146998-31-4 Usage
Description
4-((4-(DIMETHYLAMINO)PHENYL)AZO)BENZOIC ACID, SUCCINIMIDYL ESTER, also known as 4-[4-(Dimethylamino)phenylazo]benzoic acid N-succinimidyl ester, is a chemical compound with a unique structure that possesses both azo and succinimidyl ester functional groups. It is characterized by its ability to form stable peptide bonds with amino groups, making it a versatile reagent for protein and peptide labeling.
Uses
1. Used in Fluorescent Labeling of Proteins and Peptides:
4-((4-(DIMETHYLAMINO)PHENYL)AZO)BENZOIC ACID, SUCCINIMIDYL ESTER is used as a non-fluorescent probe for labeling proteins or peptides. Its succinimidyl ester group reacts with terminal amines or lysines of peptides and other nucleophiles, allowing for the fluorescent study of proteins.
2. Used in Fluorescence Resonance Energy Transfer (FRET) Studies:
Due to its fluorescent properties, which include a characteristic broad and intense visible absorption but no fluorescence, 4-((4-(DIMETHYLAMINO)PHENYL)AZO)BENZOIC ACID, SUCCINIMIDYL ESTER serves as an ideal long wavelength quencher. It has been utilized as an acceptor chromophore in FRET studies, enabling the investigation of protein-protein interactions and conformational changes.
3. Used in Automated Synthesis for N-Terminal Modification of Peptides:
4-((4-(DIMETHYLAMINO)PHENYL)AZO)BENZOIC ACID, SUCCINIMIDYL ESTER is also used for N-terminal modification of peptides in automated synthesis. This application takes advantage of its reactivity with amino groups to introduce specific functional groups or tags to the N-terminus of peptides, which can be useful for various research and diagnostic purposes.
Check Digit Verification of cas no
The CAS Registry Mumber 146998-31-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,6,9,9 and 8 respectively; the second part has 2 digits, 3 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 146998-31:
(8*1)+(7*4)+(6*6)+(5*9)+(4*9)+(3*8)+(2*3)+(1*1)=184
184 % 10 = 4
So 146998-31-4 is a valid CAS Registry Number.
InChI:InChI=1/C19H18N4O4/c1-22(2)16-9-7-15(8-10-16)21-20-14-5-3-13(4-6-14)19(26)27-23-17(24)11-12-18(23)25/h3-10H,11-12H2,1-2H3/b21-20+
146998-31-4Relevant articles and documents
Fluorogenic Bifunctional trans-Cyclooctenes as Efficient Tools for Investigating Click-to-Release Kinetics
de Geus, Mark A. R.,Maurits, Elmer,Sarris, Alexi J. C.,Hansen, Thomas,Kloet, Max S.,Kamphorst, Kiki,ten Hoeve, Wolter,Robillard, Marc S.,Pannwitz, Andrea,Bonnet, Sylvestre A.,Codée, Jeroen D. C.,Filippov, Dmitri V.,Overkleeft, Herman S.,van Kasteren, Sander I.
supporting information, p. 9900 - 9904 (2020/06/05)
The inverse electron demand Diels–Alder pyridazine elimination reaction between tetrazines and allylic substituted trans-cyclooctenes (TCOs) is a key player in bioorthogonal bond cleavage reactions. Determining the rate of elimination of alkylamine substrates has so far proven difficult. Here, we report a fluorogenic tool consisting of a TCO-linked EDANS fluorophore and a DABCYL quencher for accurate determination of both the click and release rate constants for any tetrazine at physiologically relevant concentrations.
TUNABLE FLUORESCENCE USING CLEAVABLE LINKERS
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Paragraph 0070-0071, (2014/11/11)
The invention relates to cleavable chemistry in general, and in particular, to tunable fluoresence using cleavable linkers present in fluorochrome-quencher conjugates.
Synthesis of dye-labeled lysine derivatives
Shen, Zongxuan,Zhang, Yawen,Chen, Yan
, p. 2525 - 2532 (2007/10/03)
The N(ε)-dabcyl-N(α)-(9-fluorenylmethoxy)-carbonyllysine was prepared by reaction of lysine-Cu2+ complex with the N-hydroxysuccinimide (HOSu) activated ester of [4-(4'-dimethylamino)phenylazo]benzoic acid (dabcyl acid) followed by treatment with EDTA and acylation with Fmoc-OSu, and the N(α)tert-butyloxycarbonyl-N(ε)-dabcyllysine was prepared by reaction of N(α)-tertbutyloxycarbonyllysine with dabcyl-OSu.
