5672-89-9

Usage

Uses

Used in Fluorescent Dye Synthesis:
N-Succinimidyl Trifluoroacetate is used as a reagent for the preparation of fluorinated xanthene derivatives, which serve as fluorescent dyes. These dyes are particularly useful in the staining of biological materials, allowing for enhanced visualization and analysis in various research and diagnostic applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, N-Succinimidyl Trifluoroacetate is employed as a protecting group for amines during chemical synthesis. This protects the amine group from unwanted reactions, ensuring the selective modification of other functional groups in the molecule. This application is crucial for the development of new drugs and the synthesis of complex pharmaceutical compounds.
Used in Biochemical Research:
N-Succinimidyl Trifluoroacetate is also used in biochemical research as a tool for the modification of proteins and other biomolecules. By forming stable amide bonds with amine groups, it allows for the attachment of various functional groups or tags to the biomolecule of interest, facilitating its detection, purification, or further modification.
Used in Chemical Synthesis:
In the broader field of chemical synthesis, N-Succinimidyl Trifluoroacetate is used as a coupling agent to promote the formation of amide bonds between carboxylic acids and amines. This is particularly useful in the synthesis of peptides, peptidomimetics, and other amide-containing compounds, enabling the efficient and selective formation of the desired products.

Upstream product

• 39651-54-2 N-(trifluoroacetyl)-N-methyl-4-nitroaniline 
• 67007-51-6 N-hydroxysuccinimide potassium salt 
• 6066-82-6 1-hydroxy-pyrrolidine-2,5-dione 
• 407-25-0 trifluoroacetic anhydride 
• 76-05-1 trifluoroacetic acid 

Downstream Products

• 110096-42-9 (S)-2-Benzyloxycarbonylamino-but-3-enoic acid 2,5-dioxo-pyrrolidin-1-yl ester 
• 151915-24-1 N-Succinimidyl 4(S)-<(tert-butyldiphenylsilyl)oxy>-5(E),7-octadienoate 
• 30364-60-4 1,1'-[(1,4-dioxobutane-1,4-diyl)bis(oxy)]di(pyrrolidine-2,5-dione) 
• 114491-95-1 N¹-(tert-butoxycarbonyl)-N⁴-benzyl-N¹²-(trifluoroacetyl)spermine 
• 404-24-0 2,2,2-trifluoro-N-phenylacetamide 
• 7387-69-1 N-benzyl-2,2,2-trifluoroacetamide 
• 68464-36-8 N-benzyl-2,2,2,-trifluoro-N-methylacetamide 
• 199293-83-9 3-[9-({{4-[(2,5-dioxo-1-pyrrolidinyl)oxy]-4-oxobutyl}[(4-methylphenyl)sulfonyl]amino}carbonyl)-10-acridiniumyl]-1-propanesulfonate 
• 290835-89-1 (E)-(S)-3-(4-Methoxy-benzyloxy)-hepta-4,6-dienoic acid 2,5-dioxo-pyrrolidin-1-yl ester 
• 388091-45-0 2,5-dioxopyrrolidin-1-yl but-3-enoate 
• 58626-38-3 1-(3-{[(2,5-dioxopyrrolidin-1-yl)oxy]carbonyl}phenyl)-1H-pyrrole-2,5-dione 
• 66832-27-7 3-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-4-methoxy-benzoic acid 2,5-dioxo-pyrrolidin-1-yl ester 
• 71875-81-5 4-(N-maleimidomethyl)cyclohexanecarboxylic acid N-hydroxysuccinimide ester 
• 64191-06-6 2,5-dioxopyrrolidin-1-yl 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoate 

Relevant academic research and scientific papers

Argininamide-type neuropeptide y Y1 receptor antagonists: The nature of: N Ω-carbamoyl substituents determines Y1R binding mode and affinity

The recently resolved crystal structure of the neuropeptide Y Y1 receptor (Y1R), co-crystallized with the high-affinity (pKi: 10.11), argininamide-type Y1R antagonist UR-MK299 (2), revealed that the NΩ-carbamoyl substituent (van der Waals volume: 139 ?3) is deeply buried in the receptor, occupying a hydrophobic pocket. We synthesized and characterized a series of argininamides, structurally related to 2. Y1R affinity decreased with increasing size of the carbamoyl residue (minimal pKi: 5.67). Exceeding a critical size of the substituent (van der Waals volume: 212 ?3), the ligands bound in an inverted mode with the carbamoyl side chain located at the surface of the receptor, as suggested by induced-fit docking and MD simulations.

