870764-59-3Relevant academic research and scientific papers
The role of protecting groups in the formation of organogels through a nano-fibrillar network formed by self-assembling terminally protected tripeptides
Das, Apurba K.,Bose, Partha Pratim,Drew, Michael G.B.,Banerjee, Arindam
, p. 7432 - 7442 (2008/02/05)
A series of eight synthetic self-assembling terminally blocked tripeptides have been studied for gelation. Some of them form gels in various aromatic solvents including benzene, toluene, xylene, and chlorobenzene. It has been found that the protecting groups play an important role in the formation of organogels. It has been observed that, if the C-terminal has been changed from methyl ester to ethyl ester the gelation property does not change significantly (keeping the N-terminal protecting group same), while the change of the protecting group from ethyl ester to isopropyl ester completely abolishes the gelation property. Similarly, keeping the identical C-terminal protecting group (methyl ester) the results of the gelation study indicate that the substitution of N-terminal protection Boc- (tert-butyloxycarbonyl) to Cbz- (benzyloxycarbonyl) does change the gelation property insignificantly, while the change from Boc- to pivaloyl (Piv-) or acetyl (Ac-) group completely eliminates the gelation property. Morphological studies of the dried gels of two of the peptides indicate the presence of an entangled nano-fibrillar network that might be responsible for gelation. FTIR studies of the gels demonstrate that an intermolecular hydrogen bonding network is formed during gelation. Results of X-ray powder diffraction studies for these gelator peptides in different states (dried gels, gel, and bulk solids) reflected that the structure in the wet gel is distinctly different from the dried gel and solid state structures. Single crystal X-ray diffraction studies of a non-gelator peptide, which is structurally similar to the gelator molecules reveal that the peptide forms an antiparallel β-sheet structure in crystals.
Method for synthesis of C2-symmetric diamino diol mediated by titanium complexes
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Page/Page column 2; 4, (2008/06/13)
A method for synthesis of C2-symmetric diamino diol mediated by titanium complexes is provided. A substituted-L-phenylalaninal undergoes pinacol coupling to yield the corresponding C2-symmetric (1S,2R,3R,4S)-1,4-diamino 2,3-diol in the presence of Cp2TiCl2/ZnCl2 and zinc metal, mediated in good yield and highly selective. This titanium-catalyzed reaction yields diaminodiol, offering a convenient alternative method to the synthesis of C2-symmetric peptidic protease inhibitors. Consequently, the method allows to synthesize TL-3 via titanium complex in moderate yield.
Synthesis of a Derivative of the Peptaibol-Antibiotic Trichovirin I 1B by Means of the 'Azirine/Oxazolone Method'
Luykx, Roeland T. N.,Linden, Anthony,Heimgartner, Heinz
, p. 4093 - 4111 (2007/10/03)
According to the earlier published synthesis of the C-terminal nonapeptide of Trichovirin I 1B, Z-Ser(tBu)-Val-Aib-Pro-Aib-Leu-Aib-Pro-Leuol (5), the complete tetradecapeptide Z-Aib-Asn(Trt)-Leu-Aib-Pro-Ser( tBu)-Val-Aib-Pro-Aib-Leu-
Design and synthesis of broad-based mono- and bi- cyclic inhibitors of FIV and HIV proteases
Mak, Chi Ching,Brik, Ashraf,Lerner, Danica L.,Elder, John H.,Morris, Garrett M.,Olson, Arthur J.,Wong, Chi-Huey
, p. 2025 - 2040 (2007/10/03)
Based on the substrate transition state and our strategy to tackle the problem of drug resistance, a series of HIV/FIV protease (HIV/FIV PR) monocyclic inhibitors incorporating a 15- or 17-membered macrocycle with an equivalent P3 or P3′ group and a uniqu
Soluble alpha-amino acid salts in acetonitrile: practical technology for the production of some dipeptides.
Palomo, Claudio,Palomo, Antonio L,Palomo, Francisco,Mielgo, Antonia
, p. 4005 - 4008 (2007/10/03)
Alpha-amino acids are soluble in acetonitrile when treated with phosphazene bases. As a result, the protection/deprotection events that are usually required for peptide coupling reactions can be minimized. This is illustrated in the synthesis of the important angiotensin-converting enzyme (ACE) inhibitor enalapril. [reaction: see text]
Facile synthesis of 1-adamantyl esters of L-α-amino acids, a new class of carboxy protected derivatives
Iossifidou, Stella M.,Froussios, Cleanthis C.
, p. 1355 - 1362 (2007/10/03)
1-Adamantyl esters of several N-unprotected L-α-amino acids were directly prepared in good optical purity and yield by reaction of the corresponding amino acid 4-toluenesulfonate salts with 1-adamantanol (AdOH) and dimethyl sulfite in boiling toluene. The
SYNTHESIS OF C-TERMINAL FRAGMENTS OF BOMBESIN AND THEIR ANALOGUES
Kuranova, I. L.,Churkina, S. I.,Dyudmirova, V. L.,Filonova, E. B.,Ibatullin, F. M.,et al.
, p. 475 - 484 (2007/10/02)
With the aim of structural-functional studies in the bombesin series, a number of bombesin fragments and analogues have been synthesized.The synthesis was performed by the carbodiimide method and by the activated-ester method.Fragments with the sequences
