A heterobifunctional linker molecule
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HyNic NHS ester

Item No. 45697

Technical Information
Formal Name
6-[2-(1-methylethylidene)hydrazinyl]-3-pyridinecarboxylic acid, 2,5-dioxo-1-pyrrolidinyl ester
CAS Number
362522-50-7
Synonyms
  • HyNic N-hydroxysuccinimide ester
  • S-HyNic
  • SANH
Molecular Formula
C13H14N4O4
Formula Weight
Purity
≥95%
A solid
DMSO: Sparingly soluble: 1-10 mg/ml
SMILES
O=C(C1=CN=C(N/N=C(C)\C)C=C1)ON2C(CCC2=O)=O
InChi Code
InChI=1S/C13H14N4O4/c1-8(2)15-16-10-4-3-9(7-14-10)13(20)21-17-11(18)5-6-12(17)19/h3-4,7H,5-6H2,1-2H3,(H,14,16)
InChi Key
PRZHEFYNLJWJFA-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    HyNic NHS ester is a heterobifunctional linker molecule.1 It contains an amine-reactive N-hydroxysuccinimide (NHS) moiety and a hydrazine moiety that reacts with the aldehyde functional group in SFB (succinimidyl 4-formylbenzoate; Item No. 30477) to form a bis-aryl hydrazone linker that is quantifiable spectrophotometrically at 354 nm. HyNic NHS ester has been used in the synthesis of an antibody-drug conjugate (ADC) that contains the toll-like receptor 7 (TLR7) agonist UC-1V150 and the anti-CD20 monoclonal antibody rituximab and increases pro-inflammatory activity in RAW 264.7 macrophages.2 HyNic NHS ester has also been used in the formation of polymer-enzyme, protein-liposome, and peptide-peptide conjugates.1,3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Grotzky, A., Manaka, Y., Kojima, T., et al. Preparation of catalytically active, covalent α-polylysine-enzyme conjugates via UV/vis-quantifiable bis-aryl hydrazone bond formation. Biomacromolecules 12(1), 134-144 (2011).

    2. Gadd, J.R., Greco, F., Cobb, A.J.A., et al. Targeted activation of toll-Like receptors: Conjugation of a toll-like receptor 7 agonist to a monoclonal antibody maintains antigen binding and specificity. Bioconjug. Chem. 26(8), 1743-1752 (2015).

    3. Gardner, M.W., and Brodbelt, J.S. Ultraviolet photodissociation mass spectrometry of bis-aryl hydrazone conjugated peptides. Anal. Chem. 81(12), 4864-4872 (2009).

    4. Nagata, H., Yoshimoto, M., and Walde, P. Preparation and catalytic properties of carbonic anhydrase conjugated to liposomes through a bis-aryl hydrazone bond. ACS Omega 8(21), 18637-17652 (2023).