872211-02-4

Basic information

• Product Name: BOC-S-T-BUTYL-D-CYSTEINE
• Synonyms: BOC-(S)-2-AMINO-3-(S-T-BUTYLTHIO)BUTANOIC ACID;BOC-(S)-TERT-BUTYL-D-CYS;BOC-(S)-T-BUTYL-D-CYS;BOC-S-T-BUTYL-D-CYSTEINE
• CAS NO: 872211-02-4
• Molecular Formula: C12H23NO4S
• Molecular Weight: 277.38
• Mol File: 872211-02-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: BOC-S-T-BUTYL-D-CYSTEINE(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-S-T-BUTYL-D-CYSTEINE(872211-02-4)
• EPA Substance Registry System: BOC-S-T-BUTYL-D-CYSTEINE(872211-02-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 872211-02-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Development:
BOC-S-T-BUTYL-D-CYSTEINE is used as a building block for creating biologically active molecules, contributing to the synthesis of peptides with specific therapeutic properties.
Used in Biotechnology:
In the biotechnology industry, BOC-S-T-BUTYL-D-CYSTEINE is utilized as a component in the production of peptide libraries, facilitating the exploration of novel bioactive compounds and their potential applications.
Used in Chemical Research:
BOC-S-T-BUTYL-D-CYSTEINE is employed in the study of protein structure and function, aiding researchers in understanding the complex interactions and mechanisms within biological systems.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 2481-10-9 (R)-S-tert-butylcysteine 
• 1070-19-5 N-(tert-butyloxycarbonyl) azide 
• 2481-09-6 S-tert-Butyl-N-acetyl-L-cysteine hydrochloride 

Downstream Products

• 1009093-21-3 C₄₃H₆₇N₅O₈S 

Relevant articles and documents

Cysteine-based fluorescence "turn-on" sensors for Cu2+and Ag+

We designed and synthesized twometal ion binding molecules 3a and 3b based on cysteine. In 3a, pyrene is used as a fluorescent probe, while 3b contains tryptophan, which acts as a fluorescent probe as well as facilitates metal ion binding. Detailed spectroscopic, calorimetric, microscopic and computational studies revealed the binding mode and the plausible structures of the complexes.

tert-Butyl group as thiol protection in peptide synthesis

S-tert-Butylcysteine was obtained by a new method. A number of its N-protected derivatives and esters were synthesized. Syntheses of several peptides containing tert-butyl and acetamidomethyl or benzyl thioethers of cysteine were carried out. The tert-butyl group was removed from the thiol group of peptides by treatment with (2-nitrophenyl)sulfenyl chloride (NpsCl). The S-(2-nitrophenyl)sulfenyl derivatives so obtained were converted either into cysteine by reduction or into cystine derivatives by disproportionation. Owing to the mild deprotection conditions and the great stability of the S-tert-butyl group, the other protecting groups, particularly those of the thiols, could be easily removed from a variety of combinations.