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55865

Sigma-Aldrich

Digoxigenin NHS-ester

≥80% (HPLC)

Sinonimo/i:

ε-(Digoxigenin-3-0-acetamido)caproic acid N-hydroxysuccinimide ester, DIG NHS

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1 MG
303,00 €
5 MG
1.030,00 €

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Cambia visualizzazione
1 MG
303,00 €
5 MG
1.030,00 €

About This Item

Formula empirica (notazione di Hill):
C35H50N2O10
Numero CAS:
Peso molecolare:
658.78
Numero MDL:
Codice UNSPSC:
12352108
ID PubChem:
NACRES:
NA.25

303,00 €


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Saggio

≥80% (HPLC)

Stato

solid

Condizioni di spedizione

wet ice

Temperatura di conservazione

−20°C

Stringa SMILE

[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
KHNDABJZSPPYLE-FUGFVFQCSA-N

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Applicazioni

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.

Azioni biochim/fisiol

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.

Pittogrammi

Skull and crossbonesHealth hazard

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - STOT RE 2

Codice della classe di stoccaggio

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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R Antolovic et al.
The Journal of biological chemistry, 273(26), 16259-16264 (1998-06-20)
Searching for a binding protein in blood, which may be involved in the specific transport of cardiac glycosides to their receptor sites on the sodium pump, we isolated a cardiac glycoside-binding protein (CGBG) of 26 kDa from the globulin fraction
J Olejnik et al.
Nucleic acids research, 26(15), 3572-3576 (1998-07-22)
We report the design and evaluation of two non-nucleosidic photocleavable aminotag phosphor-amidites. These reagents introduce a photocleavable amino group on the 5'-terminal phosphate of synthetic oligonucleotides. The 5' photocleavable amino group enables introduction of a variety of amine-reactive markers onto
R Antolovic et al.
FEBS letters, 368(1), 169-172 (1995-07-10)
The digoxigenin derivative N-hydroxysuccinimidyl digoxigenin-3-O-methylcarbonyl-epsilon-aminocaproate (HDMA) has been shown to covalently label the ouabain binding site of the Na,K-ATPase epsilon subunit [Antolovic et al. (1995) Eur. J. Biochem. 227, 61-67]. In the present study we observed both, labeling and inactivation
Silke Metz et al.
Proceedings of the National Academy of Sciences of the United States of America, 108(20), 8194-8199 (2011-05-04)
Bispecific antibodies that bind cell-surface targets as well as digoxigenin (Dig) were generated for targeted payload delivery. Targeting moieties are IgGs that bind the tumor antigens Her2, IGF1R, CD22, or LeY. A Dig-binding single-chain Fv was attached in disulfide-stabilized form
R Antolovic et al.
European journal of biochemistry, 227(1-2), 61-67 (1995-01-15)
Na+/K(+)-ATPase from pig kidney is inactivated by protein-reactive N-hydroxysuccinimidyl derivatives of digoxigenin. Like digoxigenin, its protein-reactive derivatives N-hydroxysuccinimidyl digoxigenin-3-methylcarbonyl-epsilon-aminocaproate (HDMA), 3-amino-3-deoxydigoxigenin hemisuccinimide succinimidyl ester (ADHS), 3-iodoacetylamino-3-deoxydigoxigenin (IAD) and digoxigenin-3-O-succinyl-[2-(N-maleimido)]ethylamide (DSME) inhibited the sodium pump in the presence of Na+, Mg2+

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