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11333054001

Roche

Digoxigenin-3-O-methylcarbonyl-ε-aminocaproic acid-N-hydroxysuccinimide ester

>90% (elementary analysis), pkg of 5 mg, powder, pH range 2-13

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C35H50N2O10
CAS Number:
Molecular Weight:
658.78
MDL number:
UNSPSC Code:
41105600
PubChem Substance ID:

Assay

>90% (elementary analysis)

form

powder

mol wt

Mr 658.8

packaging

pkg of 5 mg

manufacturer/tradename

Roche

pH range

2-13

solubility

DMF: soluble
DMSO: soluble
ethanol: soluble

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

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General description

Chemical reagent for the labeling of proteins and oligonucleotides. One reactive group is able to interact with NH2-groups (of proteins or oligonucleotides), another reactive group (Digoxigenin) reacts with Anti-Digoxigenin and thus can be detected.

Application

Digoxigenin-3-O-methylcarbonyl-ε-aminocaproic acid-N-hydroxysuccinimide ester has been used to label the sequence (III) for the linker molecule sequence (VIII).

Biochem/physiol Actions

Digoxigenin, a non-radioactive immune-tag is mainly used for labeling proteins and in situ hybridization.

Principle

The activated ester reacts with amino groups under mild conditions. The digoxigenin moiety can be introduced into proteins or 5′-amino substituted oligonucleotides.

Preparation Note

Working concentration: 1 to 5 mM
Working solution: Preparation of working solution

Under stirring 0.327 mg digoxigenin-3-O-methylcarbonyl- ε-aminocaproic acid -N-hydroxysuccinimide ester is dissolved in 8.18 μl DMSO or ethanol.

Other Notes

For life science research only. Not for use in diagnostic procedures.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Inhalation - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - STOT RE 2

Storage Class Code

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

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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The digoxigenin (DIG) system for non-radioactive labelling and detection of nucleic acids-an overview.
Holtke HJ, et al.
Cellular and molecular biology (Noisy-le-Grand, France), 41(7), 883-905 (1995)
Jan van Dieck et al.
Chemistry & biology, 21(3), 357-368 (2014-02-18)
Investigation of protein-protein interactions (PPIs) and protein phosphorylation in clinical tissue samples can offer valuable information about the activation status and function of proteins involved in disease progression. However, existing antibody-based methods for phosphorylation detection have been found to lack

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