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BOC-CYS(TRT)-OSU is a chemical compound that features a protected cysteine amino acid. The "BOC" group acts as a protective moiety for the cysteine side chain, and the "TRT" group shields the thiol group. The "OSU" group functions as a leaving group in deprotection reactions. BOC-CYS(TRT)-OSU is widely utilized in peptide synthesis, serving as a building block for the creation of peptide bonds. It can be deprotected under specific conditions to expose the free cysteine amino acid, facilitating further functionalization or conjugation reactions in biological and chemical research.

75179-29-2

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  • 2,5-dioxopyrrolidin-1-yl (2R)-2-[(tert-butoxycarbonyl)amino]-3-[(triphenylmethyl)sulfanyl]propanoate

    Cas No: 75179-29-2

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75179-29-2 Usage

Uses

Used in Peptide Synthesis:
BOC-CYS(TRT)-OSU is used as a building block for the formation of peptide bonds in peptide synthesis. Its protective groups ensure the stability of the cysteine amino acid during the synthesis process, preventing unwanted side reactions.
Used in Chemical Research:
In chemical research, BOC-CYS(TRT)-OSU is used as a precursor for the synthesis of various complex molecules. The deprotection of the compound under specific conditions allows for the exposure of the free cysteine amino acid, enabling further functionalization and conjugation reactions.
Used in Biological Research:
BOC-CYS(TRT)-OSU is employed in biological research for the study of protein structure and function. BOC-CYS(TRT)-OSU can be incorporated into peptides and proteins, and its deprotection allows for the investigation of the role of cysteine residues in protein folding, stability, and interactions with other biomolecules.
Used in Drug Development:
In the pharmaceutical industry, BOC-CYS(TRT)-OSU is used as a key intermediate in the synthesis of therapeutic peptides and proteins. BOC-CYS(TRT)-OSU's protective groups ensure the correct formation of peptide bonds and the preservation of the desired biological activity during the drug development process.
Used in Bioconjugation:
BOC-CYS(TRT)-OSU is utilized in bioconjugation techniques for the attachment of various functional groups, such as fluorescent tags, affinity tags, or other biomolecules, to peptides and proteins. The deprotection of the compound allows for the selective modification of the cysteine residue, enabling the development of novel bioconjugates for various applications, including diagnostics, therapeutics, and imaging.

Check Digit Verification of cas no

The CAS Registry Mumber 75179-29-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,5,1,7 and 9 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 75179-29:
(7*7)+(6*5)+(5*1)+(4*7)+(3*9)+(2*2)+(1*9)=152
152 % 10 = 2
So 75179-29-2 is a valid CAS Registry Number.

75179-29-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name BOC-CYS(TRT)-OSU

1.2 Other means of identification

Product number -
Other names 2-tert-butoxycarbonylamino-3-(tritylsulfanyl)propionic acid 2,5-dioxopyrrolidin-1-yl ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:75179-29-2 SDS

75179-29-2Relevant articles and documents

Early-Stage Incorporation Strategy for Regioselective Labeling of Peptides using the 2-Cyanobenzothiazole/1,2-Aminothiol Bioorthogonal Click Reaction

Chen, Kuo-Ting,Ieritano, Christian,Seimbille, Yann

, p. 256 - 261 (2018/02/12)

Herein, we describe a synthetic strategy for the regioselective labeling of peptides by using a bioorthogonal click reaction between 2-cyanobenzothiazole (CBT) and a 1,2-aminothiol moiety. This methodology allows for the facile and site-specific modificat

Two bifunctional desferrioxamine chelators for bioorthogonal labeling of biovectors with zirconium-89

Gao,Ieritano,Chen,Dias,Rousseau,Bénard,Seimbille

supporting information, p. 5102 - 5106 (2018/07/29)

We report two bifunctional chelators, DFO-Cys and DFO-CBT, to label biovectors with zirconium-89 according to the 2-cyanobenzothiazole/1,2-aminothiol cycloaddition. Their features are high labeling yields, rapid and efficient bioconjugation, metabolically stable luciferin-based end products, and applicability to orthogonal two-step labeling of sensitive biomolecules.

