640722-84-5

Upstream product

• 103213-32-7 N-(9-fluorenylmethoxycarbonyl)-S-trityl-L-cysteine 
• 106-95-6 allyl bromide 
• 76-83-5 trityl chloride 
• 2799-07-7 S-trityl-L-cysteine 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 107-18-6 allyl alcohol 

Downstream Products

• 640722-85-6 (R)-2-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propionylamino]-3-tritylsulfanyl-propionic acid allyl ester 
• 640722-86-7 (R)-2-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyrylamino]-3-tritylsulfanyl-propionic acid allyl ester 
• 881996-32-3 (2R,6R)-N²,N⁶-bis(fluoren-9-ylmethoxycarbonyl)lanthionine α-allyl ester 
• 881996-34-5 (2S,6R)-N²,N⁶-bis(fluoren-9-ylmethoxycarbonyl)lanthionine α-allyl ester 
• 881996-33-4 (2R,6S)-N²,N⁶-bis(fluoren-9-ylmethoxycarbonyl)lanthionine α-allyl ester 
• 881996-35-6 (2S,6S)-N²,N⁶-bis(fluoren-9-ylmethoxycarbonyl)lanthionine α-allyl ester 
• 881995-79-5 (2R,6R)-N²,N⁶-bis(fluoren-9-ylmethoxycarbonyl)lanthionine α-tert-butyl ester 
• 1026823-61-9 S-triphenylmethyl-cysteine allyl ester 
• 831239-06-6 2-((S)-1-{[2-((S)-1-{(2S,3R)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyrylamino]-3-trityloxy-butyrylamino}-2-methyl-propyl)-oxazole-4-carbonyl]-amino}-2-methyl-propyl)-thiazole-4-carboxylic acid allyl ester 
• 831239-05-5 2-{(S)-1-[(2-{(S)-1-[(2S,3R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-trityloxy-butyrylamino]-2-methyl-propyl}-oxazole-4-carbonyl)-amino]-2-methyl-propyl}-thiazole-4-carboxylic acid allyl ester 

Relevant academic research and scientific papers

A synthesis of all stereoisomers of tenuecyclamide A employing a fluorous-Fmoc strategy

A concise liquid-phase combinatorial synthesis of all stereoisomers of Tenuecyclamide A was achieved using a mixture of d-/l-alanine with each stereoisomer encoded by a different f-Fmoc tag. The synthetic strategy using f-Fmoc reagents as the protecting group for amino acids has been demonstrated to be a useful method for diverse polypeptide analogue synthesis.

Elastase Inhibitor Cyclotheonellazole A: Total Synthesis and in Vivo Biological Evaluation for Acute Lung Injury

Acute lung injury/acute respiratory distress syndrome (ALI/ARDS) is one of the most common complications in COVID-19. Elastase has been recognized as an important target to prevent ALI/ARDS in the patient of COVID-19. Cyclotheonellazole A (CTL-A) is a nat

Thermally Sensitive Protecting Groups for Cysteine, and Manufacture and Use Thereof

In a preferred embodiment, there is provided a protecting group for protecting the thiol side chain of a cysteine residue, the protecting group comprising a Diels-Alder cycloadduct of a furan and a maleimide, and optionally, a linker interposed between the thiol side chain and the Diels-Alder cycloadduct.

Molecular Tools for the Study of ADP-Ribosylation: A Unified and Versatile Method to Synthesise Native Mono-ADP-Ribosylated Peptides

ADP-ribosylation (ADPr), as a post-translational modification, plays a crucial role in DNA-repair, immunity and many other cellular and physiological processes. Serine is the main acceptor for ADPr in DNA damage response, whereas the physiological impact of less common ADPr-modifications of cysteine and threonine side chains is less clear. Generally, gaining molecular insights into ADPr recognition and turn-over is hampered by the availability of homogeneous, ADP-ribosylated material, such as mono-ADP-ribosylated (MARylated) peptides. Here, a new and efficient solid-phase strategy for the synthesis of Ser-, Thr- and Cys-MARylated peptides is described. ADP-ribosylated cysteine, apart from being a native post-translational modification in its own right, proved to be suitable as a stabile bioisostere for ADP-ribosylated serine making it a useful tool to further biochemical research on serine ADP-ribosylation. In addition, it was discovered that the Streptococcus pyogenes encoded protein, SpyMacroD, acts as a Cys-(ADP-ribosyl) hydrolase.

