N3-C2-NHS ester is a bifunctional linker molecule containing both an azide group (N3) and an N-hydroxysuccinimide ester (NHS ester), widely used in bioconjugation and for the modification and labeling of proteins or peptide compounds. The NHS ester efficiently reacts with primary amine groups to form stable amide bonds, while the azide group enables specific conjugation with alkynes via copper-catalyzed or copper-free click reactions[1,2]. N3-C2-NHS ester is suitable for fields including protein labeling, click chemistry, nucleic acid modification, and biomolecular crosslinking (such as antibody-drug conjugates (ADCs))[3,4,5].
Reference:
[1] NANDA J S, LORSCH J R. Labeling a protein with fluorophores using NHS ester derivitization[J]. Methods in Enzymology, 2014, 536: 87-94.
[2] LIANG L, ASTRUC D. The copper (I)-catalyzed alkyne-azide cycloaddition (CuAAC)“click” reaction and its applications. An overview[J]. Coordination Chemistry Reviews, 2011, 255(23-24): 2933-2945.
[3] KANG M S, KONG T W, KHOO J Y, et al. Recent developments in chemical conjugation strategies targeting native amino acids in proteins and their applications in antibody–drug conjugates[J]. Chemical Science, 2021, 12(41): 13613-13647.
[4] HOLMES K L, LANTZ L M. Protein labeling with fluorescent probes[J]. Methods in Cell Biology, 2001, 63: 185-204.
[5] LUTZ J F, ZARAFSHANI Z. Efficient construction of therapeutics, bioconjugates, biomaterials and bioactive surfaces using azide–alkyne “click” chemistry[J]. Advanced Drug Delivery Reviews, 2008, 60(9): 958-970.
N3-C2-NHS ester是一种含有叠氮基团（N3）和N-羟基琥珀酰亚胺酯（NHS ester）的双功能连接分子，被广泛用于生物偶联及蛋白质或肽类化合物的修饰与标记。NHS ester可高效与伯胺基团反应形成稳定的酰胺键，而叠氮基则可通过铜催化或无铜点击反应与炔烃实现特异性偶联[1,2]。N3-C2-NHS ester适用于蛋白质标记、点击化学、核酸修饰和生物大分子交联（如抗体药物偶联（ADCs））等领域[3,4,5]。