55865

Digoxigenin NHS-ester

≥80% (HPLC)

• Synonym(s): ε-(Digoxigenin-3-0-acetamido)caproic acid N-hydroxysuccinimide ester, DIG NHS
• Empirical Formula (Hill Notation): C₃₅H₅₀N₂O₁₀
• CAS Number: 129273-26-3
• Molecular Weight: 658.78
• NACRES: NA.25
• PubChem Substance ID: 57651557
• UNSPSC Code: 12352108
• MDL number: MFCD02093394
• Assay: ≥80% (HPLC)
• Form: solid

Properties

• Quality Segment: 200
• assay: ≥80% (HPLC)
• form: solid
• shipped in: wet ice
• storage temp.: −20°C
• SMILES string: [H][C@]12CC[C@]3([H])[C@]([H])(C[C@@H](O)[C@]4(C)[C@H](CC[C@]34O)C5=CC(=O)OC5)[C@@]1(C)CC[C@@H](C2)OCC(=O)NCCCCCC(=O)ON6C(=O)CCC6=O
• InChI: 1S/C35H50N2O10/c1-33-13-11-23(45-20-28(39)36-15-5-3-4-6-31(42)47-37-29(40)9-10-30(37)41)17-22(33)7-8-25-26(33)18-27(38)34(2)24(12-14-35(25,34)44)21-16-32(43)46-19-21/h16,22-27,38,44H,3-15,17-20H2,1-2H3,(H,36,39)/t22-,23+,24-,25-,26+,27-,33+,34+,35+/m1/s1
• InChI key: KHNDABJZSPPYLE-FUGFVFQCSA-N

Description

Application

Digoxigenin NHS-ester has been used in the preparation of streptavidin-digoxigenin conjugate and digoxin-recombinant Ara h1 (peanut component) conjugate for enzyme-linked immunosorbent assay (ELISA) analysis.

Biochem/physiol Actions

Digoxigenin NHS-ester is an activated ester that reacts with amino groups under mild conditions, attaching the digoxigenin moiety to proteins or 5′-amino substituted oligonucleotides[1][2] Digoxigenin labeling is used to immuno-tag molecules for detection using anti-digoxigenin antibodies with high affinities and specificity.

Digoxigenin, an aglycon, is a pharmacologically active plant toxin. It is less potent than digoxin. It is used in lower doses to treat heart conditions. Digoxigenin is usually conjugated to another payload which reduces its remaining activity or accessibility to tissues. Since digoxigenin is permanently bound and entirely covered by the capture modules, it cannot be used as an active entity.

Safety Information

• pictograms: GHS06,GHS08
• signalword: Danger
• hcodes: H300 + H310 + H330,H373
• pcodes: P260 - P262 - P280 - P302 + P352 + P310 - P304 + P340 + P310 - P314
• Hazard Classifications: Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - STOT RE 2
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges