139592-37-3

Basic information

• Product Name: (FMOC-CYS-OTBU)2, (DISULFIDE BOND)
• Synonyms: (FMOC-CYS-OTBU)2;(FMOC-CYS-OTBU)2, (DISULFIDE BOND);FMoc-L-Cys-OtBu;(2R)-tert-Butyl 2-((((9H-fluoren-9-yl)Methoxy)carbonyl)aMino)-3-(((2R)-3-(tert-butoxy)-2-((((1,2,3,3a,8,8a-hexahydrocyclopenta[a]inden-8-yl)Methoxy)carbonyl)aMino)-3-oxopropyl)disulfanyl)propanoate;(Fmoc-L-Cys-OtBu)2
• CAS NO: 139592-37-3
• Molecular Formula: C₄₄H₄₈N₂O₈S₂
• Molecular Weight: 796.99
• Mol File: 139592-37-3.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• Storage Temp.: Store at 0-5°C
• CAS DataBase Reference: (FMOC-CYS-OTBU)2, (DISULFIDE BOND)(CAS DataBase Reference)
• NIST Chemistry Reference: (FMOC-CYS-OTBU)2, (DISULFIDE BOND)(139592-37-3)
• EPA Substance Registry System: (FMOC-CYS-OTBU)2, (DISULFIDE BOND)(139592-37-3)

Safety Data

• Hazardous Substances Data: 139592-37-3(Hazardous Substances Data)

Usage

Description

(FMOC-CYS-OTBU)2, (DISULFIDE BOND) is a research chemical that plays a significant role in the field of chemical and pharmaceutical research. It is a compound derived from the combination of 9-fluorenylmethoxycarbonyl (Fmoc), cysteine (Cys), and tert-butyl (tBu) groups, which are linked by a disulfide bond. This unique structure allows for various applications in different industries, particularly in the development of new drugs and materials.

Uses

Used in Pharmaceutical Research:
(FMOC-CYS-OTBU)2, (DISULFIDE BOND) is used as a building block for the synthesis of peptides and proteins with specific properties. The disulfide bond in this compound is crucial for the stability and biological activity of the resulting molecules, making it an essential component in the development of new drugs and therapeutic agents.
Used in Chemical Synthesis:
In the field of chemical synthesis, (FMOC-CYS-OTBU)2, (DISULFIDE BOND) serves as a versatile intermediate for the preparation of various complex organic molecules. Its unique structure allows for the formation of a wide range of compounds with diverse applications, including pharmaceuticals, agrochemicals, and materials science.
Used in Material Science:
(FMOC-CYS-OTBU)2, (DISULFIDE BOND) is used as a component in the development of novel materials with specific properties, such as improved mechanical strength, thermal stability, or chemical resistance. The disulfide bond in this compound can be exploited to create materials with tailored characteristics, making it a valuable asset in the field of material science.
Used in Biotechnology:
In biotechnology, (FMOC-CYS-OTBU)2, (DISULFIDE BOND) is used as a key component in the design and synthesis of bioactive peptides and proteins. The disulfide bond can be employed to introduce specific structural features or to stabilize the bioactive conformation of these molecules, which can be crucial for their biological activity and potential applications in medicine and agriculture.
Overall, (FMOC-CYS-OTBU)2, (DISULFIDE BOND) is a versatile and valuable research chemical with a wide range of applications in various industries, including pharmaceuticals, chemical synthesis, material science, and biotechnology. Its unique structure and properties make it an essential tool for the development of new drugs, materials, and technologies.

Physical Form

Solid

Upstream product

• 62574-13-4 L-cystine tert-butyl ester 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 540-88-5 acetic acid tert-butyl ester 
• 56-89-3 L-cystine 
• 98946-18-0 tert-Butyl 2,2,2-trichloroacetimidate 
• 135273-01-7 N,N'-bis[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cystine 

Downstream Products

• 503565-02-4 (2S,6R)-N²-triphenylmethyl-N⁶-(9H-fluorenylmethoxycarbonyl)-lanthionine O¹-allyl-O⁷-tert-butyl ester 
• 67413-25-6 benzyl (-)-(2S)-1-trityl-aziridine-2-carboxylate 
• 191993-89-2 (R)-3-[(R)-2-tert-Butoxycarbonyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethylsulfanyl]-2-(trityl-amino)-propionic acid benzyl ester 
• 139573-77-6 N-(((9H-fluoren-9-yl)methoxy)carbonyl)-S-((R)-2,3-bis(palmitoyloxy)propyl)-L-cysteine 
• 1337527-20-4 (R)-3-((R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(3-(diethoxyphosphoryl)propoxy)phenethylamino)-3-oxopropylthio)propane-1,2-diyl didodecanoate 
• 1337527-22-6 (R)-3-((R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(6-(benzyloxy)-6-oxohexylamino )-3-oxopropylthio)propane-1,2-diyl didodecanoate 
• 1337526-95-0 (4R,7S,10R,14R)-benzyl 10-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-carbamoyl-7-ethyl-14-(hexadecyloxy)-6,9-dioxo-16-oxa-12-thia-5,8-diazadotriacontan-1-oate 

Relevant articles and documents

Solid-supported synthesis and biological evaluation of the lantibiotic peptide bis(desmethyl) lacticin 3147 A2

(Chemical Equation Presented) Lan-tastic! A lanthionine analogue of lacticin 3147 A2 (Lan-A2, 2) containing multiple thioether bridges (see picture) has been successfully synthesized by a combination of solid- and solution-phase peptide synthesis. Chemically synthesized Lan-A2 (2) exhibits synergistic biological activity similar to natural lacticin A2 (1) in the presence of natural lacticin A1 against Gram-positive bacteria.

Diaminodiacid bridge improves enzymatic and in vivo inhibitory activity of peptide CPI-1 against botulinum toxin serotype A

The replacement of the disulfide bridge of CPI-1, a peptide inhibitor of light chain of Botulinum toxin serotype A, with the thioether-containing and biscarba-containing diaminodiacid bridge leads to a significant decrease in the degradation by trypsin and increase in the detoxification activity in vivo, the addition of hydrophobic or positive amino acid at C-terminus of modified peptides further improves the inhibitory activity.

Synthesis of Peptide Disulfide-Bond Mimics by Using Fully Orthogonally Protected Diaminodiacids

A new strategy was developed for the synthesis of peptide disulfide-bond mimics using fully orthogonally protected diaminodiacids. This method overcomes the previous problems of heavy-metal contamination and poor compatibility with Fmoc chemistry and provides a practical avenue for the efficient preparation of peptide disulfide-bond mimics.