5612-13-5

Upstream product

• 1926-80-3 methyl 6-aminocaproate hydrochloride 
• 76-83-5 trityl chloride 
• 60-32-2 6-aminohexanoic acid 
• 371-34-6 ethyl 6-aminohexanoate 
• 3633-17-8 ethyl 6-aminocaproate hydrochloride 
• 228110-68-7 ethyl 6-triphenylmethylaminohexanoic acid 

Downstream Products

• 228110-73-4 2-[6-(trityl-amino)-hexanoylamino]-thiazole-4-carboxylic acid ethyl ester 
• 182361-11-1 C₂₉H₃₀N₂O₄ 
• 129357-72-8 5-(Tritylamino)pentylhydroxymethylenemalononitrile 
• 288590-35-2 C₄₄H₄₂N₁₀O₇S₄ 
• 288590-46-5 C₄₆H₄₇N₁₁O₅S₄ 
• 288590-34-1 C₅₈H₅₉N₇O₃S₂ 
• 288590-42-1 2-[(2-{[2-({2-[6-(trityl-amino)-hexanoylamino]-thiazole-4-carbonyl}-amino)-thiazole-4-carbonyl]-amino}-thiazole-4-carbonyl)-amino]-thiazole-4-carboxylic acid 
• 288590-45-4 C₄₂H₄₅N₉O₄S₃ 
• 288590-49-8 C₃₈H₃₆N₈O₄S₃ 
• 288590-44-3 C₃₈H₄₃N₇O₃S₂ 
• 288590-48-7 C₃₄H₃₄N₆O₃S₂ 
• 288590-43-2 2-[6-(trityl-amino)-hexanoylamino]-thiazole-4-carboxylic acid (3-dimethylamino-propyl)-amide 
• 288590-47-6 2-[6-(trityl-amino)-hexanoylamino]-thiazole-4-carboxylic acid methylamide 
• 228110-76-7 2-[(2-{[2-({2-[6-(trityl-amino)-hexanoylamino]-thiazole-4-carbonyl}-amino)-thiazole-4-carbonyl]-amino}-thiazole-4-carbonyl)-amino]-thiazole-4-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

Synthesis of a macrocyclic rhodamine 110 enzyme substrate as an intracellular probe for caspase 3 activity

The synthesis of the macrocyclic rhodamine 110 caspase 3 substrate 8 is described. The key step is a high dilution intramolecular cyclization reaction of an in situ generated primary amine with a 4-nitrophenyl ester. Substrate 8 reacts with recombinant caspase 3 to yield a fluorescent signal but virtually no signal is detected in the absence of caspase 3 or in the presence of the caspase 3 inhibitor Ac-DEVD-CHO. Notably, 8 selectively stains live cells that have been induced to undergo apoptosis with etoposide. (C) 2000 Elsevier Science Ltd.

Synthesis and cell transfection properties of cationic uracil-morpholino tetramer

Synthesis and cell transfection properties of guanidinium-functionalized uracil morpholino tetramer have been reported for the first time. Due to the basic nature of guanidinium groups they remain protonated under physiological conditions. Such cationic tetramer exhibits efficient cellular uptake properties as visualized by microscopy imaging using fluorescent dye BODIPY. 7′-End of this morpholino tetramer was functionalized with an azide group for conjugation with various types of biomolecules or drugs for cellular delivery.

Synthesis and cell transfection properties of cationic uracil-morpholino tetramer

Synthesis and cell transfection properties of guanidinium-functionalized uracil morpholino tetramer have been reported for the first time. Due to the basic nature of guanidinium groups they remain protonated under physiological conditions. Such cationic tetramer exhibits efficient cellular uptake properties as visualized by microscopy imaging using fluorescent dye BODIPY. 7′-End of this morpholino tetramer was functionalized with an azide group for conjugation with various types of biomolecules or drugs for cellular delivery.

Synthesis and evaluation of oligo-1,3-thiazolecarboxamide derivatives as HIV-1 reverse transcriptase inhibitors

A set of oligo-1,3-thiazolecarboxamide derivatives able to interact with the minor groove of nucleic acids was synthesized. These oligopeptides contained different numbers of thiazole units presenting dimethylaminopropyl or EDTA moieties on the C-terminus, and aminohexanoyl or EDTA moieties on the N-terminus. The inhibition of such compounds on HIV-1 reverse transcriptase activity was evaluated using different model template-primer duplexes: DNA·DNA, RNA·DNA, DNA·RNA and RNA·RNA. The biological properties of the thiazolecarboxamide derivatives were compared to those of distamycin, another minor groove binder which contains three pyrrole rings. Similar to distamycin, the thiazole containing oligopeptides were good inhibitors of the reverse transcription reaction in the presence of DNA·DNA. But in contrast to distamycin, the oligothiazolide derivatives were able to inhibit reverse transcription in the presence of RNA·DNA or DNA·RNA template-primers. Both distamycin and oligothiazolecarboxamides had low affinity for RNA·RNA duplexes. The inhibition obtained with the newly synthesized thiazolecarboxamides showed that these compounds were more powerful and versatile inhibitors of the RT-dependent polymerization than the natural minor groove binder distamycin. (C) 2000 Elsevier Science Ltd.

Inhibition of HIV-1 integrase-catalysed reaction by new DNA minor groove ligands: The oligo-1,3-thiazolecarboxamide derivatives

Human immunodeficiency virus type 1 (HIV-1) integrase (IN) is an essential enzyme in the life cycle of the retrovirus, responsible for catalysing the insertion of the viral genome into the host cell chromosome. For this reason it provides an attractive target for antiviral drug design. We synthesized a series of novel thiazole (Tz)-containing oligopeptides (TCOs; oligo-1,3-thiazolecarboxamides), specifically interacting within the minor groove of DNA. The oligocarboxamide derivatives contained 1-4 Tz rings and different N- and C-terminal groups. The effect of these oligocarboxamides on the HIV-1 IN-catalysed reaction was investigated. Some of the compounds were able to inhibit the reaction. The inhibitory effect of the TCOs increased with the number of Tz units. The structure of various additional positively and/or negatively charged groups attached to the N- and C-termini of TCOs had a pronounced effect on their interaction with the DNA substrate complexed to IN. Modified TCOs having a better affinity for this complex should provide a rationale for the design of drugs targeting the integration step. (C) 2000 Editions scientifiques et medicales Elsevier SAS.

Selective binding complementary oligonucleotides

In a matched pair of oligonucleotides (ODNS) each member of the pair is complementary or substantially complementary in the Watson Crick sense to a target sequence of duplex nucleic acid where the two strands of the target sequence are themselves compleme

Cross-linking oligonucleotides

This invention is directed to novel substituted nucleotide bases with a crosslinking arm which accomplish crosslinking between specific sites on adjoining strands of oligonucleotides or oligodeoxynucleotides. The invention is also directed to oligonucleot

Crosslinking oligonucleotides

Oligonucleotides (ODNs) include a sequence that is complementary to a target sequence in single stranded RNA, or single or double stranded DNA, and an alkylating function which after hybridization alkylates the target sequence. ODNs adapted for alkylating

An alternative approach to the synthesis of lexitropsins

An alternative approach to the synthesis of lexitropsins based on the elongation of an oligocarboxamide chain from the N-terminus of a molecule is discussed. This method was applied to the preparation of lexitropsins containing 1-methylpyrrole carboxamide, 1-methylimidazole carboxamide, and 1,3 thiazole carboxamide monomer units.