SYNTHETIC INNATE IMMUNE RECEPTOR LIGANDS AND USES THEREOF

An adjuvant formulation includes a monophosphoryl Lipid A (MPLA) analogue, a Pam3CSK4 analogue, or a muramyldipeptide (MDP) analogue, or combinations thereof. The adjuvant may be formulated in soluble form or in a nanoparticle, such as polylactic glycolic acid nanoparticles. A vaccine formulation comprises the adjuvant formulation and an immunogen. Methods of vaccinating an animal include delivering the vaccine formulation to the animal.

Thioether macrocycles of the microbisporicins via reductive desulfurization

The microbisporicins are the most potent lantibiotics isolated to-date. Cyclic tetra-, hexa- and octapeptides, inspired by this family of antimicrobial agents, have been synthesized from linear peptides. Generalized reaction conditions are reported for th

Environmentally-friendly orthogonally protected diaminodiacid compound, and preparation method and application thereof

The invention discloses an environmentally-friendly orthogonally protected diaminodiacid compound, and a preparation method and an application thereof. The structural formula of the environmentally-friendly orthogonally protected diaminodiacid compound is

Pyroacm Resin: An Acetamidomethyl Derived Resin for Solid Phase Synthesis of Peptides through Side Chain Anchoring of C-Terminal Cysteine Residues

The design, synthesis and utilization of an efficient acetamidomethyl derived resin for the peptide synthesis is presented using established Fmoc and Boc protocols via side chain anchoring. Cleavage of the target peptide from the resin is performed using carboxymethylsulfenyl chloride under mild conditions which gave in situ thiol-sulfenyl protection of the cysteine residues. The utility of the resin is successfully demonstrated through applications to the syntheses of model peptides and natural products Riparin 1.1 and Riparin 1.2. (Chemical Equation Presented).

Concise Synthesis of All Stereoisomers of Dendroamide A by Fluorous Mixture Synthesis Based on Fluorous-Fmoc Protection of Amino Acids

A liquid-phase split-type synthesis of all the stereoisomers of dendroamide A, which exhibits multidrug-resistance reversing activity, has been carried out. The key to the concise synthesis was the fluorous-Fmoc protection strategy of each of the starting

A "catch-and-release" protocol for alkyne-tagged molecules based on a resin-bound cobalt complex for peptide enrichment in aqueous media

The development of new and mild protocols for the specific enrichment of biomolecules is of significant interest from the perspective of chemical biology. A cobalt-phosphine complex immobilised on a solid-phase resin has been found to selectively bind to a propargyl carbamate tag, that is, "catch", under dilute aqueous conditions (pH 7) at 4-°C. Upon acidic treatment of the resulting resin-bound alkyne-cobalt complex, the Nicholas reaction was induced to "release" the alkyne-tagged molecule from the resin as a free amine. Model studies revealed that selective enrichment of the alkyne-tagged molecule could be achieved with high efficiency at 4-°C. The proof-of-concept was applied to an alkyne-tagged amino acid and dipeptide. Studies using an alkyne-tagged dipeptide proved that this protocol is compatible with various amino acids bearing a range of functionalities in the side-chain. In addition, selective enrichment and detection of an amine derived from the "catch and release" of an alkyne-tagged dipeptide in the presence of various peptides has been accomplished under highly dilute conditions, as determined by mass spectrometry. Catch and release: The specific enrichment of alkyne-tagged molecules has been achieved by using cobalt beads. A cobalt complex bound to a resin was found to selectively "catch" a propargyl carbamate tag under dilute aqueous conditions (see scheme). Upon acidic treatment of the alkyne-cobalt complex, the Nicholas reaction was induced to "release" an amine. Studies using an alkyne-tagged dipeptide proved its compatibility with various amino acids and peptides under highly dilute conditions.