446822-71-5 Usage
Description
Acetylthiomethyl-diphenylphosphine borane complex is a chemical compound that features a unique structure with a borane protecting group. This complex is known for its ability to stabilize phosphine against oxidation, making it a valuable reagent in various chemical reactions and applications.
Uses
Used in Chemical Synthesis:
Acetylthiomethyl-diphenylphosphine borane complex is used as a traceless Staudinger ligation reagent for the synthesis of cyclic peptides. The borane group in the complex plays a crucial role in stabilizing the phosphine against oxidation, ensuring the successful formation of the desired product.
Application Reason:
The borane protecting group can be easily removed under mild basic or acidic conditions, yielding the active phosphine. This active phosphine then reacts with an azide, and upon the addition of water, the phosphine is eliminated, resulting in the formation of a native amide bond. This process is particularly useful in the synthesis of cyclic peptides, as it allows for the creation of stable and well-defined molecular structures.
Check Digit Verification of cas no
The CAS Registry Mumber 446822-71-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 4,4,6,8,2 and 2 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 446822-71:
(8*4)+(7*4)+(6*6)+(5*8)+(4*2)+(3*2)+(2*7)+(1*1)=165
165 % 10 = 5
So 446822-71-5 is a valid CAS Registry Number.
446822-71-5Relevant articles and documents
A Versatile Approach for Site-Specific Lysine Acylation in Proteins
Wang, Zhipeng A.,Kurra, Yadagiri,Wang, Xin,Zeng, Yu,Lee, Yan-Jiun,Sharma, Vangmayee,Lin, Hening,Dai, Susie Y.,Liu, Wenshe R.
, p. 1643 - 1647 (2017/02/05)
Using amber suppression in coordination with a mutant pyrrolysyl-tRNA synthetase-tRNAPylpair, azidonorleucine is genetically encoded in E. coli. Its genetic incorporation followed by traceless Staudinger ligation with a phosphinothioester allows the convenient synthesis of a protein with a site-specifically installed lysine acylation. By simply changing the phosphinothioester identity, any lysine acylation type could be introduced. Using this approach, we demonstrated that both lysine acetylation and lysine succinylation can be installed selectively in ubiquitin and synthesized histone H3 with succinylation at its K4 position (H3K4su). Using an H3K4su-H4 tetramer as a substrate, we further confirmed that Sirt5 is an active histone desuccinylase. Lysine succinylation is a recently identified post-translational modification. The reported technique makes it possible to explicate regulatory functions of this modification in proteins.
