42014-51-7

Basic information

• Product Name: BROMOACETIC ACID N-HYDROXYSUCCINIMIDE ESTER
• Synonyms: 1-[(Bromoacetyl)oxy]-2,5-pyrrolidinedione;2-BroMoacetic Acid 2,5-Dioxo-1-pyrrolidinyl Ester;Bromoacetic Acid N-Succinimidyl Ester N-(Bromoacetoxy)succinimide;2,5-Pyrrolidinedione, 1-[(broMoacetyl)oxy]-;1-[(Bromoacetyl)oxy]pyrrolidine-2,5-dione;SBA Crosslinker;2,5-Dioxopyrrolidin-1-yl 2-bromoacetate;Bromoacetic Acid N-Succinimidyl Ester
• CAS NO: 42014-51-7
• Molecular Formula: C₆H₆BrNO₄
• Molecular Weight: 236.02
• Product Categories: Heterocycles;Heterobifunctional Crosslinker;heteroXlink;MTS and Sulfhydryl Active Reagents;Cross Linking Reagents;MTS & Sulfhydryl Active Reagents;Heterobifunctional Cross-Linking Reagents;Crosslinking;Protein Modification
• Mol File: 42014-51-7.mol
• Article Data: 17

Chemical Properties

• Melting Point: 115-116°C
• Boiling Point: 291.7°C at 760 mmHg
• Flash Point: 130.2°C
• Appearance: White to off-white/powder
• Density: 1.85g/cm³
• Vapor Pressure: 0.00191mmHg at 25°C
• Refractive Index: 1.565
• Storage Temp.: −20°C
• Solubility: acetone: 25 mg/mL
• CAS DataBase Reference: BROMOACETIC ACID N-HYDROXYSUCCINIMIDE ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: BROMOACETIC ACID N-HYDROXYSUCCINIMIDE ESTER(42014-51-7)
• EPA Substance Registry System: BROMOACETIC ACID N-HYDROXYSUCCINIMIDE ESTER(42014-51-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 42014-51-7(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

Different sources of media describe the Uses of 42014-51-7 differently. You can refer to the following data:
1. iodoacetate amine and sulfhydryl reactive homobifunctional cross-linking reagent
2. A heterobifunctional cross-linking reagent which allows bromoacetylation of primary amine groups followed by coupling to sulfhydryl-containing compounds. Typically, initial reaction couples via ester to primary amine by amide bond formation in the pH range 6.5-8.5. The second reaction results in thioether bonding in pH range 7.0-8.0.

InChI:InChI=1/C6H6BrNO4/c7-3-6(11)12-8-4(9)1-2-5(8)10/h1-3H2

Upstream product

• 6066-82-6 1-hydroxy-pyrrolidine-2,5-dione 
• 598-21-0 2-Bromoacetyl bromide 
• 79-08-3 bromoacetic acid 
• 538-75-0 dicyclohexyl-carbodiimide 

Downstream Products

• 1609107-19-8 (2S,3Z)-5-{[(2R,3R,5S,6S)-6-{(2E,4E)-5-[(3R,4R,5R,7S)-7-{2-[(4-{[({4-[(N-{6-[(bromoacetyl)amino]hexanoyl}glycyl)amino]benzyl}oxy)carbonyl]amino}benzyl)amino]-2-oxoethyl}-4-hydroxy-1,6-dioxaspiro[2.5]oct-5-yl]-3-methylpenta-2,4-dien-1-yl}-2,5-dimethyltetrahydro-2H-pyran-3-yl]amino}-5-oxopent-3-en-2-yl acetate 
• 1609107-64-3 N-{6-[(bromoacetyl)amino]hexanoyl}-D-valyl-N-[4-({[(2-{[(3R,5S,7R,8R)-7-{(1E,3E)-5-[(2S,3S,5R,6R)-5-{[(2Z,4S)-4-(acetyloxy)pent-2-enoyl]amino}-3,6-dimethyltetrahydro-2H-pyran-2-yl]-3-methylpenta-1,3-dien-1-yl}-8-hydroxy-1,6-dioxaspiro[2.5]oct-5-yl]acetyl}hydrazinyl)carbonyl]oxy}methyl)phenyl]-N-5-carbamoyl-L-ornithinamide 
• 1421767-20-5 C₄₂H₄₄N₅O₁₂PS₂ 
• 1260139-70-5 3-[2-(2-{2-[2-(2-bromo-acetylamino)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester 
• 1283658-79-6 3-{2-[2-(2-{2-[2-(2-{2-[2-(3-bromo-propionylamino)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester 
• 19063-55-9 6-bromo-2H-chromen-2-one 

Relevant articles and documents

Photo-induced multifunctional cross-linking agent, preparation method and application thereof

The invention relates to a photo-induced multifunctional cross-linking agent as shown in a general formula (I), wherein the photo-induced multifunctional cross-linking agent is mainly applied to biomacromolecule interaction, such as protein-protein interaction and protein-nucleic acid interaction. According to the invention, the cross-linking agent can be used in biological samples or cells of cell lysis solutions to capture protein-protein interaction or protein-nucleic acid interaction, and can be applied to subsequent protein enrichment and protein cross-linking mass spectrometry; and the photo-induced multifunctional cross-linking agent has important application potential and practical value in interaction research of biomacromolecules.

Corroboration of Zn(ii)-Mg(ii)-tertiary structure interplays essential for the optimal catalysis of a phosphorothiolate thiolesterase ribozyme

The TW17 ribozyme, a catalytic RNA selected from a pool of artificial RNA, is specific for the Zn2+-dependent hydrolysis of a phosphorothiolate thiolester bond. Here, we describe the organic synthesis of both guanosine α-thio-monophosphate and the substrates required for selecting and characterizing the TW17 ribozyme, and for deciphering the catalytic mechanism of the ribozyme. By successively substituting the substrate originally conjugated to the RNA pool with structurally modified substrates, we demonstrated that the TW17 ribozyme specifically catalyzes phosphorothiolate thiolester hydrolysis. Metal titration studies of TW17 ribozyme catalysis in the presence of Zn2+ alone, Zn2+ and Mg2+, and Zn2+ and [Co(NH3)6]3+ supported our findings that Zn2+ is absolutely required for ribozyme catalysis, and indicated that optimal ribozyme catalysis involves the presence of outer-sphere and one inner-sphere Mg2+. A survey of the TW17 ribozyme activity at various pHs revealed that the activity of the ribozyme critically depends on the alkaline conditions. Moreover, a GNRA tetraloop-containing ribozyme constructed with active catalysis in trans provided catalysis and multiple substrate turnover efficiencies significantly higher than ribozymes lacking a GNRA tetraloop. This research supports the essential roles of Zn2+, Mg2+, and a GNRA tetraloop in modulating the TW17 ribozyme structure for optimal ribozyme catalysis, leading also to the formulation of a proposed reaction mechanism for TW17 ribozyme catalysis.

SITE SELECTIVE CONJUGATION OF AN OLIGONUCLEOTIDE CONJUGATE OR A SMALL MOLECULE TO A METAL BINDING PROTEIN

The present invention relates to methods for site selective conjugation of an oligonucleotide conjugate to a metal binding protein comprising a metal binding site and for site selective conjugation of a small molecule conjugation compound (SMCoC) to an antibody comprising a metal binding site, metal binding protein conjugates obtainable by said methods, and uses of said metal binding protein conjugates.