATMENT
-
A compound, or a pharmaceutically acceptable salt or ester thereof, comprises the structure: [in-line-formulae][(P1-S1j)p-L-(S2q-P2)r]t [/in-line-formulae] wherein: P1 and P2, which may be the same or
- -
-
Paragraph 0150; 0151; 0152
(2014/02/16)
-
- A self-immobilizing and fluorogenic unnatural amino acid that mimics phosphotyrosine
-
Synthesis of the first self-immobilizing, fluorogenic unnatural amino acid that mimics phosphotyrosine (pTyr) is reported. By using solid-phase peptide synthesis, it was subsequently incorporated into peptide-based probes which found applications in bioim
- Ge, Jingyan,Li, Lin,Yao, Shao Q.
-
supporting information; experimental part
p. 10939 - 10941
(2011/11/30)
-
- Design, synthesis, and functionalization of dimeric peptides targeting chemokine receptor CXCR4
-
The chemokine receptor CXCR4 is a critical regulator of inflammation and immune surveillance, and it is specifically implicated in cancer metastasis and HIV-1 infection. On the basis of the observation that several of the known antagonists remarkably shar
- Demmer, Oliver,Dijkgraaf, Ingrid,Schumacher, Udo,Marinelli, Luciana,Cosconati, Sandro,Gourni, Eleni,Wester, Hans-Jürgen,Kessler, Horst
-
experimental part
p. 7648 - 7662
(2012/01/13)
-
- Versatile selective α-carboxylic acid esterification of N-protected amino acids and peptides by alcalase
-
Under continuous removal of water, the industrial protease Alcalase allows selective synthesis of α-carboxylic acid methyl, ethyl, benzyl, allyl, 2-(trimethylsilyl)ethyl, and tert-butyl esters of amino acids and peptides under mild conditions in very high
- Nuijens, Timo,Cusan, Claudia,Kruijtzer, John A. W.,Rijkers, Dirk T. S.,Liskamp, Rob M. J.,Quaedflieg, Peter J. L. M.
-
experimental part
p. 809 - 814
(2009/07/11)
-
- Spacer-separated sialyl LewisX cyclopeptide conjugates as potential E-selectin ligands
-
Completely protected sialyl LewisX azide was synthesized from a neolactosamine azide precursor carrying a 3-O-allyloxycarbonyl group as the temporary protecting group. After its Pd(0)-catalyzed deprotection and stereoselective α-fucosylation, the obtained
- Herzner, Holger,Kunz, Horst
-
p. 541 - 557
(2008/03/13)
-
- Selective tert-butyl ester deprotection in the presence of acid labile protecting groups with use of ZnBr2
-
Chemoselective hydrolysis of tert-butyl esters in the presence of other acid-labile groups has been explored by employing α-amino esters and ZnBr2 in DCM. Although N-Boc and N-trityl groups were found to the labile, PhF protected amines were compatible with these Lewis acid deprotection conditions such that a variety of N-(PhF)amino acids were prepared in good yields from their corresponding tert-butyl esters.
- Kaul, Ramesh,Brouillette, Yann,Sajjadi, Zohreh,Hansford, Karl A.,Lubell, William D.
-
p. 6131 - 6133
(2007/10/03)
-