Multifunctional imaging cross-linked stable nanometer drug-loading micelles and preparation method thereof

-

Paragraph 0075; 0079, (2017/12/28)

The present invention discloses multifunctional imaging cross-linked stable nanometer drug-loading micelles and a preparation method thereof. The preparation method comprises: adding 200 mg of an amphiphilic drug carrier mPEG-S-Trityl-Cys-Dopa and a hydrophobic anti-cancer drug to an organic solvent, dissolving, and carrying out dialysis by using a dialysis bag to remove free Fe; carrying out centrifugation, and filtering the supernatant by using a 0.45 [mu]m microporous filtration membrane; and carrying out freeze drying on the filtrate, wherein the freeze-dried product is the multifunctional imaging cross-linked stable nanometer drug-loading micelles mPEG-S-Trityl-Cys-Dopa-Fe/hydrophobic anti-cancer drug. According to the present invention, the obtained nanometer micelles have the stability and the pH-sensitivity, and can be visible by MRI, can break through the single-function mode of the traditional drug delivery system, can integrate the MRI imaging function and the drug carrier function, and can achieve the synchronous diagnosis and treatment of cancers.

Novel molecular combination deriving from natural aminoacids and polyphenols: Design, synthesis and free-radical scavenging activities

Silvia, Vertuani,Baldisserotto, Anna,Scalambra, Emanuela,Malisardi, Gemma,Durini, Elisa,Manfredini, Stefano

, p. 383 - 392 (2012/07/28)

Following the recent output of scientific publications in the matter of synergic activity between different antioxidants, we have undertaken the present study with the aim to synthesize new molecules with radical-scavengers activity based on the conjugation of bioactive portions (i.e. phenols, cysteine, methionine or tyrosine), characterized by different structures and mechanisms of action, to promote the simultaneous quenching of different radical species in the site of the oxidative damage. In this context, derivatives of phenolic acid, aminoacids and dopamine have been also prepared. The newly synthesized compounds were evaluated in vitro applying specific and complementary antioxidant test such as DPPH assay and ORAC test. As emerged from the evaluation, prerequisites for the activity of the synthesized molecules were: i) the maintenance of at least two hydroxylic groups on the aromatic moiety of phenolic portion, ii) the presence of a spacer between the aromatic moiety and the carbonilic group.

Cell permeable ITAM constructs for the modulation of mediator release in mast cells

Kuil, Joeri,Fischer, Marcel J. E.,De Mol, Nico J.,Liskamp, Rob M. J.

experimental part, p. 820 - 833 (2011/04/22)

Spleen tyrosine kinase (Syk) is essential for high affinity IgE receptor (FcεRI) mediated mast cell degranulation. Once FcεRI is stimulated, intracellular ITAM motifs of the receptor are diphosphorylated (dpITAM) and Syk is recruited to the receptor by binding of the Syk tandem SH2 domain to dpITAM, resulting in activation of Syk and, eventually, degranulation. To investigate intracellular effects of ITAM mimics, constructs were synthesized with ITAM mimics conjugated to different cell penetrating peptides, i.e. Tat, TP10, octa-Arg and K(Myr)KKK, or a lipophilic C12-chain. In most constructs the cargo and carrier were linked to each other through a disulfide bridge, which is convenient for combining different cargos with different carriers and has the advantage that the cargo and the carrier may be separated by reduction of the disulfide once it is intracellular. The ability of these ITAM constructs to label RBL-2H3 cells was assessed using flow cytometry. Fluorescence microscopy showed that the octa-Arg-SS-Flu-ITAM construct was present in various parts of the cells, although it was not homogeneously distributed. In addition, cell penetrating constructs without fluorescent labels were synthesized to examine degranulation in RBL-2H3 cells. Octa-Arg-SS-ITAM stimulated the mediator release up to 140%, indicating that ITAM mimics may have the ability to activate non-receptor bound Syk.

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