105728-41-4

Basic information

• Product Name: Benzaldehyde, 5-(2-hydroxyethoxy)-2-nitro-
• CAS NO: 105728-41-4
• Molecular Formula: C9H9NO5
• Molecular Weight: 211.174
• Mol File: 105728-41-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Benzaldehyde, 5-(2-hydroxyethoxy)-2-nitro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde, 5-(2-hydroxyethoxy)-2-nitro-(105728-41-4)
• EPA Substance Registry System: Benzaldehyde, 5-(2-hydroxyethoxy)-2-nitro-(105728-41-4)

Safety Data

• Hazardous Substances Data: 105728-41-4(Hazardous Substances Data)

Upstream product

• 100-83-4 meta-hydroxybenzaldehyde 
• 42454-06-8 2-nitro-5-hydroxybenzaldehyde 
• 540-51-2 2-bromoethanol 
• 59342-81-3 ethyl (3-formyl-4-nitrophenyl) carbonate 
• 105728-40-3 5-(2-acetoxyethoxy)-2-nitrobenzaldehyde 

Downstream Products

• 105695-44-1 Cyclohexyl-methyl-carbamic acid 2-(2-oxo-1,2,3,5-tetrahydro-imidazo[2,1-b]quinazolin-7-yloxy)-ethyl ester 
• 105728-42-5 5-<2-<(N-cyclohexyl-N-methylcarbamoyl)oxy>ethoxy>-2-nitrobenzaldehyde 
• 105728-59-4 Carbonic acid 2-(3-formyl-4-nitro-phenoxy)-ethyl ester phenyl ester 

Relevant articles and documents

Stable and Rapid Thiol Bioconjugation by Light-Triggered Thiomaleimide Ring Hydrolysis

Maleimide-mediated thiol-specific derivatization of biomolecules is one of the most efficacious bioconjugation approaches currently available. Alarmingly, however, recent work demonstrates that the resulting thiomaleimide conjugates are susceptible to breakdown via thiol exchange reactions. Herein, we report a new class of maleimides, namely o-CH2NHiPr phenyl maleimides, that undergo unprecedentedly rapid ring hydrolysis after thiol conjugation to form stable thiol exchange-resistant conjugates. Furthermore, we overcome the problem of low shelf lives of maleimide reagents owing to their propensity to undergo ring hydrolysis prior to bioconjugation by developing a photocaged version of this scaffold that resists ring hydrolysis. UV irradiation of thiol bioconjugates formed with this photocaged maleimide unleashes rapid thiomaleimide ring hydrolysis to yield the desired stable conjugates within 1 h under gentle, ice-cold conditions.