Preparation method of rhodamine activated ester

The invention provides a preparation method of rhodamine activated ester. The method comprises the following steps: reacting N-hydroxysuccinimide with trifluoroacetic anhydride to prepare trifluoroacetic acid-N-hydroxysuccinimide ester; and dissolving a r

Synthesis and Antitumor Activity of Conjugates Based on the Phe-D-Trp-Lys-Thr Peptide Fragment of Somatostatin

Abstract: New somatostatin analogs containing the fragments of adamantane, coumarin, tetrahydrocarbazole, and palmitic acid of the general formula R-Phe-D-Trp-Lys(Boc)-Thr-OMe have been synthesized. The structure of the conjugates combines a peptide fragm

Refining method of SMCC

The invention relates to the purification/refining of a compound, and specifically discloses a refining method of SMCC. The refining method disclosed by the invention comprises the following steps: taking acetonitrile as the solvent of a SMCC crude produc

A Practical Synthesis of 6,8-Difluoro-7-hydroxycoumarin Derivatives for Fluorescence Applications

A practical synthesis for 6,8-difluoro-7-hydroxycoumarin-3-carboxylic acid - one of the most widely used coumarin fluorescence imaging dye for bioconjugation - is reported. The synthesis was optimized for a preparative scale to obtain 14 g of the fluoresc

Synthesis, crystal structure and anti-fatigue effects of some benzamide derivatives

A series of benzamide derivatives such as 1-(1,3-benzodioxol-5-ylcarbonyl) piperidine (1-BCP) were synthesized by the reaction of substituted benzoic acids with piperidine, morpholine or pyrrolidine using a novel method. The crystals of these benzamide de

REPROGRAMMING UROKINASE INTO AN ANTIBODY-RECRUITING ANTICANCER AGENT

The present invention relates to chimeric (preferably, bifunctional) compounds, compositions comprising those compounds and methods of treating cancer in a patient or subject, especially including metastatic cancer where cancer cells exhibit ovrexpression

Click chemistry facilitates formation of reporter ions and simplified synthesis of amine-reactive multiplexed isobaric tags for protein quantification

We report the development of novel reagents for cell-level protein quantification, referred to as Caltech isobaric tags (CITs), which offer several advantages in comparison with other isobaric tags (e.g., iTRAQ and TMT). Click chemistry, copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC), is applied to generate a gas-phase cleavable linker suitable for the formation of reporter ions. Upon collisional activation, the 1,2,3-triazole ring constructed by CuAAC participates in a nucleophilic displacement reaction forming a six-membered ring and releasing a stable cationic reporter ion. To investigate its utility in peptide mass spectrometry, the energetics of the observed fragmentation pathway are examined by density functional theory. When this functional group is covalently attached to a target peptide, it is found that the nucleophilic displacement occurs in competition with formation of b-and y-type backbone fragment ions regardless of the amino acid side chains present in the parent bioconjugate, confirming that calculated reaction energetics of reporter ion formation are similar to those of backbone fragmentations. Based on these results, we apply this selective fragmentation pathway for the development of CIT reagents. For demonstration purposes, duplex CIT reagent is prepared using a single isotope-coded precursor, allyl-d5-bromide, with reporter ions appearing at m/z 164 and 169. Isotope-coded allyl azides for the construction of the reporter ion group can be prepared from halogenated alkyl groups which are also employed for the mass balance group via N-alkylation, reducing the cost and effort for synthesis of isobaric pairs. Owing to their modular designs, an unlimited number of isobaric combinations of CIT reagents are, in principle, possible. The reporter ion mass can be easily tuned to avoid overlapping with common peptide MS/MS fragments as well as the low mass cutoff problems inherent in ion trap mass spectrometers. The applicability of the CIT reagent is tested with several model systems involving protein mixtures and cellular systems.

A thermally reversible temperature sensor based on polydiacetylene: Synthesis and thermochromic properties

A novel temperature sensor based on polydiacetylene, displayed colorimetrically reversible properties in the range of 30 °C and 70 °C in solution. PVA film embedded PDA supramolecules displayed similar temperature reversibility.

Pharmaceutical Composition for Photodynamic Therapy and a Method for Treating Oncological Diseases by Using Said Composition

The present invention relates to the field of medicine, particularly to oncology and provides a pharmaceutical composition intended for the photodynamic therapy of malignant tumors, comprising a therapeutically effective amount of at least one of derivatives of fullerene C60 selected from the group consisting of a compound in which a fullerene C60 molecule covalently binds to one molecule of an amino acid or a dipeptide, or its pharmaceutically acceptable derivative, or a complex of a compound with biocompatible synthetic polymers or biopolymers and tetrapyrroles, or a conjugate of a compound with an amino compound. Said compounds after accumulation in cells and photoirradiation transform molecular oxygen into singlet oxygen, generate free radicals, and also trigger biological processes inhibiting the vital activity of tumor cells. The present invention also relates to a method of photodynamic therapy of malignant tumors, in which the pharmaceutical composition of the present invention is used as the photosensitizer.