7256-00-0

Usage

Appearance

White crystalline powder

Usage in organometallic chemistry

Acts as a chelating agent

Ability to form stable complexes

With various metal ions

Industrial applications

Wastewater treatment and metal extraction

Medical and pharmaceutical uses

Due to its chelating properties

Potential applications

Development of new materials, catalysts, and sensors

Diverse uses

Strong chelating capabilities and stability in complex formations

InChI:InChI=1/C9H16N2O4S/c12-7(13)3-1-5-10-9(16)11-6-2-4-8(14)15/h1-6H2,(H,12,13)(H,14,15)(H2,10,11,16)

Upstream product

• 56-12-2 4-amino-n-butyric acid 
• 115002-11-4 4-[3-(3-methoxycarbonylpropyl)thioureido]butyric acid methyl ester 
• 75-15-0 carbon disulfide 

Downstream Products

• 1552271-69-8 N-(phenethyl)-4-(2-oxo-pyrrolidine-1-thiocarbonylamino)butanamide 
• 1552271-71-2 N-phenethyl-4-(2-oxo-pyrrolidine-1-carbonylamino)butanamide 
• 101572-03-6 4-(N',N'-dicyclohexyl-ureido)-butyric acid 
• 108850-60-8 4-(N'-benzyl-ureido)-butyric acid ethyl ester 
• 105336-96-7 4-(N'-benzyl-ureido)-butyric acid 
• 2609-10-1 grateloupine 
• 60285-30-5 4-(3-(3-carboxypropyl)-1-nitrosoureido)butanoic acid 

Relevant academic research and scientific papers

Synthesis and biological evaluation of santacruzamate A analogues for anti-proliferative and immunomodulatory activity

Santacruzamate A (SCA) is a natural product isolated from a Panamanian marine cyanobacterium, previously reported to have potent and selective histone deacetylase (HDAC) activity. To optimize the enzymatic and cellular activity, 40 SCA analogues were synthesized in a systematic exploration of the zinc-binding group (ZBG), cap terminus, and linker region. Two cap group analogues inhibited proliferation of MCF-7 breast cancer cells, with analogous increased degranulation of cytotoxic T cells (CTLs), while one cap group analogue reduced CTL degranulation, indicative of suppression of the immune response. Additional testing of these analogues resulted in reevaluation of the previously reported SCA mechanism of action. These analogues and the resulting structure–activity relationships will be of interest for future studies on cell proliferation and immune modulation.

Fragmentation behavior of a thiourea-based reagent for protein structure analysis by collision-induced dissociative chemical cross-linking

The fragmentation behavior of a novel thiourea-based cross-linker molecule specifically designed for collision-induced dissociation (CID) MS/MS experiments is described. The development of this cross-linker is part of our ongoing efforts to synthesize novel reagents, which create either characteristic fragment ions or indicative constant neutral losses (CNLs) during tandem mass spectrometry allowing a selective and sensitive analysis of cross-linked products. The new derivatizing reagent for chemical cross-linking solely contains a thiourea moiety that is flanked by two amine-reactive N-hydroxy succinimide (NHS) ester moieties for reaction with lysines or free N-termini in proteins. The new reagent offers simple synthetic access and easy structural variation of either length or functionalities at both ends. The thiourea moiety exhibits specifically tailored CID fragmentation capabilities - a characteristic CNL of 85 u - ensuring a reliable detection of derivatized peptides by both electrospray ionization (ESI) and matrix-assisted laser desorption/ionization (MALDI) tandem mass spectrometry and as such possesses a versatile applicability for chemical cross-linking studies. A detailed examination of the CID behavior of the presented thiourea-based reagent reveals that slight structural variations of the reagent will be necessary to ensure its comprehensive and efficient application for chemical cross-linking of proteins. Copyright