67436-13-9 Usage
Description
Fmoc-Cys(tBu)-OH, also known as N-(9-fluorenylmethoxycarbonyl)-L-cysteine tert-butyl ester, is a protected amino acid building block used in the synthesis of peptides. It is a derivative of the naturally occurring amino acid cysteine, featuring a fluorenylmethoxycarbonyl (Fmoc) protecting group and a tert-butyl (tBu) ester. This modification enhances the stability and solubility of the molecule, making it suitable for use in various chemical and biological applications.
Uses
Used in Pharmaceutical Industry:
Fmoc-Cys(tBu)-OH is used as a key building block in the synthesis of peptide-based drugs for various therapeutic applications. Its protected structure allows for the efficient and reliable assembly of complex peptide sequences, which can be used to target specific diseases and conditions.
Used in Research and Development:
In the field of research and development, Fmoc-Cys(tBu)-OH serves as an essential component in the creation of novel peptide-based compounds. It enables scientists to explore the potential of peptides in areas such as drug discovery, diagnostics, and therapeutics.
Used in Peptide Synthesis:
Fmoc-Cys(tBu)-OH is used as a protected amino acid in solid-phase peptide synthesis (SPPS), a widely employed method for the production of peptides and proteins. Its Fmoc protecting group allows for the stepwise addition of amino acids, facilitating the synthesis of long and complex peptide sequences with high purity and yield.
Used in Biochemistry and Molecular Biology:
Fmoc-Cys(tBu)-OH is utilized in the study of protein structure and function, as well as in the development of new tools for molecular biology. Its protected form allows for the incorporation of cysteine residues into peptides and proteins under mild conditions, enabling researchers to investigate the role of these residues in various biological processes.
Check Digit Verification of cas no
The CAS Registry Mumber 67436-13-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,7,4,3 and 6 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 67436-13:
(7*6)+(6*7)+(5*4)+(4*3)+(3*6)+(2*1)+(1*3)=139
139 % 10 = 9
So 67436-13-9 is a valid CAS Registry Number.
InChI:InChI=1/C22H25NO4S/c1-22(2,3)28-13-19(20(24)25)23-21(26)27-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,23,26)(H,24,25)/t19-/m0/s1
67436-13-9Relevant articles and documents
A comprehensive one-pot synthesis of protected cysteine and selenocysteine SPPS derivatives
Flemer, Stevenson
, p. 1257 - 1264 (2015/04/14)
A proof-of-principle methodology is presented in which all commercially-available cysteine (Cys) and selenocysteine (Sec) solid phase peptide synthesis (SPPS) derivatives are synthesized in high yield from easily prepared protected dichalcogenide precursors. A Zn-mediated biphasic reduction process applied to a series of four bis-Nα-protected dichalcogenide compounds allows facile conversion to their corresponding thiol and selenol intermediates followed by insitu S- or Se-alkylation with various electrophiles to directly access twenty one known Cys and Sec SPPS derivatives. Most of these derivatives were able to be precipitated in crude form out of petroleum ether in sufficient purity for direct use as peptide building blocks. Subsequent incorporation of these derivatives into peptide models nicely illustrates their viability and applicability toward SPPS.