Nα,Nα-Bis-Fmoc-L-cystine bis-N-hydroxysuccinimide ester
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Nα,Nα-Bis-Fmoc-L-cystine bis-N-hydroxysuccinimide ester

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

Category
Fmoc-Amino Acids
Catalog number
BAT-003647
CAS number
112514-60-0
Molecular Formula
C44H38N4O12S2
Molecular Weight
878.94
Nα,Nα-Bis-Fmoc-L-cystine bis-N-hydroxysuccinimide ester
IUPAC Name
(2,5-dioxopyrrolidin-1-yl) (2R)-3-[[(2R)-3-(2,5-dioxopyrrolidin-1-yl)oxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-oxopropyl]disulfanyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoate
Synonyms
(Fmoc-L-Cys-OSu)2; (FMOC-CYS-OSU)2 (DISULFIDE BOND)
Appearance
White powder
Purity
≥ 99% (TLC)
Melting Point
140-144 °C
Storage
Store at RT
InChI
InChI=1S/C44H38N4O12S2/c49-37-17-18-38(50)47(37)59-41(53)35(45-43(55)57-21-33-29-13-5-1-9-25(29)26-10-2-6-14-30(26)33)23-61-62-24-36(42(54)60-48-39(51)19-20-40(48)52)46-44(56)58-22-34-31-15-7-3-11-27(31)28-12-4-8-16-32(28)34/h1-16,33-36H,17-24H2,(H,45,55)(H,46,56)/t35-,36-/m0/s1
InChI Key
FWRWVOZABQSEGS-ZPGRZCPFSA-N
Canonical SMILES
C1CC(=O)N(C1=O)OC(=O)C(CSSCC(C(=O)ON2C(=O)CCC2=O)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35)NC(=O)OCC6C7=CC=CC=C7C8=CC=CC=C68

Nα,Nα-Bis-Fmoc-L-cystine bis-N-hydroxysuccinimide ester is a chemical reagent commonly used in peptide synthesis and other biochemical applications. Here are some key applications of Nα,Nα-Bis-Fmoc-L-cystine bis-N-hydroxysuccinimide ester:

Peptide Synthesis: This compound is widely used as a building block in the solid-phase synthesis of cystine-containing peptides. Its bis-Fmoc protection groups allow for selective deprotection and coupling steps, ensuring the correct formation of disulfide bridges. Using Nα,Nα-Bis-Fmoc-L-cystine bis-N-hydroxysuccinimide ester, researchers can synthesize peptides with precise sequences and structures, which are essential for biochemical and pharmaceutical studies.

Protein Engineering: In protein engineering, this reagent is used to introduce cystine residues into polypeptides, facilitating the formation of disulfide bonds that stabilize the protein’s three-dimensional structure. By incorporating cystine residues strategically, scientists can enhance the stability and functionality of engineered proteins. This is particularly important in the design of therapeutic proteins and enzymes with improved performance.

Chemical Biology Research: This ester is employed in chemical biology for the selective modification of cysteine residues in proteins. By reacting with cysteine residues, the reagent can introduce functional groups or probes, allowing for the study of protein interactions and functions. Its specificity for cysteine makes it a valuable tool for protein labeling and analysis in various research applications.

Drug Development: In drug development, Nα,Nα-Bis-Fmoc-L-cystine bis-N-hydroxysuccinimide ester can be used to create cystine-rich scaffolds for the design of novel therapeutic agents. These scaffolds can mimic the structure and function of natural peptides and proteins, enabling the development of new drugs with specific biological activities. By using this compound, researchers can explore a wide range of therapeutic possibilities.

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