D9689
DABCYL SE
solid
Synonym(s):
4-([4-(Dimethylamino)phenyl]azo)benzoic acid succinimidyl ester
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About This Item
Empirical Formula (Hill Notation):
C19H18N4O4
Molecular Weight:
366.37
UNSPSC Code:
12171500
PubChem Substance ID:
MDL number:
InChI
1S/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+
SMILES string
CN(C)c1ccc(cc1)\N=N\c2ccc(cc2)C(=O)ON3C(=O)CCC3=O
InChI key
IBOVDNBDQHYNJI-QZQOTICOSA-N
form
solid
mol wt
apparent mol wt 366.38
shipped in
dry ice
storage temp.
−20°C
Application
Non-fluorescent acceptor in fluorescent resonance energy transfer applications.
This succinimidyl ester is useful for preparation of quenched fluorogenic substrates for proteases.
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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E D Matayoshi et al.
Science (New York, N.Y.), 247(4945), 954-958 (1990-02-23)
The 11-kD protease (PR) encoded by the human immunodeficiency virus 1 (HIV-1) is essential for the correct processing of viral polyproteins and the maturation of infectious virus, and is therefore a target for the design of selective acquired immunodeficiency syndrome
F Gauthier et al.
Archives of biochemistry and biophysics, 306(2), 304-308 (1993-11-01)
We have designed and tested a new papain substrate with intramolecularly quenched fluorescence. It is based on a highly conserved sequence in all members of the cystatin superfamily that participates in the inhibition of cysteine proteinases. This substrate, O-aminobenzoyl (Abz)-QVVAGA-ethylenediamine-2-4-dinitrophenyl
J O Capobianco et al.
Analytical biochemistry, 204(1), 96-102 (1992-07-01)
A fluorescent method for monitoring the activity of the secreted Candida carboxyl (aspartic) proteinase (EC 3.4.23.6) was developed using a fluorogenic substrate based on resonance energy transfer. The fluorescent assay was used to monitor proteinase production, purification, and inhibition. The
C García-Echeverría et al.
FEBS letters, 297(1-2), 100-102 (1992-02-03)
A series of new substrates for determining the catalytic activity of cysteine proteinases is described. The rate of hydrolysis by papain was monitored by a fluorescence continuous assay based on internal resonance energy transfer using 5-[(2-aminoethyl)amino]naphtalene-1-sulfonic acid (EDANS) and 4-(4-dimethylaminophenylazo)benzoic
Automated Synthesis of Fluorogenic Protease Substrates: Design of Probes for Alzheimers Disease-Associated Proteases.
Wang, G.T., et al.
Bioorganic & Medicinal Chemistry Letters, 2, 1665-1665 (1992)
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